MCAT Organic Chemistry Review 2018-2019

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Figure 7.6. Aldol   Condensation,   Step    1:  Forming the Aldol
An enolate ion is formed, which then attacks the carbonyl carbon, forming an aldol.

KEY CONCEPT


In  aldol   condensations,  it’s    the same    nucleophilic    addition    reaction    that    we  have    seen    before
with carbonyl compounds—just with the carbonyl-containing compound acting as both a
nucleophile and an electrophile.

With a strong base and high temperatures, dehydration occurs by an E1 or E2 mechanism: we kick
off a water molecule and form a double bond, producing an α, β-unsaturated carbonyl, as shown in
Figure 7.7.

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