3. Which of the following is (are) structural feature(s) of a "Wittig salt"? Check all that apply. a. it contains a positively charged phosphorus atom b. it contains acidic protons c. it contains a carbon-oxygen double bond d. it contains a negatively charged phosphorus atom e. it contains a nucleophilic carbon

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3. Which of the following is (are) structural feature(s) of a "Wittig salt"? Check all that apply.
a. it contains a positively charged phosphorus atom
b. it contains acidic protons
c. it contains a carbon-oxygen double bond
d. it contains a negatively charged phosphorus atom
e. it contains a nucleophilic carbon
Transcribed Image Text:3. Which of the following is (are) structural feature(s) of a "Wittig salt"? Check all that apply. a. it contains a positively charged phosphorus atom b. it contains acidic protons c. it contains a carbon-oxygen double bond d. it contains a negatively charged phosphorus atom e. it contains a nucleophilic carbon
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.
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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