name stringlengths 1 52 | url stringlengths 31 118 | reactants listlengths 0 3 | reagents listlengths 0 3 | products listlengths 0 2 | byproducts listlengths 0 2 | conditions stringclasses 14
values | mechanism stringclasses 1
value | description stringclasses 76
values |
|---|---|---|---|---|---|---|---|---|
appel-reaction | https://www.name-reaction.com/appel-reaction | [
"alcohol",
"ROH"
] | [
"triphenylphosphine",
"PPh3",
"tetrahalomethane"
] | [
"alkyl halide",
"RCl"
] | [
"triphenylphosphine oxide",
"Ph3P=O"
] | The Appel reaction is an organic reaction used to convert an alcohol to an alkyl halide using a tetrahalomethane and triphenylphosphine. The reaction begins with the halogenation of triphenyl-phosphine followed by the formation of the alkoxide from the alcohol starting material. The alkoxide subsequently attacks the ph... | ||
baeyer-villiger-oxidation | https://www.name-reaction.com/baeyer-villiger-oxidation | [
"carbonyl compound"
] | [
"acid catalyst"
] | [
"ester"
] | [] | acid | The Baeyer-Villiger oxidation is an organic reaction used to convert a ketone to an ester using a peroxyacid (such as mCPBA). The reaction of the ketone with the acid results in a tetrahedral intermediate, with an alkyl migration following to release a carboxylic acid. The more electron rich R group migrates to the oxy... | |
bartoli-indole-synthesis | https://www.name-reaction.com/bartoli-indole-synthesis | [
"carbonyl compound"
] | [
"acid catalyst",
"organometallic reagent"
] | [] | [] | acid | The Bartoli indole synthesis is an organic reaction where a substituted nitroarene is converted to an indole using an excess of a vinyl Grignard reagent followed by an acid work-up. The substituents on the nitroarene affect the yield of this reaction where the highest yields are observed for ortho substituted reagents ... | |
baylis-hillman-reaction | https://www.name-reaction.com/baylis-hillman-reaction | [
"carbonyl compound"
] | [
"base catalyst",
"organometallic reagent"
] | [] | [] | catalyst | The Baylis-Hillman reaction is an organic reaction used to form a C-C bond between an α-β unsaturated carbonyl compound and an aldehyde, activated ketone, or other carbon electrophiles. This reaction is most commonly catalyzed by DABCO but other tertiary amines or phosphines can also be used as catalysts. The catalyst ... | |
beckmann-rearrangement | https://www.name-reaction.com/beckmann-rearrangement | [
"alcohol",
"carbonyl compound"
] | [
"acid catalyst",
"alcohol"
] | [
"amide"
] | [] | The Beckmann rearrangement is an organic reaction used to convert an oxime to an amide under acidic conditions. The reaction begins by protonation of the alcohol group forming a better leaving group. The R grouptransto the leaving group then migrates to the nitrogen, resulting in a carbocation and the release of a wate... | ||
biginelli-reaction | https://www.name-reaction.com/biginelli-reaction | [
"alcohol",
"carbonyl compound"
] | [
"acid catalyst",
"alcohol"
] | [
"amide",
"ester"
] | [] | acid | The Biginelli reaction is a one-pot three-component organic reaction between a β-keto ester, an aryl aldehyde, and urea to produce pyrimidones under acidic conditions. This reaction begins with protonation of the aldehyde by the acid and is followed by attack of the amine from urea. Proton transfer steps then result in... | |
birch-reduction | https://www.name-reaction.com/birch-reduction | [
"alcohol"
] | [
"alcohol"
] | [] | [] | The Birch reduction is an organic reaction where aromatic rings undergo a 1,4-reduction to provide unconjugated cyclohexadienes. The reduction is conducted by sodium or lithium metal in liquid ammonia and in the presence of an alcohol. The mechanism begins with a single electron transfer(SET) from the metal to the arom... | ||
buchwald-hartwig-amination | https://www.name-reaction.com/buchwald-hartwig-amination | [] | [
"base catalyst"
] | [
"amide"
] | [] | catalyst base | The Buchwald-Hartwig amination is an organic reaction used to make carbon-nitrogen bonds. This is essentially a cross-coupling reaction of an aryl halide with an amine using palladium as a catalyst and a strong base. The reaction begins by oxidative addition of the aryl halide to the palladium which is followed by coor... | |
cannizzaro-reaction | https://www.name-reaction.com/cannizzaro-reaction | [
"alcohol",
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst",
"alcohol"
] | [
"ester"
] | [] | acid base | The Cannizzaro reaction is a redox reaction in which two molecules of an aldehyde are reacted to produce a primary alcohol and a carboxylic acid using a hydroxide base. The reaction begins with hydroxide attack on the carbonyl carbon followed by deprotonation to give a dianion. This unstable intermediate releases a hyd... | |
claisen-condensation | https://www.name-reaction.com/claisen-condensation | [
"alcohol",
"carbonyl compound"
] | [
"base catalyst",
"alcohol"
] | [
"ester"
