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what makes a good nucleophile

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卡片总数: 7内容版本: v3公开卡包更新时间: 8/1/2026

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#1
正面 (问题)

Nucleophility along period 2

背面 (解答)

it decreases from carbon to f

#2
正面 (问题)

why does nucleophility decrease along period

背面 (解答)

more electronegative elements hold their electrons more tightly, and are less able to donate them to form a new bond.

#3
正面 (问题)

vertical periodic trend of nucleophility

背面 (解答)

The vertical periodic trend for nucleophilicity is somewhat more complicated that that for basicity: depending on the solvent that the reaction is taking place in, the nucleophilicity trend can go in either direction. Let’s take the simple example of the SN2 reaction below:

#4
正面 (问题)

nucleophility down period 7 in protic solution

背面 (解答)

Relative nucleophilicity in a protic solvent increases

#5
正面 (问题)

nucleophility down period 7 in polar aprotic solution

背面 (解答)

Relative nucleophilicity in a polar aprotic solvent decreases down the group

#6
正面 (问题)

Resonance effects on nucleophilicity

背面 (解答)

If the electron lone pair on a heteroatom is delocalized by resonance, it is inherently less reactive - meaning less nucleophilic, and also less basic.

#7
正面 (问题)

steric effect on nucleophility

背面 (解答)

Steric hindrance is an important consideration when evaluating nucleophility. For example, tert-butanol is less potent as a nucleophile than methanol. This is because the comparatively bulky methyl groups on the tertiary alcohol effectively block the route of attack by the nucleophilic oxygen, slowing the reaction down considerably