Chapter3: Organic Compounds: Alkanes And Their Stereochemistry
Section3.SE: Something Extra
Problem 49AP
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Part 2
![Be sure to answer all parts.
Propose two different methods to synthesize oct-l-en-3-ol [CH,(CH,),CH(OH)CH-CH,] using a
Grignard reagent and a carbonyl compound. oct-l-en-3-ol is commonly called matsutake alcohol
because it was first isolated from the Japanese matsutake mushroom.
Part 1:
HO
Mg
Br
A B
MoBr
Draw A (Grignard reagent).
view structure
Draw B (carbonyl compound).
H.
view structure
Part 2 out of 2
HO.
Mg
Br
C D
Draw C (Grignard reagent).
draw structure...
Draw D (carbonyl compound).
draw structure ..](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fcff774c9-411c-4329-bbfc-2f1e07d27daf%2F73d87495-a774-4ec2-a84c-1e7e263655da%2F1kr79y_processed.jpeg&w=3840&q=75)
Transcribed Image Text:Be sure to answer all parts.
Propose two different methods to synthesize oct-l-en-3-ol [CH,(CH,),CH(OH)CH-CH,] using a
Grignard reagent and a carbonyl compound. oct-l-en-3-ol is commonly called matsutake alcohol
because it was first isolated from the Japanese matsutake mushroom.
Part 1:
HO
Mg
Br
A B
MoBr
Draw A (Grignard reagent).
view structure
Draw B (carbonyl compound).
H.
view structure
Part 2 out of 2
HO.
Mg
Br
C D
Draw C (Grignard reagent).
draw structure...
Draw D (carbonyl compound).
draw structure ..
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