] | [] | solvent base | The Claisen condensation is an organic reaction used to form a carbon-carbon bond between two ester molecules using an alkoxide base in alcohol to make a β-keto ester. The R group of the ester starting material, the alkoxide base, and the alcohol solvent are chosen to be the same to not end up with a mixture of product... | |
claisen-rearrangement | https://www.name-reaction.com/claisen-rearrangement | [
"alcohol",
"carbonyl compound"
] | [
"acid catalyst"
] | [] | [] | acid heat | The Claisen rearrangement is an organic reaction where an allyl vinyl ether is converted into a γ,δ-unsaturated carbonyl compound with the input of heat or a Lewis acid. This reaction belongs to a class of reactions termed "sigmatropic rearrangements" and it is a concerted process where bonds are forming and breaking a... | |
clemmensen-reduction | https://www.name-reaction.com/clemmensen-reduction | [
"carbonyl compound"
] | [
"acid catalyst"
] | [] | [] | acid | The Clemmensen reduction is an organic reaction used to reduce an aldehyde or ketone to an alkane using amalgamated zinc and hydrochloric acid. The mechanism for the Clemmensen reduction is not yet fully understood and there are two popular proposals. The "Carbanionic mechanism", where the zinc attacks the protonated c... | |
cope-rearrangement | https://www.name-reaction.com/cope-rearrangement | [
"is",
"an"
] | [
"to",
"of"
] | [
"it",
"at"
] | [] | The Cope rearrangement is an organic reaction where a 1,5-diene, under thermal conditions, is converted to another 1,5-diene structural isomer. This reaction belongs to a class of reactions termed "sigma tropic rearrangements" and it is a concerted process where bonds are forming and breaking at the same time. When sub... | ||
corey-kim-oxidation | https://www.name-reaction.com/corey-kim-oxidation | [
"alcohol",
"carbonyl compound"
] | [
"alcohol"
] | [] | [] | The Corey-Kim oxidation is an organic reaction used to convert an alcohol to an aldehyde or ketone using N-chlorosuccinimide (NCS), dimethylsulfide (DMS) and triethylamine (TEA). The mechanism begins with the reaction of DMS with NCS to afford S,S-dimethylsuccinimidosulfonium chloride, also known as "Corey-Kim reagent"... | ||
curtius-rearrangement | https://www.name-reaction.com/curtius-rearrangement | [
"as",
"is"
] | [
"an",
"to"
] | [
"of",
"gas"
] | [] | The Curtius rearrangement is an organic reaction used to convert an acyl azide to an isocyanate under thermal conditions. The mechanism consists of an alkyl shift of the R group from the carbonyl carbon to the closest nitrogen with the release of nitrogen gas. The release of gas drives the reaction forward and results ... | ||
dakin-west-reaction | https://www.name-reaction.com/dakin-west-reaction | [
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst"
] | [] | [] | acid base | The Dakin-West reaction is an organic reaction used to convert an amino acid and an anhydride to an acylamino ketone using a base and thermal conditions. The reaction begins with acylation of the amino acid on both terminals, first on the amine group, and then on the carboxylic acid group. An intramolecular reaction th... | |
dieckmann-condensation | https://www.name-reaction.com/dieckmann-condensation | [
"alcohol",
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst",
"alcohol"
] | [
"ester"
] | [] | acid base | The Dieckmann condensation is an organic reaction used to form a carbon-carbon bond between two tethered ester groups using an alkoxide base in alcohol to make a cyclic β-keto ester. This reaction is essentially an intramolecular form of theClaisen condensation. One ester group of the starting material must have an α-h... | |
diels-alder-reaction | https://www.name-reaction.com/diels-alder-reaction | [] | [] | [
"alkene"
] | [] | The Diels-Alder reaction is an organic reaction used to convert a conjugated diene and a dienophile to a cyclic olefin under thermal conditions. This is a concerted process where bonds are forming and breaking at the same time and the reaction belongs to a class of reactions termed "cycloaddition". The Diels-Alder reac... | ||
eschenmoser-claisen-rearrangement | https://www.name-reaction.com/eschenmoser-claisen-rearrangement | [
"alcohol"
] | [
"alcohol"
] | [
"amide"
] | [] | The Eschenmoser-Claisen rearrangement is an organic reaction where an allylic alcohol is heated with N,N-dimethylacetamide dimethyl acetal to produce a γ,δ-unsaturated amide. The reactions begins with the release of a methoxide group from the amide starting material to produce an iminium cation which is then attacked b... | ||
eschweiler-clarke-reaction | https://www.name-reaction.com/eschweiler-clarke-reaction | [
"carbonyl compound"
] | [
"acid catalyst"
] | [] | [] | acid | The Eschweiler-Clarke reaction is an organic reaction used to convert a primary or secondary amine to a tertiary amine using formaldehyde and formic acid. This is essentially an amine methylation process which begins with the reaction of the amine starting material with the protonated formaldehyde to provide an interme... | |
finkelstein-reaction | https://www.name-reaction.com/finkelstein-reaction | [
