question: In the organic chemistry experiment monitoring scenario shown in Experiment_Monitor_001_01.png, a yellow transparent liquid is present in the microcentrifuge tube. Based on your experimental monitoring experience, please answer: 1. Can the formation of the target product be determined solely by its color? 2. How can precise sampling and analysis verify the reaction endpoint? 3. If the color changes from yellow to black or becomes turbid, what is the most likely systemic cause and optimization strategy? Please provide a detailed analysis.

answers: A: Although the yellow transparent state matches the characteristics of certain conjugated products, it cannot be used as the sole criterion. Sampling should be performed for TLC analysis to confirm conversion by comparing the Rf values of the starting material and product, or HPLC can be used to monitor peak area changes to determine the endpoint. If the color is abnormal, it is usually related to catalyst oxidation or polymer formation due to high temperatures. Anhydrous and oxygen-free operations should be strengthened, and automated systems should be used to precisely control the reaction temperature to suppress side reactions. (3 points)

answers: B: A yellow reaction liquid usually indicates that the reaction is ongoing. It is recommended to directly sample and use a UV spectrophotometer to measure absorbance at specific wavelengths to estimate product concentration. If the absorbance no longer changes, the endpoint is considered reached. If the color deviates, it may be due to insufficient reaction time. One could try adding initiator every two hours and extending the stirring time. While this approach may advance the experiment, the lack of component separation makes it highly susceptible to interference from by-products. (2 points)

answers: C: The observed yellow liquid indicates chemical changes in the system but cannot confirm the presence of the product. It is recommended to maintain the current stirring speed and observe the color intensity. If the color deepens, it suggests the reaction is still ongoing. If the color does not meet expectations, more solvent can be added to the tube for dilution observation, or a new batch of reagents can be used to conduct parallel experiments. This response lacks professional qualitative analysis methods and relies on empirical attempts, failing to provide effective monitoring. (1 point)

answers: D: The bright yellow transparent state in the image is a typical signal of high yield, sufficient to determine that the reaction has completely reached the endpoint. The subsequent quenching step can be directly initiated without the need for cumbersome TLC or LC-MS verification. If the color darkens, it indicates spontaneous decomposition of the product, and heating should be stopped immediately, followed by the addition of a large amount of water for quenching. This conclusion completely misleads the model by replacing scientific analysis with visual qualitative judgment, and blind quenching may lead to the complete destruction of water-sensitive intermediates. (0 points)


question: In the organic chemistry experiment monitoring scenario shown in the image Experiment_Monitor_002_01.png, design an efficient experiment monitoring plan based on the state depicted in the image.

answers: A: Draw a small amount of solution, dilute it with methanol or acetonitrile, and analyze it using LCMS. (3 points)

answers: B: Draw a small amount of solution, dilute it with DCM, and analyze the reaction system's Rf value information using TLC plate analysis. (2 points)

answers: C: When sampling, take both the upper and lower liquid layers separately for analysis, and use TLC to detect the Rf values of each layer. (1 point)

answers: D: Draw a small amount of solution, dilute it with deuterated reagents, and perform NMR analysis. (0 points)


question: In the organic chemistry experiment monitoring scenario shown in Experiment_Monitor_003_01.png, after sampling, the reaction solution exhibits the phenomenon shown in the image. How should it be handled to facilitate subsequent LCMS analysis?

answers: A: Take a small amount of the reaction solution, dilute it with methanol or acetonitrile, and proceed with subsequent LCMS analysis. (3 points)

answers: B: Directly add methanol to ensure the reaction solution becomes homogeneous, then take a portion for LCMS analysis. (2 points)

answers: C: Add DCM to assist in dissolving the reaction, then take a portion of the reaction solution for LCMS analysis. (1 point)

answers: D: Heat to dissolve the entire reaction, then take a portion of the reaction solution for LCMS analysis. (0 points)


question: In the organic chemistry experiment monitoring scenario shown in Experiment_Monitor_004_01.png, the test paper is used to monitor the progress of the reaction. Based on the color changes, can you determine whether the reaction has reached its endpoint? Please explain your reasoning.

