题目
CHE 008B A01 SS1 2025 Lecture 3 - Epoxides
多项选择题
Which of these would be considered a basic nucleophile for reaction with an epoxide? (Select all that apply)
选项
A.HBr
B.H2O, H2SO4
C.LiAlH4
D.RMgBr
E.HCN
F.CH3ONa, CH3OH
G.NaOH, H2O
H.HCl
I.CH3OH, H2SO4
J.KCN, DMF
K.HS-
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标准答案
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思路分析
Question: Which of these would be considered a basic nucleophile for reaction with an epoxide? (Select all that apply)
Answer options to evaluate:
- LiAlH4
- RMgBr
- CH3ONa, CH3OH
- NaOH, H2O
- KCN, DMF
- HS-
Analysis of each option:
- LiAlH4: This reagent is a strong hydride donor used for reductions. It is not typically considered a nucleophile that opens epoxides via SN2-type attack; instead it delivers hydride to the epoxide or reduces it, which proceeds through a different mechanism. Therefore, this choice does not represent a basic nucleophile for epoxide opening.
- RMgBr: A Grignard reagent like RMgBr acts as a strong nucleophile (and base) toward epoxides, adding the R group to the less su......Login to view full explanation登录即可查看完整答案
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