text stringlengths 0 131k |
|---|
RCH=CH2 + H2 → RCH2CH3(R = alkyl) |
Alkanes or alkyl groups can also be prepared directly from alkyl halides in the Corey–House–Posner–Whitesides reaction. The Barton–McCombie deoxygenation removes hydroxyl groups from alcohols e.g. |
and the Clemmensen reduction removes carbonyl groups from aldehydes and ketones to form alkanes or alkyl-substituted compounds e.g.: |
Preparation from other organic compounds |
Alkanes can be prepared from a variety of organic compounds. These include alkenes, alkynes, haloalkanes, alcohols, aldehydes, ketones and carboxylic acids. |
From alkenes and alkynes |
Addition of molecular hydrogen across the π bond(s) of alkenes and alkynes give alkanes. This hydrogenation reaction is typically performed using a powdered metal catalyst, such as palladium, platinum, or nickel. The reaction is exothermic because the product alkane is more stable. This is an important process in sever... |
From haloalkanes |
Several methods produce alkanes from haloalkanes. |
In the Wurtz reaction, a haloalkane is treated with sodium in dry ether to yield an alkane having double the number of carbon atoms. This reaction proceeds through a free radical intermediate and has the possibility of alkene formation in case of tertiary haloalkanes and vicinal dihalides. |
2 R−X + 2 Na → R−R + 2 Na+X |
In Corey–House synthesis, a haloalkane is treated with dialkyl lithium cuprate, a Gilman reagent, to yield a higher alkane: |
Li+[R–Cu–R]– + R'–X → R–R' + R–Cu + Li+X |
Haloalkanes can be reduced to alkanes by reaction with hydride reagents such as lithium aluminium hydride. |
R−X + H– → R−H + X– |
Applications |
The applications of alkanes depend on the number of carbon atoms. The first four alkanes are used mainly for heating and cooking purposes, and in some countries for electricity generation. Methane and ethane are the main components of natural gas; they are normally stored as gases under pressure. It is, however, easier... |
Propane and butane are gases at atmospheric pressure that can be liquefied at fairly low pressures and are commonly known as liquified petroleum gas (LPG). Propane is used in propane gas burners and as a fuel for road vehicles, butane in space heaters and disposable cigarette lighters. Both are used as propellants in a... |
From pentane to octane the alkanes are highly volatile liquids. They are used as fuels in internal combustion engines, as they vaporize easily on entry into the combustion chamber without forming droplets, which would impair the uniformity of the combustion. Branched-chain alkanes are preferred as they are much less pr... |
Alkanes from nonane to, for instance, hexadecane (an alkane with sixteen carbon atoms) are liquids of higher viscosity, less and less suitable for use in gasoline. They form instead the major part of diesel and aviation fuel. Diesel fuels are characterized by their cetane number, cetane being an old name for hexadecane... |
Alkanes from hexadecane upwards form the most important components of fuel oil and lubricating oil. In the latter function, they work at the same time as anti-corrosive agents, as their hydrophobic nature means that water cannot reach the metal surface. Many solid alkanes find use as paraffin wax, for example, in candl... |
Alkanes with a chain length of approximately 35 or more carbon atoms are found in bitumen, used, for example, in road surfacing. However, the higher alkanes have little value and are usually split into lower alkanes by cracking. |
Some synthetic polymers such as polyethylene and polypropylene are alkanes with chains containing hundreds or thousands of carbon atoms. These materials are used in innumerable applications, and billions of kilograms of these materials are made and used each year. |
Environmental transformations |
Alkanes are chemically very inert apolar molecules which are not very reactive as organic compounds. This inertness yields serious ecological issues if they are released into the environment. Due to their lack of functional groups and low water solubility, alkanes show poor bioavailability for microorganisms. |
There are, however, some microorganisms possessing the metabolic capacity to utilize n-alkanes as both carbon and energy sources. Some bacterial species are highly specialised in degrading alkanes; these are referred to as hydrocarbonoclastic bacteria. |
Hazards |
Methane is flammable, explosive and dangerous to inhale; because it is a colorless, odorless gas, special caution must be taken around methane. Ethane is also extremely flammable, explosive, and dangerous to inhale. Both of them may cause suffocation. Propane, too, is flammable and explosive, and may cause drowsiness o... |
