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Carbonyl Chemistry

Carbonyl Chemistry

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Published by: elgendy1204 on Dec 19, 2008
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01/03/2012

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•The net effect of the reaction of a Grignard reagent with an aldehyde or ketone
in the addition of the components R and H across the C=O double bond.

•Compare to nucleophilic addition of HCN:

Grignard:

C

O

R

MgBr

O

C

R

H

1.

2. H+

/ H2O

Nucleophilic addition of HCN

Nucleophile attacking the
carbonyl carbon:

“ R$ ”

CN$

A separate step is needed to
produce the alcohol from the
halomagnesium alkoxide

“one-pot” reaction (multi-step
mechanism, but all components may
be added at once).

Nucleophile attacking the
carbonyl carbon:

irreversible reaction

reversible reaction

C

O

H CN

O

C CN

H

36

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