"alkyl halide",
"halide"
] | [
"is",
"an"
] | [
"by",
"it"
] | [] | The Finkelstein reaction is an organic reaction where an alkyl halide is converted into another alkyl halide by reacting with a metal halide salt. This is an equilibrium process and it is driven forward by taking advantage of the poor solubility in acetone of the newly formed metal halide salt (Le Chatelier's principle... | ||
fischer-esterification | https://www.name-reaction.com/fischer-esterification | [
"alcohol",
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst",
"alcohol"
] | [
"ester"
] | [] | acid catalyst | The Fischer esterification is an organic reaction used to convert a carboxylic acid and an alcohol to an ester using an acid catalyst. The mechanism begins with protonation of the carbonyl group of the carboxylic acid, which is then attacked by the alcohol. Proton transfer and the subsequent release of water result in ... | |
fischer-indole-synthesis | https://www.name-reaction.com/fischer-indole-synthesis | [
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst"
] | [] | [] | acid catalyst | The Fischer indole synthesis is an organic reaction used to convert a phenyl hydrazine and an aldehyde or ketone to an indole using an acid catalyst. The mechanism begins with formation of a phenylhydrazone through the acid catalyzed reaction of the hydrazine with the carbonyl. The phenylhydrazone then rearranges to th... | |
friedel-crafts-acylation | https://www.name-reaction.com/friedel-crafts-acylation | [
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst"
] | [
"ester"
] | [] | acid catalyst | The Friedel-Crafts acylation is an organic reaction used to convert an aryl compound and an acyl halide or anhydride to an aryl ketone using a Lewis acid catalyst (such as AlCl3). The reaction begins with the Lewis acid abstracting the halide (or carboxylate) from the acyl halide (or ester) to form an electrophilic acy... | |
friedel-crafts-alkylation | https://www.name-reaction.com/friedel-crafts-alkylation | [
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst"
] | [] | [] | acid catalyst | The Friedel-Crafts alkylation is an organic reaction used to convert an aryl compound and an alkyl halide to a substituted aromatic compound using a Lewis acid catalyst (such as AlCl3). The reaction begins with the Lewis acid abstracting the halide from the alkyl halide to form an electrophilic alkyl cation and a tetra... | |
fries-rearrangement | https://www.name-reaction.com/fries-rearrangement | [
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst"
] | [
"ester"
] | [] | acid catalyst | The Fries rearrangement is an organic reaction used to convert a phenyl ester to an ortho- and para-hydroxy aryl ketone using a Lewis acid catalyst and Brønsted acid work-up. The mechanism begins with coordination of the ester to the Lewis acid, followed by a rearrangement which generates an electrophilic acylium catio... | |
gabriel-synthesis | https://www.name-reaction.com/gabriel-synthesis | [
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst"
] | [] | [] | acid base | The Gabriel synthesis is an organic reaction used to convert an alkyl halide to a primary amine using phthalimide with base and followed by hydrazine. The reaction begins with the deprotonation of the phthalimide which then attacks the alkyl halide in an SN2 fashion to give an N-alkylphthalimide intermediate. The inter... | |
grignard-reaction | https://www.name-reaction.com/grignard-reaction | [
"alkyl halide",
"R-X"
] | [
"magnesium",
"Mg"
] | [
"grignard reagent",
"RMgX"
] | [] | acid | The Grignard reaction is an organic reaction used to create a variety of products through the reaction of an organomagnesium compound, also known as a "Grignard reagent" with an electrophile, followed by acid work-up. The Grignard reagent is formed through the reaction of an alkyl or aryl halide with magnesium metal vi... | |
heck-reaction | https://www.name-reaction.com/heck-reaction | [
"unsaturated compound"
] | [
"base catalyst"
] | [
"alkene"
] | [] | Base catalyst base | The Heck reaction is a cross-coupling reaction of an organohalide with an alkene to make a substituted alkene using palladium as a catalyst and a base. The reaction begins by oxidative addition of the aryl halide to the palladium, which is followed by coordination and migratory insertion of the olefin to the palladium.... | |
hell-volhard-zelinsky-reaction | https://www.name-reaction.com/hell-volhard-zelinsky-reaction | [
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst"
] | [
"ester"
] | [] | acid catalyst | The Hell-Volhard-Zelinsky reaction is an organic reaction used to convert a carboxylic acid with an α-hydrogen and a halogen, to an α-halo carboxylic acid, using a phosphorous catalyst and water. The mechanism begins with the reaction of the carbonyl oxygen with phosphorous trihalide to form a P–O bond and release a ha... | |
henry-reaction | https://www.name-reaction.com/henry-reaction | [
"alcohol",
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst",
