Interaction | Reaction | Process Data Page
Hydroxide ion will abstract a proton from (2R)-2-Bromopropanoic acid to give the corresponding carboxylate ion, (2R)-2-Bromopropanoate, which will undergo an internal (intramolecular) SN2 reaction, designated an SNi process, to give the corresponding alpha-lactone.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.
|Reactant Page||Go To||Go To|
|(2R)-2-Bromopropanoic acid||Reactions Using||Reactions Forming|
|Hydroxide ion||Reactions Using||Reactions Forming|
|(2R)-2-Hydroxy propanoate ion||Reactions Using||Reactions Forming|
|Hydrogen bromide||Reactions Using||Reactions Forming|
© Mark R. Leach 1999 –
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