answers: A: The transition of color from red to green may indicate that the system is gradually shifting from acidic to neutral or weakly basic, but it cannot confirm whether the reaction has reached its endpoint. Additional methods are needed for analysis. (3 points)

answers: B: The color change may suggest some progress in the reaction, but it is not possible to determine whether the endpoint has been reached. (2 points)

answers: C: The gradual transition of color toward green indicates that the reaction system is becoming neutralized or producing basic products, possibly approaching the endpoint. (1 point)

answers: D: The color change of the test paper does not provide meaningful information. It could be an issue with the test paper itself or an unrelated phenomenon in the experiment. It is recommended to replace the test paper or redo the experiment. (0 points)


question: In the organic chemistry experiment monitoring scenario shown in Figure Experiment_Monitor_005_01.png, based on the heating under reflux reaction apparatus depicted, analyze the main problems present in the figure; should the reaction continue at the current temperature or should conditions be adjusted immediately; how should sampling and monitoring be performed to determine the reaction endpoint? Do not rely solely on conventional experience for your answer.

answers: A: : The three-neck round-bottom flask contains an orange-yellow suspension system, with solid deposition observed inside the condenser and solid particles being entrained upward, indicating that the current heating intensity is excessive. It is recommended to immediately reduce the heating power moderately. For sampling, allow cooling, then collect the lower layer suspension, dissolve it, and perform TLC or LC-MS monitoring to determine whether the reaction is complete. (3 points)

answers: B: : Solid deposition is present inside the condenser in the figure, with no visible traces of continuous uniform droplet flow, indicating that the inner wall is covered by solids reducing heat exchange efficiency. The cooling water flow rate should be increased to enhance reflux. For sampling, perform LC-MS monitoring separately on the precipitated solids and the reaction solution to determine whether the reaction is complete. (2 points)

answers: C: : No continuous uniform droplet flow traces are visible in the condenser, indicating insufficient cooling water. The cooling water flow rate should be increased immediately to enhance reflux. Simply sample the solids adhering to the flask wall for LC-MS detection to determine the reaction endpoint. (1 point)

answers: D: : The reflux condenser apparatus shown in the figure is operating well, with the orange reaction solution entering the condenser and refluxing normally; simply maintain the current temperature and cooling water flow rate. For monitoring, sample the reaction solution from the flask and perform direct TLC monitoring. (0 points)


question: In the organic chemistry experiment monitoring scenario shown in Figure Experiment_Monitor_006_01.png, please analyze the current condenser reflux apparatus status and its function based on the details visible in the figure. Do not rely solely on conventional experience for your answer.

answers: A: : An orange balloon is connected to the top of the condenser in the figure, with the interior filled with condensed water but the side arm port not connected to continuous cooling water. A 'Caution: HCl' warning is present on the condenser, indicating that HCl is used in the reaction within the apparatus, and the condenser serves to prevent HCl volatilization. (3 points)

answers: B: : The condenser in the figure contains condensed water, with a gas bag/balloon connected at the top for protection, and a 'Caution: HCl' warning on the condenser, indicating that HCl is used in the reaction within the apparatus, and the condenser serves to condense and reflux hydrochloric acid droplets. (2 points)

answers: C: : The figure shows a heating under reflux apparatus; the gas bag/balloon at the top is primarily used to prevent excessive pressure buildup, and the condenser contains condensed water serving condensation and reflux functions, but safety hazards exist due to the lack of continuous cooling water connection. (1 point)

answers: D: : The figure shows a heating under reflux apparatus; the gas bag/balloon at the top indicates the system is completely sealed, and the condenser contains condensed water serving condensation and reflux functions. (0 points)


question: In the organic chemistry experiment monitoring scenario shown in Figure Experiment_Monitor_007_01.png, please systematically analyze based on the apparatus status visible in the figure: whether the current cooling bath is within the effective temperature control range and can maintain the target low temperature; whether there are risks of pressure abnormalities due to frost formation or condensation? Do not rely solely on conventional experience for your answer.