"organometallic reagent"
] | [] | [] | acid catalyst base | The Henry reaction is an organic reaction used to convert a nitroalkane with an α-hydrogen and an aldehyde or ketone to a β-nitro alcohol using a base catalyst. The mechanism begins with deprotonation of the nitroalkane by the base to give a resonance stabilize anionic intermediate which subsequently attacks the carbon... | |
hofmann-elimination | https://www.name-reaction.com/hofmann-elimination | [
"unsaturated compound"
] | [
"base catalyst"
] | [
"alkene"
] | [] | The Hofmann elimination is an organic reaction used to convert an amine with a β-hydrogen to an alkene using methyl iodide, silver oxide and water under thermal conditions. The mechanism begins with an attack of the amine on methyl iodide to form an ammonium iodide salt. The iodide then reacts with silver oxide to form... | ||
hofmann-rearrangement | https://www.name-reaction.com/hofmann-rearrangement | [] | [
"base catalyst"
] | [
"amide",
"ester"
] | [] | heat base | The Hofmann rearrangement is an organic reaction used to convert a primary amide to a primary amine using a halogen, base, water, and heat. The reaction begins with deprotonation of the amide by the base to form an anion which then attacks the halogen to form a N-haloamide. A second deprotonation by the base provides a... | |
ireland-claisen-rearrangement | https://www.name-reaction.com/ireland-claisen-rearrangement | [
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst"
] | [
"ester",
"alkene"
] | [] | acid base | The Ireland-Claisen rearrangement is an organic reaction used to convert an allyl ester to a γ,δ-unsaturated carboxyl acid using LDA, TMSCl, and NaOH/H2O. The reaction begins with deprotonation of the α-hydrogen of the ester to form an enolate which then attacks TMSCl to stabilize the charge and produce LiCl salt. The ... | |
johnson-claisen-rearrangement | https://www.name-reaction.com/johnson-claisen-rearrangement | [
"alcohol",
"carbonyl compound"
] | [
"acid catalyst",
"alcohol"
] | [
"ester",
"alkene"
] | [] | The Johnson-Claisen rearrangement is an organic reaction where an allylic alcohol is heated with trialkyl orthoacetate under midly acidic conditions to produce a γ,δ-unsaturated ester. The reaction begins with protonation of one of the alkoxide groups of the orthoacetate. The protonated alkoxide is then released as a m... | ||
jones-oxidation | https://www.name-reaction.com/jones-oxidation | [
"alcohol",
"carbonyl compound"
] | [
"acid catalyst",
"alcohol"
] | [] | [] | acid | The Jones oxidation is an organic reaction used to oxidize alcohols using chromic trioxide and acid in water. A primary alcohol is oxidized to an aldehyde or all the way to a carboxylic acid, while a secondary alcohol to a ketone. The mechanism begins with the reaction of CrO3with acid (often H2SO4) to form chromic aci... | |
knoevenagel-condensation | https://www.name-reaction.com/knoevenagel-condensation | [
"carbonyl compound"
] | [
"base catalyst"
] | [
"alkene"
] | [] | catalyst base | The Knoevenagel condensation is an organic reaction used to convert an aldehyde or ketone and an activated methylene to a substituted olefin using an amine base as a catalyst. The reaction begins by deprotonation of the activated methylene by the base to give a resonance stabilized enolate. The amine catalyst also reac... | |
knorr-pyrazole-synthesis | https://www.name-reaction.com/knorr-pyrazole-synthesis | [
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst"
] | [
"ester"
] | [] | acid catalyst | The Knorr pyrazole synthesis is an organic reaction used to convert a hydrazine or its derivatives and a 1,3-dicarbonyl compound to a pyrazole using an acid catalyst. The mechanism begins with an acid catalyzed imine formation, where in the case of hydrazine derivatives the attack can happen on either carbonyl carbon a... | |
kolbe-schmitt-reaction | https://www.name-reaction.com/kolbe-schmitt-reaction | [
"alcohol",
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst"
] | [] | [] | acid base | The Kolbe-Schmitt reaction is an organic reaction used to convert a phenol to a hydroxy benzoic acid using carbon dioxide gas, a base, and acid work-up. The mechanism begins with deprotonation of the phenol by the base to form a phenoxide. The phenoxide rearranges to form a carbonyl group while the aromatic ring attack... | |
kumada-cross-coupling | https://www.name-reaction.com/kumada-cross-coupling | [] | [
"base catalyst",
"organometallic reagent"
] | [] | [] | catalyst | The Kumada cross-coupling reaction is the organic reaction of an organohalide with an organomagnesium compound, also known as a Grignard reagent, to give the coupled product using a palladium or nickel catalyst. The palladium catalyzed mechanism begins with oxidative addition of the organohalide to the Pd(0) to form a ... | |
luche-reduction | https://www.name-reaction.com/luche-reduction | [
"alcohol",
"carbonyl compound"
] | [
"acid catalyst",
"alcohol"
