Using the Grignard reagent selected above, provide a synthesis of the target molecule from acetylene: HC=CH This transformation can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). There is more than one correct solution, so provide just one answer. A B NANH2 DMP or PCC 1) CHзCH2MgBr; 2) HзО* HBr E F G H H2, Lindlar's cat. H2SO4, H20, HgS04 NaOH dilute H2SO4 K L 1) LIAIH4; 2) H3O* CH3CH2B conc. H2SO4, heat 1) R2BH; 2) H2O2, NaOH

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter15: An Introduction To Organometallic Compounds
Section: Chapter Questions
Problem 15.23P: Using your old and new reaction roadmaps as a guide, show how to convert ethane into 1-butanol. You...
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Using the Grignard reagent selected above, provide a synthesis of the target molecule from acetylene:
OH
HC=CH
This transformation can be performed with some reagent or combination of the reagents listed below. Give the necessary
reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as “EBF"). There is more than one
correct solution, so provide just one answer.
A
B
D
NaNH2
DMP or PCC
1) CH3CH2MgBr; 2) H30*
HBr
E
F
G
H
H2, Lindlar's cat.
H2SO4, H2O, H8SO4
NaOH
dilute H2SO4
J
K
L
1) LIAIH4; 2) H3O*
CH3CH2B1
conc. H2SO4, heat
1) R2BH; 2) H2O2, NaOH
Transcribed Image Text:Using the Grignard reagent selected above, provide a synthesis of the target molecule from acetylene: OH HC=CH This transformation can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as “EBF"). There is more than one correct solution, so provide just one answer. A B D NaNH2 DMP or PCC 1) CH3CH2MgBr; 2) H30* HBr E F G H H2, Lindlar's cat. H2SO4, H2O, H8SO4 NaOH dilute H2SO4 J K L 1) LIAIH4; 2) H3O* CH3CH2B1 conc. H2SO4, heat 1) R2BH; 2) H2O2, NaOH
Without using a Grignard reagent, provide an alternate synthesis of the target molecule from acetylene:
OH
HC=CH
This transformation can be performed with some reagent or combination of the reagents listed below. Give the necessary
reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). There is more than one
correct solution, so provide just one answer.
A
B
NANH2
HBr, ROOR
1) R2BH; 2) H2О2, NaOH
D
E
F
HBr
CH3CH2BR
H2SO4, H20, H9SO4
G
H
NaOH
conc. H2SO4, heat
1) LIAIH4; 2) H3O*
Transcribed Image Text:Without using a Grignard reagent, provide an alternate synthesis of the target molecule from acetylene: OH HC=CH This transformation can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). There is more than one correct solution, so provide just one answer. A B NANH2 HBr, ROOR 1) R2BH; 2) H2О2, NaOH D E F HBr CH3CH2BR H2SO4, H20, H9SO4 G H NaOH conc. H2SO4, heat 1) LIAIH4; 2) H3O*
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