write the mechanism.

2-bromocyclopentanone to cyclobutanecarboxylic acid. ( basic mdm)

9 Answers

1
gagar.iitk ·

hint think of ring contraction in case of anions

1
voldy ·

:)

11
rkrish ·

Do you really want the product as the strained 4-membered ring i.e.

1
voldy ·

yes :)

1
gagar.iitk ·

in case of sigmatropic Rxn ring contraction does occur

1
skygirl ·

first, acid-base reaction.

then, H+ abstraction.

then, triangular ring formation.

then, attack on carbonyl carbon.

then, 3-memeber ring opens .. hence carbanion formation.

bus..

1
skygirl ·

1
voldy ·

and this is your favorski rearrangement.

1
skygirl ·

am i correct ??

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