] | [] | [] | solvent | The Luche reduction is an organic reaction used to convert an α,β-unsaturated ketone to an allylic alcohol using cerium trichloride, sodium borohydride, and an alcohol solvent. The role of the cerium or other lanthanide metals is to coordinate to the alcohol, making its proton more acidic which allows for it to be abst... | |
mannich-reaction | https://www.name-reaction.com/mannich-reaction | [
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst",
"organometallic reagent"
] | [] | [] | acid catalyst base | The Mannich reaction is an organic reaction used to convert a primary or secondary amine and two carbonyl compound (one non-enolizable and one enolizable) to a β-amino carbonyl compound, also known as a Mannich base, using an acid or base catalyst. In the acid catalyzed mechanism both carbonyl compounds get protonated ... | |
michael-addition | https://www.name-reaction.com/michael-addition | [
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst",
"organometallic reagent"
] | [
"alkene"
] | [] | acid catalyst base | The Michael addition is an organic reaction used to convert an activated methylene and a conjugated olefin to the corresponding addition product using a base catalyst followed by an acid work-up. The activated methylene is essentially a methylene bonded to electron withdrawing groups that would stabilize the negative c... | |
mitsunobu-reaction | https://www.name-reaction.com/mitsunobu-reaction | [
"alcohol",
"carbonyl compound"
] | [
"acid catalyst",
"alcohol"
] | [
"ester"
] | [] | acid Acid | The Mitsunobu reaction is an organic reaction used to convert a primary or secondary alcohol into a variety of compounds using DEAD and triphenylphosphine. The final product depends on the acidic reagent (the conjugate acid of the nucleophile). The mechanism begins with attack of PPh3on DEAD which forms a zwitterionic ... | |
mukaiyama-aldol-addition | https://www.name-reaction.com/mukaiyama-aldol-addition | [
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst",
"organometallic reagent"
] | [] | [] | acid catalyst | The Mukaiyama aldol addition is an organic reaction used to convert an aldehyde and a silyl enol ether to a 1,3 ketol using a Lewis acid catalyst (such as TiCl4), followed by aqueous work-up. The mechanism begins by coordination of the aldehyde's oxygen to Titanium, which activate the carbonyl for attack while also rel... | |
n | https://www.name-reaction.com/n | [
"carbonyl compound"
] | [
"acid catalyst",
"organometallic reagent"
] | [
"ester"
] | [] | acid | ||
negishi-cross-coupling | https://www.name-reaction.com/negishi-cross-coupling | [] | [
"base catalyst"
] | [] | [] | catalyst | The Negishi cross-coupling reaction is the organic reaction of an organohalide with an organozinc compound to give the coupled product using a palladium or nickel catalyst. The palladium catalyzed mechanism begins with oxidative addition of the organohalide to the Pd(0) to form a Pd(II) complex. Transmetalation with th... | |
oppenauer-oxidation | https://www.name-reaction.com/oppenauer-oxidation | [
"alcohol",
"carbonyl compound"
] | [
"base catalyst",
"alcohol"
] | [] | [] | catalyst | The Oppenauer oxidation is an organic reaction used to convert a primary or secondary alcohol to a ketone using another excess ketone reagent (such as acetone) and an aluminium triisopropoxide catalyst. The mechanism begins with the alcohol replacing one of the isopropoxide groups on the aluminum to generate isopropano... | |
pauson-khand-reaction | https://www.name-reaction.com/pauson-khand-reaction | [
"unsaturated compound"
] | [
"base catalyst",
"organometallic reagent"
] | [
"alkene"
] | [] | catalyst | The Pauson-Khand reaction is an organic reaction used to convert an alkyne and alkene to a substituted cyclopentenone under an atmosphere of carbon monoxide and a dicobalt complex catalyst. This 2+2+1 cycloaddition reaction begins with the addition of the alkyne to the metal complex followed by ligand substitution of t... | |
perkin-reaction | https://www.name-reaction.com/perkin-reaction | [
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst"
] | [] | [] | acid base | The Perkin reaction is an organic reaction used to convert an aromatic aldehyde and an anhydride to an α,β-unsaturated carboxylic acid using sodium acetate, a base, and an acid work-up. The regiochemistry of the reaction, the relative position of the carboxylic acid and aromatic ring in the final product, can be either... | |
pictet-spengler-reaction | https://www.name-reaction.com/pictet-spengler-reaction | [
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst"
] | [] | [] | acid catalyst | The Pictet-Spengler reaction is an organic reaction used to convert a β-arylenylamine and an aldehyde or ketone to a tetrahydroisoquinoline using an acid catalyst. The mechanism begins with protonation of the carbonyl oxygen by the acid which is subsequently attacked by the amine reagent. Proton transfer steps and the ... | |
prins-reaction | https://www.name-reaction.com/prins-reaction | [
"alcohol",
"carbonyl compound",
"unsaturated compound"
] | [
"organometallic reagent",
