10. Select reagents from the table to show how you would carry out these transformations. You should use no more than 3 steps. Enter your selection as a series of letters for the reagents in the order you would use them. HINT: Each requires 4 steps. The first step in these two syntheses requires either a 1,4-addition or allylic bromination. H3CCH=CHCH3 a. H2CH2CH2CH2CH2CH2CH2NH2 Reagents a. Br2, CH2Cl2 b. KCN, HCN C. LIAIH4 then H3O+ d. H2, Pd/C e. excess NBS, CCl4 f. excess CH3MgBr, ether then H3O+ g. H3O+, heat

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter9: Alkynes: An Introduction To Organic Synthesis
Section9.SE: Something Extra
Problem 38AP
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10. Select reagents from the table to show how you would carry out these
transformations. You should use no more than 3 steps. Enter your
selection as a series of letters for the reagents in the order you would
use them.
HINT: Each requires 4 steps. The first step in these two syntheses requires
either a 1,4-addition or allylic bromination.
H3CCH=CHCH3
a.
H₂NCH2CH2CH2CH2CH2CH2NH2
Reagents
a.
Br2, CH2Cl2
b.
KCN, HƠN
C.
LiAlH4 then H3O+
d.
H2, Pd/C
e.
excess NBS, CCl4
f.
excess CH3MgBr, ether then H3O+
g.
H3O+, heat
Transcribed Image Text:10. Select reagents from the table to show how you would carry out these transformations. You should use no more than 3 steps. Enter your selection as a series of letters for the reagents in the order you would use them. HINT: Each requires 4 steps. The first step in these two syntheses requires either a 1,4-addition or allylic bromination. H3CCH=CHCH3 a. H₂NCH2CH2CH2CH2CH2CH2NH2 Reagents a. Br2, CH2Cl2 b. KCN, HƠN C. LiAlH4 then H3O+ d. H2, Pd/C e. excess NBS, CCl4 f. excess CH3MgBr, ether then H3O+ g. H3O+, heat
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