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Ch. 23 - Carbohydrates and Nucleic Acids
Wade - Organic Chemistry 9th Edition
Wade9th EditionOrganic ChemistryISBN: 9780135213728당신이 사용하는 게 아니라요?교과서 변경
23장, 문제 52h

Predict the products obtained when D-galactose reacts with each reagent.
(h) NaBH4

검증된 단계별 안내
1
Identify the functional groups present in D-galactose. D-galactose is an aldose sugar, meaning it contains an aldehyde group (-CHO) at the anomeric carbon and multiple hydroxyl (-OH) groups.
Understand the role of the reagent NaBH4 (sodium borohydride). NaBH4 is a reducing agent that specifically reduces aldehydes and ketones to their corresponding alcohols.
Focus on the aldehyde group in D-galactose. The aldehyde group (-CHO) will be reduced by NaBH4 to a primary alcohol (-CH2OH).
Write the structure of the product. After reduction, the aldehyde group at the anomeric carbon of D-galactose is converted into a primary alcohol, resulting in a sugar alcohol known as D-galactitol (also called dulcitol). The rest of the molecule remains unchanged.
Verify the stereochemistry of the product. Since NaBH4 does not affect the stereochemistry of the other chiral centers in D-galactose, the stereochemistry of the hydroxyl groups on the sugar remains the same in the product.

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이 영상 해법은 위 문제에 도움이 된다고 튜터들이 추천한 것입니다.
영상 길이:
3m

주요 개념

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

Reduction Reactions

Reduction reactions involve the gain of electrons or the addition of hydrogen to a molecule, often resulting in the conversion of carbonyl groups (C=O) to alcohols (C-OH). In the case of d-galactose, a reducing sugar, the aldehyde group can be reduced to an alcohol when treated with reducing agents like NaBH4.
추천 영상:
07:12
Reductive Amination

D-Galactose Structure

D-galactose is a six-carbon aldose sugar with an aldehyde functional group at one end. Its structure includes multiple hydroxyl (-OH) groups, which are crucial for its reactivity. Understanding its stereochemistry and functional groups is essential for predicting the products of its reactions.
추천 영상:
06:47
Monosaccharides - D and L Isomerism

Stereochemistry

Stereochemistry refers to the spatial arrangement of atoms in molecules and how this affects their chemical behavior. In the case of d-galactose, the specific configuration of its hydroxyl groups influences the outcome of its reactions, including the formation of specific alcohol products upon reduction.
추천 영상:
가이드 코스
1:38
Polymer Stereochemistry Concept 1