"alcohol"
] | [
"alkene"
] | [] | The Prins reaction is an organic reaction used to convert an alkene and an aldehyde to a variety of products depending on the reaction conditions. All mechanisms begin with protonation of the aldehyde which is then attacked by the alkene to give a β-hydroxyl carbocation intermediate. Without the addition of other reage... | ||
reformatsky-reaction | https://www.name-reaction.com/reformatsky-reaction | [
"carbonyl compound"
] | [
"acid catalyst",
"organometallic reagent"
] | [
"ester"
] | [] | acid | The Reformatsky reaction is an organic reaction used to convert an α-haloester and an aldehyde or ketone to a β-hydroxyester using zinc metal followed by an acid work-up. The reaction begins with oxidative addition of the zinc metal to the carbon-halogen bond of the α-haloester. Two of the resulting compounds coordinat... | |
reimer-tiemann-reaction | https://www.name-reaction.com/reimer-tiemann-reaction | [
"alcohol",
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst"
] | [] | [] | acid base | The Reimer-Tiemann reaction is an organic reaction used to convert a phenol to an o-hydroxy benzalde-hyde using chloroform, a base, and acid work-up. The mechanism begins with abstraction of the proton from chloroform with the base to form a trichlorocarbanion which spontaneously loses a chloride ion to form a neutral ... | |
ritter-reaction | https://www.name-reaction.com/ritter-reaction | [
"alcohol",
"carbonyl compound",
"unsaturated compound"
] | [
"acid catalyst",
"organometallic reagent",
"alcohol"
] | [
"amide",
"alkene"
] | [] | acid | The Ritter reaction is an organic reaction used to convert a nitrile and a carbocation precursor (such as a substituted olefin or tertiary alcohol) to an amide using a strong acid and water. The mechanism begins with the formation of the carbocation from the reaction of the acid with the carbocation precursor. The nitr... | |
robinson-annulation | https://www.name-reaction.com/robinson-annulation | [
"carbonyl compound"
] | [
"base catalyst",
"organometallic reagent"
] | [
"alkene"
] | [] | base | The Robinson annulation is an organic reaction used to convert a ketone and an α,β-unsaturated ketone to a cyclohexenone using base. The mechanism begins with deprotonation with the base of the α-hydrogen of the ketone to form an enolate. The enolate then does a 1,4 addition to the conjugated olefin (Michael addition),... | |
sandmeyer-reaction | https://www.name-reaction.com/sandmeyer-reaction | [] | [
"base catalyst"
] | [] | [] | catalyst | The Sandmeyer reaction is an organic reaction used to convert an aryl diazonium salt to an aryl halide using a copper(I) halide catalyst. The mechanism begins with a single electron transfer (SET) from the copper to the diazonium to form a neutral diaso radical and copper(II) halide. The diazo radical then releases a m... | |
schmidt-reaction | https://www.name-reaction.com/schmidt-reaction | [
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst"
] | [] | [] | acid catalyst | The Schmidt reaction is an organic reaction used to convert hydrazoic acid to a variety of products using an acid catalyst. The mechanism shown is for an aldehyde regent but it can be easily extended to the other regents. The reaction begins with abstraction of a proton from the acid by the aldehyde or other reagent to... | |
schotten-baumann-reaction | https://www.name-reaction.com/schotten-baumann-reaction | [
"alcohol",
"carbonyl compound"
] | [
"base catalyst",
"alcohol"
] | [
"amide",
"ester"
] | [] | base | The Schotten-Baumann reaction is an organic reaction used to convert an acyl halide or anhydride to an amide if reacted with an amine and base, or an ester if reacted with an alcohol and base. The reaction with the amine begins with the nitrogen attacking the carbonyl carbon of the acyl halide which rearranges to kick ... | |
sharpless-epoxidation | https://www.name-reaction.com/sharpless-epoxidation | [
"alcohol"
] | [
"base catalyst",
"alcohol"
] | [] | [] | catalyst | The Sharpless epoxidation is an organic reaction used to steroselectively convert an allylic alcohol to an epoxy alcohol using a titanium isopropoxide catalyst, t-butyl hydroperoxide (TBHP), and a chiral diethyl tartrate (DET). The mechanism begins with the displacement of the isopropoxide ligands on the titanium by DE... | |
sonogashira-cross-coupling | https://www.name-reaction.com/sonogashira-cross-coupling | [
"unsaturated compound"
] | [
"base catalyst"
] | [
"alkene"
] | [] | catalyst base | The Sonogashira cross-coupling reaction is the organic reaction of an organohalide with a terminal alkyne to give the coupled product using a palladium catalyst, a copper catalyst, and base. The palladium cataly-zed mechanism begins with oxidative addition of the organohalide to the Pd(0) to form a Pd(II) complex. Tran... | |
staudinger-reaction | https://www.name-reaction.com/staudinger-reaction | [
"triphenylphosphine",
"as"
] | [
"is",
"an"
] | [
"to",
"pr"
