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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 37b

How can the following compounds be synthesized, starting with a hydrocarbon that has the same number of carbons as the desired product?
b. CH3CH2CH2CH2OH

검증된 단계별 안내
1
Identify the target compound: The desired product is 1-butanol (CH₃CH₂CH₂CH₂OH), which is a primary alcohol with four carbon atoms.
Choose a starting hydrocarbon: Since the target compound has four carbons, the starting hydrocarbon should also have four carbons. A suitable choice is butane (CH₃CH₂CH₂CH₃).
Introduce a functional group: Convert butane into a compound with a functional group that can be further transformed into an alcohol. This can be achieved by halogenation (e.g., reacting butane with Cl₂ in the presence of UV light to form 1-chlorobutane, CH₃CH₂CH₂CH₂Cl).
Perform a substitution reaction: React 1-chlorobutane with aqueous NaOH (sodium hydroxide) to replace the chlorine atom with a hydroxyl group, yielding 1-butanol (CH₃CH₂CH₂CH₂OH). This is an example of an SN2 reaction.
Verify the synthesis: Confirm that the product is 1-butanol by analyzing its structure and properties, such as boiling point, IR spectrum (showing an O-H stretch), or NMR spectrum (indicating the presence of a primary alcohol).

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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.

Hydrocarbon Structure

Hydrocarbons are organic compounds consisting solely of hydrogen and carbon atoms. Understanding their structure is crucial for synthesis, as the starting hydrocarbon must have the same number of carbon atoms as the target compound. In this case, the target compound is CH3CH2CH2CH2OH, which has four carbon atoms, indicating that the starting hydrocarbon must also contain four carbons.
추천 영상:
04:52
Aromaticity of Hydrocarbons

Functional Group Transformation

Functional groups are specific groups of atoms within molecules that determine their chemical reactivity. In the synthesis of CH3CH2CH2CH2OH, a hydrocarbon must undergo functional group transformation, specifically the addition of a hydroxyl group (-OH) to convert it into an alcohol. This transformation often involves reactions such as oxidation or substitution.
추천 영상:
02:36
Identifying Functional Groups

Synthetic Pathways

Synthetic pathways refer to the series of chemical reactions that lead from a starting material to a desired product. In organic synthesis, it is essential to identify the appropriate reactions and conditions to achieve the transformation. For synthesizing CH3CH2CH2CH2OH, one might consider pathways involving the reduction of carbonyl compounds or the hydration of alkenes, depending on the chosen starting hydrocarbon.
추천 영상:
가이드 코스
2:13
Energy Production In Biochemical Pathways Concept 1