Draw the neutral product (after deprotonation) that results when the resonance contributor on the left in Part 2 reacts with methanol. draw structure ... + HBr

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Chapter1: Chemical Foundations
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#23 I just need help with the last part for the second screenshot

Be sure to answer all parts.
Determine a stepwise mechanism for the following reaction that illustrates why two substitution
products are formed. Explain why 1-bromohex-2-ene reacts rapidly with a weak nucleophile (CH3OH)
under SN1 reaction conditions, even though it is a 1° alkyl halide.
1-bromohex-2-ene
Part 1:
Br
Part 2:
CH₂OH
The first step in the reaction proceeds according to which mechanism?
CH3CH₂CH₂CH=CHCH₂ + CH3OH
CH₂CH₂CH₂CH=CHCH₂2
Part 3 out of 5
Draw the missing resonance contributor.
Br
CH3CH₂CH₂CH=CH-CH₂ + Br
CH3CH₂CH₂CH=CHCH₂
H
Br
CH₂CH₂CH₂CH=C -CH₂ + CH₂OH
CH₂CH₂CH₂CH C
H
OCH 3
-CH₂ + CH₂OH
OCH ₁
H₂CH₂CH₂CH=CH₂
view structure
For the resonance contributor on the left in Part 2, choose the correct continuation of the mechanism.
O
+
+ Br
HBr
Transcribed Image Text:Be sure to answer all parts. Determine a stepwise mechanism for the following reaction that illustrates why two substitution products are formed. Explain why 1-bromohex-2-ene reacts rapidly with a weak nucleophile (CH3OH) under SN1 reaction conditions, even though it is a 1° alkyl halide. 1-bromohex-2-ene Part 1: Br Part 2: CH₂OH The first step in the reaction proceeds according to which mechanism? CH3CH₂CH₂CH=CHCH₂ + CH3OH CH₂CH₂CH₂CH=CHCH₂2 Part 3 out of 5 Draw the missing resonance contributor. Br CH3CH₂CH₂CH=CH-CH₂ + Br CH3CH₂CH₂CH=CHCH₂ H Br CH₂CH₂CH₂CH=C -CH₂ + CH₂OH CH₂CH₂CH₂CH C H OCH 3 -CH₂ + CH₂OH OCH ₁ H₂CH₂CH₂CH=CH₂ view structure For the resonance contributor on the left in Part 2, choose the correct continuation of the mechanism. O + + Br HBr
Draw the neutral product (after deprotonation) that results when the resonance contributor on the left in
Part 2 reacts with methanol.
draw structure ...
+ HBr
Transcribed Image Text:Draw the neutral product (after deprotonation) that results when the resonance contributor on the left in Part 2 reacts with methanol. draw structure ... + HBr
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