Textbook Question
Predict the product of the following acetylide alkylations.
(c)
9. Alkenes and Alkynes
Acetylide
3:10 minutesProblem 21a
Textbook Question
A student provided the product of the following reactions, but made a mistake. Identify the mistake, correct the mistake, and suggest a way for the student to avoid that mistake in the future.
(a) 
Verified step by step guidance1
Step 1: Carefully analyze the reaction provided by the student, including the reactants, reagents, and conditions. Identify the type of reaction (e.g., substitution, elimination, addition, etc.) and the expected mechanism based on the reagents and conditions.
Step 2: Compare the product provided by the student with the expected product based on the reaction mechanism. Look for discrepancies such as incorrect functional groups, stereochemistry, or regiochemistry.
Step 3: Identify the specific mistake made by the student. For example, if the student misapplied Markovnikov's rule in an addition reaction, or if they incorrectly assigned stereochemistry, clearly pinpoint the error.
Step 4: Correct the mistake by explaining the proper application of the reaction mechanism or rule. For instance, if the student misapplied Markovnikov's rule, explain how the electrophile adds to the less substituted carbon, and the nucleophile adds to the more substituted carbon in the presence of a protic solvent.
Step 5: Suggest a strategy for the student to avoid similar mistakes in the future. This could include practicing more problems of the same type, creating a flowchart of reaction mechanisms, or carefully reviewing reaction rules and stereochemical outcomes before finalizing their answer.
Verified video answer for a similar problem:This video solution was recommended by our tutors as helpful for the problem above
Video duration:
3mKey Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
Reaction Mechanisms
Understanding reaction mechanisms is crucial in organic chemistry as they describe the step-by-step process by which reactants transform into products. This includes identifying intermediates, transition states, and the movement of electrons. A clear grasp of mechanisms helps in predicting the products of reactions and recognizing potential mistakes in the student's work.
Recommended video:
Guided course
02:16
Heck Reaction Mechanism
Functional Groups
Functional groups are specific groups of atoms within molecules that are responsible for the characteristic chemical reactions of those molecules. Recognizing functional groups is essential for predicting reactivity and understanding how different compounds will behave in reactions. Misidentifying or overlooking functional groups can lead to incorrect products, which is likely the student's mistake.
Recommended video:
Guided course
02:36Identifying Functional Groups
Stereochemistry
Stereochemistry involves the study of the spatial arrangement of atoms in molecules and how this affects their chemical behavior. It is important for understanding isomerism, including enantiomers and diastereomers, which can significantly influence the outcome of reactions. A mistake in stereochemistry can lead to the wrong product being identified, so students should pay close attention to the 3D orientation of molecules.
Recommended video:
1:38Polymer Stereochemistry Concept 1