Authentic skunk spray has become valuable for use in scent-masking products. Show how you would synthesize the major component of skunk spray (3-methylbutane-1-thiol and but-2-ene-1-thiol) from any of the readily available butene or from buta-1,3-diene.
Ch.10 - Structure and Synthesis of Alcohols
10장, 문제 26d
Show how you would synthesize the following alcohol by reducing appropriate carbonyl compound.
(d) 
검증된 단계별 안내1
Step 1: Analyze the target molecule. The structure contains a secondary alcohol group (-OH) attached to a cyclohexane ring and an ester functional group. The alcohol group likely originates from the reduction of a carbonyl compound.
Step 2: Identify the precursor carbonyl compound. To synthesize the secondary alcohol, the precursor is likely a ketone. The ketone would have the same cyclohexane ring structure with a carbonyl group (C=O) at the position where the alcohol is now located.
Step 3: Select an appropriate reducing agent. Common reducing agents for converting ketones to secondary alcohols include sodium borohydride (NaBH₄) or lithium aluminum hydride (LiAlH₄). NaBH₄ is typically used for mild reductions, while LiAlH₄ is more reactive and can reduce esters as well.
Step 4: Perform the reduction reaction. Treat the ketone precursor with the chosen reducing agent in a suitable solvent (e.g., ethanol or tetrahydrofuran). This will convert the carbonyl group into the secondary alcohol group.
Step 5: Verify the product. After the reduction, confirm the structure of the synthesized alcohol using spectroscopic techniques such as NMR or IR to ensure the correct functional groups are present and the desired alcohol has been formed.

비슷한 문제에 대한 검증된 영상 답변:
이 영상 해법은 위 문제에 도움이 된다고 튜터들이 추천한 것입니다.
영상 길이:
2m주요 개념
질문에 올바르게 답하기 위해 반드시 이해해야 하는 핵심 개념들은 다음과 같습니다.
Reduction of Carbonyl Compounds
Reduction of carbonyl compounds involves the conversion of a carbonyl group (C=O) into an alcohol (C-OH) by adding hydrogen or removing oxygen. Common reducing agents include lithium aluminum hydride (LiAlH4) and sodium borohydride (NaBH4). Understanding the mechanism of this reaction is crucial for synthesizing alcohols from ketones or aldehydes.
추천 영상:
Defining meso compounds.
Types of Carbonyl Compounds
Carbonyl compounds can be classified into aldehydes and ketones, which differ in their structure and reactivity. Aldehydes have at least one hydrogen atom attached to the carbonyl carbon, while ketones have two carbon groups. Identifying the correct type of carbonyl compound is essential for determining the appropriate reduction method to synthesize the desired alcohol.
추천 영상:
Defining meso compounds.
Stereochemistry of Alcohols
Stereochemistry refers to the spatial arrangement of atoms in molecules and is particularly important in organic synthesis. Alcohols can exist as chiral molecules, leading to different enantiomers. When synthesizing an alcohol from a carbonyl compound, it is important to consider the stereochemical outcome, as it can affect the properties and reactivity of the final product.
추천 영상:
가이드 코스
Polymer Stereochemistry Concept 1
관련 실천
교과서 질문
1241
views
교과서 질문
Predict the products you would expect from the reaction of LiAlH4 followed by hydrolysis with the following compounds. You may assume that these reactions take place in methanol as the solvent.
(e)
868
views
교과서 질문
Give IUPAC names for the following compounds.
1759
views
교과서 질문
Arrange the following compounds in order of decreasing acidity.
CH3COOH, CH3OH, CH3CH3, CH3SO3H, CH3NH2, CH3SH, CH3C≡CH
1124
views
교과서 질문
Show how you would synthesize the following alcohol by reducing appropriate carbonyl compound.
c. 2-methylhexan-3-ol
1222
views
교과서 질문
Show how you would synthesize the following alcohol by reducing appropriate carbonyl compound.
a. heptan-1-ol
1339
views
