あかねのマクマリー特訓部屋 -4ページ目

あかねのマクマリー特訓部屋

I'm an univ. student majoring applied chemistry. I read McMurry Organic Chemistry 8e to study both of English and chemistry. I'm going to summarize the book in English and put it on my blog weekly.

 今回は 23-1.カルボニル縮合反応:アルドール反応 を要約します。

 This theme is 23-1. Carbonyl Condensations:The Aldol Reaction.

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23-1. Carbonyl Condensations:The Aldol Reaction
 Carbonyl condensations proceed by a nucleophilic addition and an α-substitution step with pairs of carbonyl compounds.  In the reaction, a carbonyl compound is converted into an enolate ion nucleophile by base.  And, it adds to the electrophilic carbonyl group of the other to a β-hydroxy carbonyl compound.  Then the base catalyst is regenerated.  The general mechanism is shown as below.

ex)

23-1(1)'

 One carbonyl condensation reaction in which aldehydes and ketones with an α hydrogen atom are used under a base catalyst is called aldol reaction.  An aldol is an organic compound with both an aldehyde group and an alcohol group.

23-1(0)

 The aldol reaction is equilibrium that depends on both reaction conditions and substrate structure.  When aldehydes have no α substituent (RCH2CHO), the equilibrium generally progresses to the condensation product side.  When starting materials are disubstituted aldehydes (R2CHCHO) or ketones, the equilibrium favors the reactants.

ex)

23-1(2)

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 以上、23-1. アルドール反応 でした。
 次回は 23-2. カルボニル縮合反応とα置換反応の比較 です。

 23-1. The Aldol Reaction has finished.
 I'm going to summarize 23-2. Carbonyl Condensations versus Alpha Substitutions for next entry.