Draw a structural formula for the alkene with the molecular formula C-H₁0 that reacts with Br, and water to give each product. Br (a) OH (b) OH Br (c) HO Br

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter14: Conjugated Compounds And Ultraviolet Spectroscopy
Section14.SE: Something Extra
Problem 36AP
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Account for the fact that addition of HCl to 1-bromopropene gives exclusively
1-bromo-1-chloropropane.
CH₂CH=CHBr + HCl CH₂CH₂CHBrCl
1-Bromo-1-chloropropane
1-Bromopropene
Account for the fact that treating propenoic acid (acrylic acid) with HCl gives only
3-chloropropanoic acid.
CH₂=CHCOH + HCl
Propenoic acid
(Acrylic acid)
Br
L
OH
CICH₂CH₂COH
3-Chloropropanoic acid
(b)
Draw a structural formula for the alkene with the molecular formula C-H₁0 that reacts
with Br, and water to give each product.
10
OH
Br
(c)
HO
| ||
CH₂CHCOH
Br
2-Chloropropanoic acid
L(this product is not formed)_
Transcribed Image Text:Account for the fact that addition of HCl to 1-bromopropene gives exclusively 1-bromo-1-chloropropane. CH₂CH=CHBr + HCl CH₂CH₂CHBrCl 1-Bromo-1-chloropropane 1-Bromopropene Account for the fact that treating propenoic acid (acrylic acid) with HCl gives only 3-chloropropanoic acid. CH₂=CHCOH + HCl Propenoic acid (Acrylic acid) Br L OH CICH₂CH₂COH 3-Chloropropanoic acid (b) Draw a structural formula for the alkene with the molecular formula C-H₁0 that reacts with Br, and water to give each product. 10 OH Br (c) HO | || CH₂CHCOH Br 2-Chloropropanoic acid L(this product is not formed)_
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