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

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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
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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
Transcribed Image Text: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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