8. A student attempted to brominate the double bond in pent-4-en-1-ol, but ended up with the following cyclic ether instead. Propose a mechanism for the formation of this product. Start by writing the bonds formed and broken in the table to the left. Bonds broken Bonds formed 1 3 5 OH Br₂ Brieg. 3

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Chapter1: Chemical Foundations
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8. A student attempted to brominate the double bond in pent-4-en-1-ol, but ended up with the following cyclic
ether instead. Propose a mechanism for the formation of this product. Start by writing the bonds formed
and broken in the table to the left.
Bonds broken Bonds formed
4
0
ts
%
5
Q Search
40
6
Br₂
sog.
1 3
&
5
7
LOH
8
Br
3
9
O
Transcribed Image Text:3 8. A student attempted to brominate the double bond in pent-4-en-1-ol, but ended up with the following cyclic ether instead. Propose a mechanism for the formation of this product. Start by writing the bonds formed and broken in the table to the left. Bonds broken Bonds formed 4 0 ts % 5 Q Search 40 6 Br₂ sog. 1 3 & 5 7 LOH 8 Br 3 9 O
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