Alkanes also pose a threat to the environment. Branched alkanes have a lower biodegradability than unbranched alkanes. Methane is considered to be the greenhouse gas that is most dangerous to the environment, although the amount of methane in the atmosphere is relatively low. |
See also |
Alkene |
Alkyne |
Cycloalkane |
Higher alkanes |
References |
Further reading |
Virtual Textbook of Organic Chemistry |
A visualization of the crystal structures of alkanes up to nonan |
Hydrocarbons United States appellate procedure involves the rules and regulations for filing appeals in state courts and federal courts. The nature of an appeal can vary greatly depending on the type of case and the rules of the court in the jurisdiction where the case was prosecuted. There are many types of standard o... |
An appellate court is a court that hears cases on appeal from another court. Depending on the particular legal rules that apply to each circumstance, a party to a court case who is unhappy with the result might be able to challenge that result in an appellate court on specific grounds. These grounds typically could inc... |
The specific procedures for appealing, including even whether there is a right of appeal from a particular type of decision, can vary greatly from state to state. The right to file an appeal can also vary from state to state; for example, the New Jersey Constitution vests judicial power in a Supreme Court, a Superior C... |
Access to appellant status |
A party who files an appeal is called an "appellant", "plaintiff in error", "petitioner" or "pursuer", and a party on the other side is called an "appellee". A "cross-appeal" is an appeal brought by the respondent. For example, suppose at trial the judge found for the plaintiff and ordered the defendant to pay $50,000.... |
The appellant is the party who, having lost part or all their claim in a lower court decision, is appealing to a higher court to have their case reconsidered. This is usually done on the basis that the lower court judge erred in the application of law, but it may also be possible to appeal on the basis of court miscond... |
The appellant in the new case can be either the plaintiff (or claimant), defendant, third-party intervenor, or respondent (appellee) from the lower case, depending on who was the losing party. The winning party from the lower court, however, is now the respondent. In unusual cases the appellant can be the victor in the... |
An appellee is the party to an appeal in which the lower court judgment was in its favor. The appellee is required to respond to the petition, oral arguments, and legal briefs of the appellant. In general, the appellee takes the procedural posture that the lower court's decision should be affirmed. |
Ability to appeal |
An appeal "as of right" is one that is guaranteed by statute or some underlying constitutional or legal principle. The appellate court cannot refuse to listen to the appeal. An appeal "by leave" or "permission" requires the appellant to obtain leave to appeal; in such a situation either or both of the lower court and... |
In tort, equity, or other civil matters either party to a previous case may file an appeal. In criminal matters, however, the state or prosecution generally has no appeal "as of right". And due to the double jeopardy principle, the state or prosecution may never appeal a jury or bench verdict of acquittal. But in so... |
By convention in some law reports, the appellant is named first. This can mean that where it is the defendant who appeals, the name of the case in the law reports reverses (in some cases twice) as the appeals work their way up the court hierarchy. This is not always true, however. In the federal courts, the parties' ... |
Direct or collateral: Appealing criminal convictions |
Many jurisdictions recognize two types of appeals, particularly in the criminal context. The first is the traditional "direct" appeal in which the appellant files an appeal with the next higher court of review. The second is the collateral appeal or post-conviction petition, in which the petitioner-appellant files the... |
The key distinguishing factor between direct and collateral appeals is that the former occurs in state courts, and the latter in federal courts. |
Relief in post-conviction is rare and is most often found in capital or violent felony cases. The typical scenario involves an incarcerated defendant locating DNA evidence demonstrating the defendant's actual innocence. |
Subsets and Splits
No community queries yet
The top public SQL queries from the community will appear here once available.