] | [] | The Staudinger reaction is an organic reaction used to convert an organic azide to a primary amine using a PR3compound (such as triphenylphosphine) and water. The mechanism begins with attack of the phos-phorus on the far nitrogen of the organic azide to give a phosphazide intermediate. This intermediate then goes thro... | ||
stille-cross-coupling | https://www.name-reaction.com/stille-cross-coupling | [
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst"
] | [] | [] | acid catalyst | The Stille cross-coupling reaction is the organic reaction of an organohalide with an organostannane com-pound to give the coupled product using a palladium catalyst. The mechanism begins with oxidative add-ition of the organohalide to the Pd(0) to form a Pd(II) complex. Transmetalation with the organostannane then fol... | |
strecker-amino-acid-synthesis | https://www.name-reaction.com/strecker-amino-acid-synthesis | [
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst"
] | [
"amide"
] | [] | acid catalyst | The Strecker amino acid synthesis is an organic reaction used to convert an aldehyde or ketone and a pri-mary amine or ammonia to an α-amino acid using a metal cyanide, acid catalyst, and water. The mecha-nism begins with the acid catalyzed reaction of the carbonyl with the amine to give the corresponding imine. The im... | |
suzuki-cross-coupling | https://www.name-reaction.com/suzuki-cross-coupling | [] | [
"base catalyst"
] | [] | [] | catalyst base | The Suzuki cross-coupling reaction is the organic reaction of an organohalide with an organoborane to give the coupled product using a palladium catalyst and base. The mechanism begins with oxidative addition of the organohalide to the Pd(0) to form a Pd(II) complex. A molecule of the hydroxide or alkoxide base then re... | |
swern-oxidation | https://www.name-reaction.com/swern-oxidation | [
"alcohol",
"carbonyl compound"
] | [
"alcohol"
] | [] | [] | The Swern oxidation is an organic reaction used to convert a primary alcohol to an aldehyde and a secon-dary alcohol to a ketone using DMSO, oxalyl chloride, and triethylamine. The mechanism begins with the activation of DSMO with oxalyl chloride which is then attacked by a chloride anion to form a chlorosulfo-nium cat... | ||
ullmann-reaction | https://www.name-reaction.com/ullmann-reaction | [
"halide",
"alkyl halide"
] | [
"as",
"or"
] | [
"is",
"an"
] | [] | The Ullmann reaction is an organic reaction used to couple two molecules of aryl halide to form a biaryl using copper metal and thermal conditions. The mechanism for the Ullmann reaction is not fully under-stood but there are two popular mechanisms. The radical mechanism begins with a single electron transfer (SET) fro... | ||
vilsmeier-haack-reaction | https://www.name-reaction.com/vilsmeier-haack-reaction | [
"carbonyl compound"
] | [
"acid catalyst"
] | [] | [] | acid | The Vilsmeier-Haack reaction is an organic reaction used to convert an electron rich aromatic ring to an aryl aldehyde using DMF, an acid chloride, and aqueous work-up. The mechanism begins with the reaction of DMF with the acid chloride to form an iminium salt known as the "Vilsmeier reagent". The electron rich aromat... | |
wagner-meerwein-rearrangement | https://www.name-reaction.com/wagner-meerwein-rearrangement | [
"alcohol",
"carbonyl compound"
] | [
"base catalyst",
"acid catalyst",
"alcohol"
] | [
"alkene"
] | [] | acid catalyst | The Wagner-Meerwein rearrangement is an organic reaction used to convert an alcohol to an olefin using an acid catalyst. The mechanism begins with protonation of the alcohol by the acid which is then released as water to forms a carbocation. A 1,2-shift then occurs to form a more substituted and stabilized carbo-cation... | |
williamson-ether-synthesis | https://www.name-reaction.com/williamson-ether-synthesis | [
"alcohol"
] | [
"base catalyst",
"alcohol"
] | [] | [] | base | The Williamson ether synthesis is an organic reaction used to convert an alcohol and an alkyl halide to an ether using a base such as NaOH. The mechanism begins with the base abstracting the proton from the alcohol to form an alkoxide intermediate. The alkoxide then attacks the alkyl halide in a nucleophilic substi-tut... | |
wittig-reaction | https://www.name-reaction.com/wittig-reaction | [
"carbonyl compound",
"aldehyde",
"ketone"
] | [
"phosphorus ylide",
"wittig reagent"
] | [] | [
"triphenylphosphine oxide",
"Ph3P=O"
] | base | The Wittig reaction is an organic reaction used to convert a primary or secondary alkyl halide and an aldehyde or ketone to an olefin using triphenylphosphine and base. The mechanism beings with attack of the PPH3on the alkyl halide which releases the halide anion and forms a phosphonium ion. The base then deprotonates... | |
wolff-rearrangement | https://www.name-reaction.com/wolff-rearrangement | [
"carbonyl compound"
] | [
"base catalyst"
] | [] | [] | catalyst | The Wolff rearrangement is an organic reaction used to convert an α-diazo ketone to a ketene using a silver oxide catalyst, light, or thermal conditions. The mechanism of the Wolff rearrangement is essentially one step which is initiated by the catalyst. The reaction involves a 1,2-shift to form the ketene product and ... | |
