A chemist failed to generate the diol using the reaction shown here. OH 1. BrMg Но. Но. H 2. H;O* quench Not formed Part A Suggest a reason why this reaction did not work as written. How could the reaction conditions be modified to allow formation of the diol? Match the items in the left column to the appropriate blanks in the sentences on the right. Reset Help electrophile The acidic proton on the primary carbon is a competing and will react with and nucleophile destroy the Grignard reagent. the tertiary carbon To perform the synthesis, one should put the protecting group on first, then make the the secondary carbon desired reaction, and, finally, remove the protecting group from the OH group the primary carbon the carbonyl group

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Chapter1: Chemical Foundations
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A chemist failed to generate the diol using the reaction shown here.
OH
1. BrMg
HO,
НО.
`H 2. H;O* quench
Not formed
Part A
Suggest a reason why this reaction did not work as written. How could the reaction conditions be modified to allow formation of the diol?
Match the items in the left column to the appropriate blanks in the sentences on the right.
Reset
Help
electrophile
The acidic proton on the primary carbon is a competing
and will react with and
nucleophile
destroy the Grignard reagent.
the tertiary carbon
To perform the synthesis, one should put the protecting group on
first, then make the
the secondary carbon
desired reaction, and, finally, remove the protecting group from
the OH group
the primary carbon
the carbonyl group
Transcribed Image Text:A chemist failed to generate the diol using the reaction shown here. OH 1. BrMg HO, НО. `H 2. H;O* quench Not formed Part A Suggest a reason why this reaction did not work as written. How could the reaction conditions be modified to allow formation of the diol? Match the items in the left column to the appropriate blanks in the sentences on the right. Reset Help electrophile The acidic proton on the primary carbon is a competing and will react with and nucleophile destroy the Grignard reagent. the tertiary carbon To perform the synthesis, one should put the protecting group on first, then make the the secondary carbon desired reaction, and, finally, remove the protecting group from the OH group the primary carbon the carbonyl group
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