Questions
CHE 008B A01 SS1 2025 Lecture 13 - Reactions of Acyl Halides
Multiple choice
Which of these will NOT act like a nucleophile for nucleophilic acyl substitution with an acyl halide? (select all that apply).
Options
A.H2O
B.CH3OH
C.H2SO4
D.pyridine
E.primary amine
F.secondary amine
G.tertiary amine
H.HCl
I.LiAlH4
J.RLi
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Step-by-Step Analysis
Question restatement: Which of these will NOT act like a nucleophile for nucleophilic acyl substitution with an acyl halide? (select all that apply).
Answer options to consider: H2O, CH3OH, H2SO4, pyridine, primary amine, secondary amine, tertiary amine, HCl, LiAlH4, RLi.
Option by option analysis:
- H2O: Water is a classic nucleophile in acyl substitution, attacking the carbonyl carbon of an acyl halide and forming a tetrahedral intermediate, which can lead to hydrolysis or formation of esters after substituent exchange. This option is incorrect as a NOT-nucleophile.
- CH3OH: Methanol behaves similarly to water as a nucleophile toward acyl chlorides, giving esters after ......Login to view full explanationLog in for full answers
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