For each set of carbonyl additions, circle the carbonyl addition that occurs at the faster rate (assuming everything is the same except that the reagent/substrate differs - i.e., same temperature, and ratios/concentrations of reagent and substrate). Electrostatic attraction has a greater impact on the relative rates than steric hindrance. (a) CH3OH HO OCH3 H H CH3 i CH₂OH HO OCH 3 H F3C CH3 (b) F3C NaOCH3 HO OCH3 H3C CH3 H3C CH3 CH3OH HO OCH3 H3C CH3 H3C CH3 (c) NaSCH3 OSCH 3 H3C CH3 H3C CH3 NaOCH3 O OCH 3 H3C CH3 H3C CH3

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter16: Synthesis Workshop 1
Section: Chapter Questions
Problem 38CTQ
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For each set of carbonyl additions, circle the carbonyl addition that occurs at the faster rate
(assuming everything is the same except that the reagent/substrate differs - i.e., same
temperature, and ratios/concentrations of reagent and substrate). Electrostatic attraction has
a greater impact on the relative rates than steric hindrance.
(a)
CH3OH
HO OCH3
H
H
CH3
i
CH₂OH
HO OCH 3
H
F3C
CH3
(b)
F3C
NaOCH3
HO OCH3
H3C
CH3
H3C CH3
CH3OH
HO OCH3
H3C
CH3
H3C CH3
(c)
NaSCH3
OSCH 3
H3C
CH3
H3C CH3
NaOCH3
O OCH 3
H3C
CH3
H3C
CH3
Transcribed Image Text:For each set of carbonyl additions, circle the carbonyl addition that occurs at the faster rate (assuming everything is the same except that the reagent/substrate differs - i.e., same temperature, and ratios/concentrations of reagent and substrate). Electrostatic attraction has a greater impact on the relative rates than steric hindrance. (a) CH3OH HO OCH3 H H CH3 i CH₂OH HO OCH 3 H F3C CH3 (b) F3C NaOCH3 HO OCH3 H3C CH3 H3C CH3 CH3OH HO OCH3 H3C CH3 H3C CH3 (c) NaSCH3 OSCH 3 H3C CH3 H3C CH3 NaOCH3 O OCH 3 H3C CH3 H3C CH3
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