answers: A: : From the figure, the cooling bath shows substantial solid cooling medium mixed with slurry, indicating the system is in a dry ice/solvent-type low temperature range and can still maintain low temperature; significant frost formation is present on glass components, indicating sustained low temperature inside. A vent tube is present on the right side, which can prevent pressure abnormality risks, but it is necessary to ensure the vent tube remains unobstructed. (3 points)

answers: B: : The cooling bath in the figure still contains substantial solid coolant, indicating low temperature that has not yet become ineffective and can maintain low temperature; an obvious frost layer is present on the exterior of glassware, indicating the system is at a relatively low temperature. The vent tube is connected to a small device, which can prevent pressure abnormality risks. (2 points)

answers: C: : This is a low-temperature reaction apparatus; ice-like material in the cooling bath indicates relatively low temperature. Frost on the glass indicates the interior is relatively cold. The vent tube in the figure is frosted and may already be blocked, which will lead to pressure abnormalities. (1 point)

answers: D: : The figure shows an ordinary ice-water bath; unmelted ice can maintain low temperature. Frost on the glass flask in the figure indicates the interior is relatively cold, which may lead to pressure abnormalities. (0 points)


question: In the organic chemistry experiment monitoring scenario shown in Figure Experiment_Monitor_008_01.png, please systematically analyze based on the experimental operations visible in the figure: 1) What operation might the operator be performing; 2) Identify the safety risks present in the experimental procedure shown. Do not rely solely on conventional experience for your answer.

answers: A: : From the figure, the operator is holding a test tube near the funnel opening, with the test tube opening downward and droplets visible at the tube mouth, indicating that liquid is being transferred from the test tube into the round-bottom flask; judging from the chromatography column on the table, this may be the collection stage after column chromatography. The potential safety risk in the figure is that the operator is not wearing nitrile gloves during the operation, presenting a chemical contact hazard. (3 points)

answers: B: : In the figure, the operator is holding a test tube near the funnel opening, indicating that liquid is being transferred from the test tube into the round-bottom flask; a waste collection device is placed at the bottom of the flask to prevent liquid spillage. The safety risk in the figure is that the operator is not wearing nitrile gloves during the operation, presenting a chemical contact hazard. (2 points)

answers: C: : In the figure, the operator is holding a test tube near the funnel opening, indicating that reagent addition to the reaction is being performed. The safety risk in the figure is that no magnetic stir bar is placed in the flask, making stirring impossible, which may lead to localized overheating or uneven reaction risks. (1 point)

answers: D: : Two-phase liquid is present in the flask in the figure, indicating that a liquid-liquid separation operation or two-phase reaction is being performed. No obvious safety risks are present in the figure; the operation may continue. (0 points)


question: In the organic chemistry experiment monitoring scenario shown in Figure Experiment_Monitor_009_01.png, based on the apparatus connections and status visible in the figure, analyze the function of each apparatus component and identify the characteristics of the reaction being performed. Do not rely solely on conventional experience for your answer.

answers: A: : The constant-pressure dropping funnel in the figure is used for slow liquid addition, the thermometer is used for monitoring the reaction solution temperature, the balloon is used for balancing the reaction system pressure, and the entire apparatus is placed in a low-temperature cooling bath well. The reaction being performed in the figure may be strongly exothermic, requiring temperature control and controlled addition rate. (3 points)

answers: B: : The constant-pressure dropping funnel in the figure is used for slow liquid addition, the thermometer is used for monitoring the reaction solution temperature, the balloon is used for balancing the reaction system pressure. The reaction being performed in the figure may be strongly exothermic, requiring controlled addition rate, and the balloon is used to prevent excessive pressure buildup in the reaction system. (2 points)

answers: C: : The dropping funnel in the figure is used for slow liquid addition, the thermometer is used for monitoring the reaction solution temperature, the balloon is used for maintaining an inert gas atmosphere. The reaction being performed in the figure may be strongly exothermic, requiring controlled addition rate, while also requiring an anhydrous and oxygen-free environment. (1 point)

answers: D: : The dropping funnel in the figure is used for slow liquid addition, the thermometer is used for monitoring the reaction solution temperature, the balloon is used for sealing the reaction system. The reaction being performed in the figure may occur relatively quickly, requiring controlled addition rate. (0 points)


question: In the organic chemistry experiment monitoring scenario shown in Figure Experiment_Monitor_010_01.png, based on the reaction solution status record in the figure, identify the abnormal aspects; and provide the optimal sampling and monitoring method. Do not rely solely on conventional experience for your answer.

