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Ch. 21 - Carboxylic Acid Derivatives
Wade - Organic Chemistry 9th Edition
Wade9th EditionOrganic ChemistryISBN: 9780135213728당신이 사용하는 게 아니라요?교과서 변경
21장, 문제 50k

Predict the products of the following reactions.
(k)

검증된 단계별 안내
1
Step 1: Identify the functional groups in the given compound. The molecule contains a benzyl group (PhCH2), a secondary alcohol (CH3-CH), and an amide group (C=O-NH2).
Step 2: Recognize the reagent used in the reaction. Lithium aluminum hydride (LiAlH4) is a strong reducing agent that can reduce amides to amines and other carbonyl compounds to alcohols.
Step 3: Predict the reduction of the amide group. The amide group (C=O-NH2) will be reduced to a primary amine (-CH2-NH2) by LiAlH4.
Step 4: Consider the reduction of other carbonyl groups. If there were any aldehydes or ketones present, they would also be reduced to alcohols. However, in this molecule, the amide is the primary target for reduction.
Step 5: Write the final structure after reduction. The benzyl group (PhCH2) and the secondary alcohol (CH3-CH) remain unchanged, while the amide group is converted to a primary amine (-CH2-NH2).

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이 영상 해법은 위 문제에 도움이 된다고 튜터들이 추천한 것입니다.
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55s

주요 개념

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

Reduction Reactions

Reduction reactions involve the gain of electrons or the decrease in oxidation state by a molecule. In organic chemistry, this often refers to the conversion of carbonyl compounds (like ketones and aldehydes) to alcohols. Lithium aluminum hydride (LiAlH4) is a strong reducing agent commonly used to reduce carbonyl groups to alcohols.
추천 영상:
07:12
Reductive Amination

Lithium Aluminum Hydride (LiAlH4)

LiAlH4 is a powerful reducing agent used in organic synthesis. It can reduce a variety of functional groups, including esters, carboxylic acids, and amides, to their corresponding alcohols. In the given reaction, excess LiAlH4 will reduce the amide group to an amine and the carbonyl group to an alcohol, showcasing its versatility in functional group transformations.
추천 영상:
02:07
Why LiAlH4 doesn't work

Hydrolysis of Alkoxides

After reduction with LiAlH4, the resulting alkoxide must be hydrolyzed to yield the final alcohol and amine products. This is typically done by adding water (H2O) to the reaction mixture, which reacts with the alkoxide to form the corresponding alcohol and release the aluminum salts. This step is crucial for completing the transformation and obtaining the desired products.
추천 영상:
가이드 코스
3:09
Hydrolysis of Thioesters Example 2