Skip to main content
Ch. 7 - The Reactions of Alkynes • An Introduction to Multistep Synthesis
Bruice - Organic Chemistry 8th Edition
Bruice8th EditionOrganic ChemistryISBN: 9780135213711당신이 사용하는 게 아니라요?교과서 변경
7장, 문제 46e

How can the following compounds be prepared using ethyne as the starting material?
e.

검증된 단계별 안내
1
Step 1: Begin with ethyne (C₂H₂) as the starting material. Ethyne is a simple alkyne with a triple bond between two carbon atoms.
Step 2: Perform hydrohalogenation of ethyne using HBr to form bromoethene (CH₂=CHBr). This reaction adds one equivalent of HBr across the triple bond, resulting in a vinyl halide.
Step 3: Carry out a Grignard reaction by reacting bromoethene with magnesium in dry ether to form the Grignard reagent, CH₂=CH-MgBr.
Step 4: React the Grignard reagent with an appropriate alkyl halide, such as ethyl bromide (CH₃CH₂Br), to form the desired compound. This step involves nucleophilic substitution, where the alkyl group is added to the vinyl group.
Step 5: Perform a final step to ensure the compound matches the structure provided in the image. This may involve purification or verification of the product structure using spectroscopic methods like NMR or IR.

비슷한 문제에 대한 검증된 영상 답변:

이 영상 해법은 위 문제에 도움이 된다고 튜터들이 추천한 것입니다.
영상 길이:
6m

주요 개념

질문에 올바르게 답하기 위해 반드시 이해해야 하는 핵심 개념들은 다음과 같습니다.

Ethyne as a Building Block

Ethyne, also known as acetylene, is a simple alkyne that serves as a versatile building block in organic synthesis. Its triple bond allows for various reactions, including addition reactions with electrophiles, which can lead to the formation of more complex molecules. Understanding how to manipulate ethyne's reactivity is crucial for synthesizing a wide range of organic compounds.
추천 영상:
16:59
Building a molecular sentence

Reactions of Alkynes

Alkynes undergo several key reactions, including hydrogenation, halogenation, and hydroboration-oxidation. These reactions can modify the triple bond to form double bonds or single bonds, allowing for the construction of different functional groups. Familiarity with these reaction mechanisms is essential for predicting the products when starting from ethyne.
추천 영상:
01:01
General properties of double addition reactions to alkynes.

Functional Group Transformation

Functional group transformation involves converting one functional group into another through chemical reactions. This concept is vital in organic synthesis, as it allows chemists to create desired compounds from simpler starting materials like ethyne. Recognizing how to strategically change functional groups can facilitate the preparation of complex organic molecules.
추천 영상:
02:36
Identifying Functional Groups