1-bromo-5-chloropentane LDA 1 eq a) Hg(OAc)2 b) NaBH NaOH (1 eq) CHOO Note this product has a ring. The nucleophile and the alkene in this reaction are both in the same molecule! Also remember that alcohols react much like water! CH10O Note this product has both alcohol and alkene functional groups Br Br CH₂ONa (1 eq) + S2 OCH

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter4: Organic Compounds: Cycloalkanes And Their Stereochemistry
Section4.SE: Something Extra
Problem 62AP: Alcohols undergo an oxidation reaction to yield carbonyl compounds on treatment with CrO3. For...
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1-bromo-5-chloropentane
LDA
1 eq
a) Hg(OAc)2
b) NaBH
NaOH (1 eq)
CHOO
Note this product has a ring. The nucleophile
and the alkene in this reaction are both in the
same molecule! Also remember that alcohols
react much like water!
CH10O
Note this product has both alcohol
and alkene functional groups
Br
Br
CH₂ONa (1 eq)
+
S2
OCH
Transcribed Image Text:1-bromo-5-chloropentane LDA 1 eq a) Hg(OAc)2 b) NaBH NaOH (1 eq) CHOO Note this product has a ring. The nucleophile and the alkene in this reaction are both in the same molecule! Also remember that alcohols react much like water! CH10O Note this product has both alcohol and alkene functional groups Br Br CH₂ONa (1 eq) + S2 OCH
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