Treating ethers with hydrobromic acid(hbr) cleaves the ethers into two alkyl bromides. Using the ether product that u get in the pic i posted deduce the identity of both of the alkyl bromide products produced when it is treated with HBr. Draw the two mechanism for their formation? Thank u 12:24bartleby.com/questiSEARCHH3C-CH3CH3C-CH3tert-butyl alcoholStep 3-OH + HCIH3C-CH3OH + HCH3tert-butyl alcoholASKC,H,OH (excess)CH3Tertiary carbocationC₂H,OH (excess)CH3tert-butyl chlorideH3C-CH3+ C₂H5OCICH3H-CCH3Mechanism:This reaction proceeds via SN1mechanism.Step 1: In this mechanism, the reaction.proceeds via the formation of acarbocation after the removal of theleaving group. OH is not a good leavinggroup but after protonation, H₂O is a verygood leaving group.OWAS THIS HELPFUL?••+HCHATH+H3C--H₂OCH3H3C--C-OCH3H3C-ethyl isopropyl etherStep 2: In the second step, thenucleophile then attacks the carbocation.CH3| 78%6CH3CH3-C₂H5CH3Tertiary carbocation<CH3CC₂H5ethyl isopropyl ether√x

Answered: Treating ethers with hydrobromic…

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Treating ethers with hydrobromic acid(hbr) cleaves the ethers into two alkyl bromides. Using the ether product that u get in the pic i posted deduce the identity of both of the alkyl bromide products produced when it is treated with HBr. Draw the two mechanism for their formation? Thank u

12:24
bartleby.com/questi
SEARCH
H3C-
CH3
C
H3C-
CH3
tert-butyl alcohol
Step 3
-OH + HCI
H3C-
CH3
OH + H
CH3
tert-butyl alcohol
ASK
C,H,OH (excess)
CH3
Tertiary carbocation
C₂H,OH (excess)
CH3
tert-butyl chloride
H3C-
CH3
+ C₂H5O
CI
CH3
H
-C
CH3
Mechanism:
This reaction proceeds via SN1
mechanism.
Step 1: In this mechanism, the reaction.
proceeds via the formation of a
carbocation after the removal of the
leaving group. OH is not a good leaving
group but after protonation, H₂O is a very
good leaving group.
O
WAS THIS HELPFUL?
••+H
CHAT
H
+
H3C-
-H₂O
CH3
H3C-
-C-O
CH3
H3C-
ethyl isopropyl ether
Step 2: In the second step, the
nucleophile then attacks the carbocation.
CH3
| 78%
6
CH3
CH3
-C₂H5
CH3
Tertiary carbocation
<
CH3
C
C₂H5
ethyl isopropyl ether
√x

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