6. Unlike an SN2 reaction, where the leaving group departs and the nucleophile approaches at the same time, the leaving group in an SN1, departs before the nucleophile approaches. In an SN1 reaction, the mechanism shows the carbocation is formed in the rate-determining step. The following are observed for the relative rates of SNl reactions. Classify the alkyl halide as methyl, primary, secondary, or tertiary. Draw the structure of the carbocation intermediates. SN1 R-Br H20 R-OH HBr Class of RX Structure of Intermediate Carbocation Relative rate (methyl, 1°, 2°, or 3°?) H3C-Br 1.0 CH3CH2-Br 1.0 CH3CH2CH2-Br 5.0 CH3CH-Br CH3 11.6 ÇH3 CH3C-Br CH3 1,200,000

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6. Unlike an Sn2 reaction, where the leaving group departs and the nucleophile approaches at the same
time, the leaving group in an SN1, departs before the nucleophile approaches. In an SN1 reaction, the
mechanism shows the carbocation is formed in the rate-determining step. The following are observed
for the relative rates of SN1 reactions. Classify the alkyl halide as methyl, primary, secondary, or
tertiary. Draw the structure of the carbocation intermediates.
SN1
R-Br
H20
R-OH
HBr
Class of RX
Structure of
Intermediate Carbocation
Relative rate
(methyl, 1°, 2°, or 3°?)
H3C-Br
1.0
CH3CH2-Br
1.0
CH;CH2CH2-Br
5.0
CH3CH-Br
CH3
11.6
CH3
CH3C-Br
CH3
1,200,000
Transcribed Image Text:6. Unlike an Sn2 reaction, where the leaving group departs and the nucleophile approaches at the same time, the leaving group in an SN1, departs before the nucleophile approaches. In an SN1 reaction, the mechanism shows the carbocation is formed in the rate-determining step. The following are observed for the relative rates of SN1 reactions. Classify the alkyl halide as methyl, primary, secondary, or tertiary. Draw the structure of the carbocation intermediates. SN1 R-Br H20 R-OH HBr Class of RX Structure of Intermediate Carbocation Relative rate (methyl, 1°, 2°, or 3°?) H3C-Br 1.0 CH3CH2-Br 1.0 CH;CH2CH2-Br 5.0 CH3CH-Br CH3 11.6 CH3 CH3C-Br CH3 1,200,000
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