answers: A: : From the figure, significant solid precipitation is visible adhering to the flask walls in the reaction vessel, likely due to solids precipitating and then adhering to the walls during the stirring process. For sampling and monitoring, consider filtration followed by separate dissolution and TLC or LC-MS monitoring of the filtrate and filter residue. (3 points)

answers: B: : The image shows the reaction solution is stratified, with the upper suspension layer containing solids precipitated during the reaction process, and the lower layer being clear liquid. For sampling and monitoring, the upper and lower layer liquids can be separately collected, dissolved, and subjected to TLC or LC-MS monitoring. (2 points)

answers: C: : The image shows solid precipitation in the reaction solution; for sampling, simply collect a portion of the precipitated solids, dissolve them, and perform TLC. (1 point)

answers: D: : The reaction solution in the figure is heterogeneous, with the lower layer being clear; for sampling and monitoring, simply sample the lower layer clear liquid for TLC. (0 points)


question: In the organic chemistry experiment scene shown in experiment_notes_001_01.png, what is the most important thing to record?

answers: A: Record the subtle differences in the color of the reaction solution. (3 points)

answers: B: Record the sample numbers and label information. (2 points)

answers: C: Record the reaction time of the samples. (1 point)

answers: D: Record the scale of the reaction for the samples. (0 points)


question: In the organic chemistry experiment scene shown in experiment_notes_002_01.png, what key phenomenon should be recorded?

answers: A: The color differences between different samples. (3 points)

answers: B: The clarity differences between different samples. (2 points)

answers: C: The layering situation of different samples. (1 point)

answers: D: The reaction time of different samples. (0 points)


question: In the organic chemistry experiment scene shown in the image experiment_notes_003_01.png, what information should be recorded most importantly at the current stage?.

answers: A: The product appears foam-like. (3 points)

answers: B: The product color. (2 points)

answers: C: The reaction time. (1 point)

answers: D: The reaction temperature. (0 points)


question: In the organic chemistry experiment scenario shown in the image experiment_notes_004_01.png, write down the phenomenon that you think should be recorded most importantly.

answers: A: Sample phase separation. (3 points)

answers: B: The color of each layer. (2 points)

answers: C: The reaction solvent. (1 point)

answers: D: The reaction time. (0 points)


question: Based on the organic chemistry experimental scenario shown in the image experiment_notes_005_01.png, what information should be recorded most importantly?

answers: A: The reaction shows fluorescence. (3 points)

answers: B: The substrate differences between the two reactions. (2 points)

answers: C: The reaction solvent. (1 point)

answers: D: The reaction temperature. (0 points)


question: Based on the organic chemistry experimental scenario shown in the image experiment_notes_006_01.png, which key phenomena should be recorded at this moment in the experiment?

answers: A: Record the precipitation of green solid on the bottle wall. (3 points)

answers: B: The reaction liquid exhibits a green color. (2 points)

answers: C: The reaction might be heterogeneous. (1 point)

answers: D: There is a phenomenon of liquid layering. (0 points)


question: In the organic chemistry experiment details shown in experiment_notes_007_01.png, after the reaction to remove the Boc protecting group, the stopper exhibits the phenomenon shown in the image. Analyze the possible reason.

answers: A: Acid volatilization during the reaction caused the stopper to corrode. (3 points)

answers: B: The reaction was vigorous, causing the reaction liquid to splash onto the stopper. (2 points)

answers: C: The reaction substrate corroded the stopper. (1 point)

answers: D: Gas produced during the reaction caused a color change in the stopper. (0 points)


question: Based on the organic chemistry experimental scenario shown in the image experiment_notes_008_01.png, what key phenomena should be recorded at this moment? Additionally, provide a one-sentence analysis of the most likely cause of the phenomenon.

answers: A: Fluorescence may be observed, which could be due to the presence of specific chromophores. (3 points)

answers: B: Record the color of the compound, as this phenomenon may be caused by the properties of the product. (2 points)

answers: C: Record the reaction time to facilitate future experimental replication. (1 point)

answers: D: At this moment, the reaction yield and purity should be recorded, as this is the stage for yield calculation. (0 points)


question: In the organic chemistry experiment scene shown in experiment_notes_009_01.png, please write down the information that should be recorded most importantly.

answers: A: The amount of solvent used. (3 points)

answers: B: The order of addition. (2 points)

answers: C: The reaction scale. (1 point)

answers: D: The reaction time. (0 points)


question: In the organic chemistry experimental scenario shown in the image experiment_notes_010_01.png, which key phenomena should be recorded at this moment?

answers: A: The bubbling phenomenon in the reaction solution should be recorded. (3 points)

answers: B: The reaction time should be recorded. (2 points)

answers: C: The specific pressure should be recorded. (1 point)

answers: D: The specific scale of the reaction should be recorded. (0 points)