Part 2 out of 2 OH Mg H20 C + D Br Draw C (Grignard reagent). draw structure ... Draw D (carbonyl compound). draw structure...

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
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 ..
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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