Interaction | Reaction | Process     Data Page

Hydroxide will ring open the optically alpha-lactone to give (2R)-2-Hydroxypropanoate. Note that the 2-Hydroxypropanoate product has the same absolute stereochemistry at its chiral centre as the 2-bromopropanoate substrate: there has been no inversion of configuration due to a neighbouring group effect.

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[OH]
         
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(2R)-2-Methyl alpha-lactone     Reactions Using    Reactions Forming
Hydroxide ion     Reactions Using    Reactions Forming
(2R)-2-Hydroxy propanoate ion     Reactions Using    Reactions Forming

Interaction, Reaction, Process defined as:
Neighbouring Group Effect
SNi: Reactivity of (2R)-2-Bromopropanoic acid
Substitution: Nucleophilic Second Order

© Mark R. Leach 1999 –


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