tags
benzoicHClbisulfitechloroformbenzenemandelic acidbenzaldehydeantiumethercyanidebisulfidemandelonitriletoluene
video tutorial Synthesis of mandelic acid from benzaldehyde
Mandelic acid synthesis from benzaldehyde (high-level)
- Form benzaldehyde bisulfite adduct by reacting benzaldehyde with sodium bisulfite in water; adduct precipitates.
- Perform a nucleophilic attack on the adduct with a cyanide salt (Na/K cyanide) to form mandelonitrile intermediate; extract and wash to purify.
- Hydrolyze mandelonitrile under acidic conditions (HCl), distill off toluene, and separate layers to yield mandelic acid in the aqueous phase.
- Isolate mandelic acid by crystallization, wash to remove impurities (including organic solvents), and dry thoroughly.
- Final product: off-white, odorless mandelic acid crystals; 8.94 g obtained from benzaldehyde (approximately 42% yield); product is racemic (50:50 mix of optical isomers).
- Notes: literature mentions recrystallization from benzene as an option, though solvent quantities may be large; purification improvements possible).
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