1 1-nonyne 1-chloro-4-iodobutane 2 1-decyne 5 1-chloro-5-iodopentane 1-tridecyne (C-13 alkyne) 6 1-chloro-7-iodoheptane Reagents NH3 d CO2 LIAIH4 / dry ether a Li / NH3 NaCN h H3O* / H20 e NaNH2 / NH3 f Cro3 / H3O* i Li* Cu(CH3)2 HO Synthetic path

Organic And Biological Chemistry
7th Edition
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
Publisher:STOKER, H. Stephen (howard Stephen)
Chapter8: Lipids
Section: Chapter Questions
Problem 8.79EP
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How would you synthesize the following fatty acid from the organic building blocks and reagents in the following tables?
Specify the building block (by number) first.
Specify reagents in order of use (by letter) second.
Example: 2be









How would you synthesize the following fatty acid from the organic building blocks and reagents in the following tables?
Specify the building block (by number) first.
Specify reagents in order of use (by letter) second.
Example: 2be
Organic Building Blocks
1
1-nonyne
4
1-chloro-4-iodobutane
2
1-decyne
1-chloro-5-iodopentane
3
1-tridecyne (C-13 alkyne)
1-chloro-7-iodoheptane
Reagents
CO2
LIAIH, / dry ether
NH3
d
Li / NH3
NaCN
h
H3O* / H20
b
e
NANH2 / NH3
f
Cro3 / H3O*
Li* Cu(CH3)2
i
OH
Synthetic path
Transcribed Image Text:How would you synthesize the following fatty acid from the organic building blocks and reagents in the following tables? Specify the building block (by number) first. Specify reagents in order of use (by letter) second. Example: 2be Organic Building Blocks 1 1-nonyne 4 1-chloro-4-iodobutane 2 1-decyne 1-chloro-5-iodopentane 3 1-tridecyne (C-13 alkyne) 1-chloro-7-iodoheptane Reagents CO2 LIAIH, / dry ether NH3 d Li / NH3 NaCN h H3O* / H20 b e NANH2 / NH3 f Cro3 / H3O* Li* Cu(CH3)2 i OH Synthetic path
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