Skip to main content
Ch.10 - Structure and Synthesis of Alcohols
Wade - Organic Chemistry 9th Edition
Wade9th EditionOrganic ChemistryISBN: 9780135213728당신이 사용하는 게 아니라요?교과서 변경
10장, 문제 26a

Show how you would synthesize the following alcohol by reducing appropriate carbonyl compound.
a. heptan-1-ol

검증된 단계별 안내
1
Identify the target molecule, heptan-1-ol, which is a primary alcohol with seven carbon atoms and a hydroxyl group (-OH) attached to the first carbon.
Determine the appropriate carbonyl compound that can be reduced to form heptan-1-ol. In this case, the corresponding carbonyl compound is heptanal (an aldehyde with the formula CH₃(CH₂)₅CHO).
Choose a suitable reducing agent for the reduction of the aldehyde to a primary alcohol. Common reducing agents include sodium borohydride (NaBH₄) or lithium aluminum hydride (LiAlH₄).
Write the reaction mechanism: The reducing agent donates a hydride ion (H⁻) to the carbonyl carbon of heptanal, converting the C=O bond into a C-OH bond. The reaction is typically carried out in a solvent like ethanol or ether.
Conclude the synthesis: After the reduction step, the product is heptan-1-ol. If LiAlH₄ is used, a hydrolysis step with water or dilute acid is required to complete the reaction.

비슷한 문제에 대한 검증된 영상 답변:

이 영상 해법은 위 문제에 도움이 된다고 튜터들이 추천한 것입니다.
영상 길이:
2m

주요 개념

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

Reduction of Carbonyl Compounds

Reduction is a chemical reaction that involves the gain of electrons or hydrogen, or the loss of oxygen. In organic chemistry, carbonyl compounds, such as aldehydes and ketones, can be reduced to alcohols using reducing agents like lithium aluminum hydride (LiAlH4) or sodium borohydride (NaBH4). Understanding the mechanism of this reduction is crucial for synthesizing alcohols from carbonyl precursors.
추천 영상:
01:40
Defining meso compounds.

Types of Carbonyl Compounds

Carbonyl compounds include aldehydes and ketones, which are characterized by the presence of a carbonyl group (C=O). Aldehydes have at least one hydrogen atom attached to the carbonyl carbon, while ketones have two carbon groups attached. Identifying the correct type of carbonyl compound to reduce is essential for synthesizing the desired alcohol, in this case, heptan-1-ol.
추천 영상:
01:40
Defining meso compounds.

Synthesis of Alcohols

The synthesis of alcohols from carbonyl compounds is a fundamental reaction in organic chemistry. For heptan-1-ol, the target alcohol, one would typically start with a suitable aldehyde, such as heptanal, which can be reduced to form the primary alcohol. Understanding the structural features of the target alcohol and the starting materials is key to successfully planning the synthesis.
추천 영상:
02:26
Forming alcohols through Oxymercuration-Reduction.