wolff-kishner-reduction | https://www.name-reaction.com/wolff-kishner-reduction | [
"carbonyl compound"
] | [
"base catalyst"
] | [] | [] | catalyst base | The Wolff-Kishner reduction is an organic reaction used to convert an aldehyde or ketone to an alkane using hydrazine, base, and thermal conditions. The mechanism begins with the attack of hydrazine of the aldehyde or ketone for form an imine. Proton transfer steps then result in the formation of a N=N bond. Deprotonat... | |
wurtz-reaction | https://www.name-reaction.com/wurtz-reaction | [
"alkyl halide",
"halide"
] | [
"as",
"is"
] | [
"an",
"to"
] | [] | The Wurtz reaction is an organic reaction used to couple two alkyl halides to form an alkane using sodium metal. The mechanism begins with a single electron transfer (SET) from sodium metal to the alkyl halide, which dissociates to form an alkyl radical and sodium halide salt. Another molecule of sodium performs anothe... | ||
yamaguchi-esterification | https://www.name-reaction.com/yamaguchi-esterification | [
"alcohol",
"carbonyl compound"
] | [
"acid catalyst",
"alcohol"
] | [
"ester"
] | [] | acid | The Yamaguchi esterification is an organic reaction used to convert a carboxylic acid and an alcohol to an ester using triethylamine, the Yamaguchi reagent, and DMAP. The mechanism begins with deprotonation of the carboxylic acid by Et3N to form a carboxylate anion which then attacks the Yamaguchi reagent. The resultan... | |
0-9[edit] | https://en.wikipedia.org/w/index.php?title=List_of_organic_reactions&action=edit§ion=1 | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
1,2-Wittig rearrangement | https://en.wikipedia.org/wiki/1,2-Wittig_rearrangement | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
1,3-Dipolar cycloaddition | https://en.wikipedia.org/wiki/1,3-Dipolar_cycloaddition | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
2,3-Wittig rearrangement | https://en.wikipedia.org/wiki/2,3-Wittig_rearrangement | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
A[edit] | https://en.wikipedia.org/w/index.php?title=List_of_organic_reactions&action=edit§ion=2 | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
Abramovitch�Shapiro tryptamine synthesis | https://en.wikipedia.org/wiki/Tryptamine | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
Acetalisation | https://en.wikipedia.org/wiki/Acetalisation | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
Acetoacetic ester condensation | https://en.wikipedia.org/wiki/Acetoacetic_ester_condensation | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
Achmatowicz reaction | https://en.wikipedia.org/wiki/Achmatowicz_reaction | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
Acylation | https://en.wikipedia.org/wiki/Acylation | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
Acyloin condensation | https://en.wikipedia.org/wiki/Acyloin_condensation | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
Adams' catalyst | https://en.wikipedia.org/wiki/Adams%27_catalyst | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
Adams decarboxylation | https://en.wikipedia.org/wiki/Adams_decarboxylation | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
Adkins catalyst | https://en.wikipedia.org/wiki/Adkins_catalyst | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
Adkins�Peterson reaction | https://en.wikipedia.org/wiki/Adkins%E2%80%93Peterson_reaction | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
Akabori amino acid reaction | https://en.wikipedia.org/wiki/Akabori_amino_acid_reaction | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
Alcohol oxidation | https://en.wikipedia.org/wiki/Alcohol_oxidation | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
Alder�Stein rules | https://en.wikipedia.org/wiki/Alder%E2%80%93Stein_rules | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
Aldol addition | https://en.wikipedia.org/wiki/Aldol_addition | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
Aldol condensation | https://en.wikipedia.org/wiki/Aldol_condensation | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
Algar�Flynn�Oyamada reaction | https://en.wikipedia.org/wiki/Algar%E2%80%93Flynn%E2%80%93Oyamada_reaction | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
Alkylimino-de-oxo-bisubstitution | https://en.wikipedia.org/wiki/Alkylimino-de-oxo-bisubstitution | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
Alkyne trimerisation | https://en.wikipedia.org/wiki/Alkyne_trimerisation | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
Alkyne zipper reaction | https://en.wikipedia.org/wiki/Alkyne_zipper_reaction | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] | |||
Allan�Robinson reaction | https://en.wikipedia.org/wiki/Allan%E2%80%93Robinson_reaction | [
"to",
"us"
] | [
"log",
"in"
] | [] | [] |
Subsets and Splits
No community queries yet
The top public SQL queries from the community will appear here once available.