5. According to the mechanism given in the textbook, the FIRST STEP in the reaction of the phosphorus ylide with a carbonyl compound such as cinnamaldehyde involves (single answer only): a. a proton transfer b. formation of a four-membered ring c. a nucleophilic attack on an sp? carbon d. an acid-base reaction e. an Sn2 displacement
5. According to the mechanism given in the textbook, the FIRST STEP in the reaction of the phosphorus ylide with a carbonyl compound such as cinnamaldehyde involves (single answer only): a. a proton transfer b. formation of a four-membered ring c. a nucleophilic attack on an sp? carbon d. an acid-base reaction e. an Sn2 displacement
Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:5. According to the mechanism given in the textbook, the FIRST STEP in the reaction of the
phosphorus ylide with a carbonyl compound such as cinnamaldehyde involves (single answer
only):
a. a proton transfer
b. formation of a four-membered ring
c. a nucleophilic attack on an sp? carbon
d. an acid-base reaction
e. an Sn2 displacement
Transcribed Image Text:BACKGROUND
In part A of this experiment, the Wittig salt is prepared through the nucleophilic displacement of
chloride ion by triphenylphosphine:
Ph.
PhP-C-Ph
Ph
Ph3P: + Ph
Wittig salt
• The positive charge on phosphorus makes the protons on the adjacent carbon highly acidic.
In part B, a strong base (sodium ethoxide) is used to abstract this acidic proton and produce
the phosphorus ylide.
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