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

Chemistry for Today: General, Organic, and Biochemistry
9th Edition
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Chapter18: Lipids
Section: Chapter Questions
Problem 18.13E: From Figure 18.7, arrange the following substances in order of increasing percentage of unsaturated...
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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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