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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 28d

How could the following compounds be synthesized from acetylene?
d.

검증된 단계별 안내
1
Step 1: Begin with acetylene (C≡CH), a simple alkyne. The goal is to transform this molecule into the target compound, which is 2,2-dichloro-3,3-dimethylbutane.
Step 2: Perform a reaction to convert acetylene into a substituted alkyne. React acetylene with methyl iodide (CH3I) in the presence of a strong base like sodium amide (NaNH2). This will yield propyne (CH≡CCH3).
Step 3: Carry out a second alkylation reaction to further substitute the alkyne. React propyne with another equivalent of methyl iodide (CH3I) in the presence of NaNH2 to form 2-butyne (CH3C≡CCH3).
Step 4: Hydrogenate the alkyne to form the corresponding alkane. Use a Lindlar catalyst for partial hydrogenation to form 2-butene (CH3CH=CHCH3), or use a standard catalyst like Pd/C for complete hydrogenation to form butane (CH3CH2CH2CH3).
Step 5: Add chlorine atoms to the molecule. React the alkane or alkene with chlorine gas (Cl2) under UV light or appropriate conditions to form the desired compound, 2,2-dichloro-3,3-dimethylbutane. Ensure the reaction conditions favor substitution at the correct positions.

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

주요 개념

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

Acetylene Reactivity

Acetylene (C2H2) is a simple alkyne that can undergo various reactions due to its triple bond. It can participate in addition reactions, where reagents add across the triple bond, and can also be used in coupling reactions to form larger carbon frameworks. Understanding the reactivity of acetylene is crucial for determining how to synthesize more complex compounds from it.
추천 영상:
01:17
Reactivity of Molecules

Functional Group Transformations

Functional group transformations involve changing one functional group in a molecule to another, which is essential in organic synthesis. This concept is important when synthesizing compounds from acetylene, as it may require converting the alkyne into alcohols, aldehydes, or other functional groups through various reactions like hydroboration, oxidation, or halogenation.
추천 영상:
02:36
Identifying Functional Groups

Synthetic Pathways

Synthetic pathways refer to the step-by-step methods used to construct a target molecule from simpler starting materials. In the context of synthesizing compounds from acetylene, it is important to outline a logical sequence of reactions that efficiently build the desired structure, taking into account the necessary reagents, conditions, and potential side reactions.
추천 영상:
가이드 코스
2:13
Energy Production In Biochemical Pathways Concept 1