Benzaldehyde dimethyl acetal

OccurrenceReported found in rhubarb and potato.

UsesBenzaldehyde dimethyl acetal used as an effective reagent for the construction of selenocarbonyl compounds.

UsesBenzaldehyde dimethyl acetal is suitable for use in the synthesis of 4,6-dihydroxy sugar, required for the total synthesis of Porphyromonas gingivalis 381 derived lipid A. It may be used in the preparation of 1-O-methyl-2,3-di-O-galloyl-β-D-glucose.

UsesBenzaldehyde dimethyl acetal may be used as an analytical reference standard for the quantification of the analyte in fresh and canned fish and Cinnamomum zeylanicum using gas-chromatography coupled to mass spectrometry (GC-MS).

General DescriptionThe abstraction of α-hydrogen atoms from benzaldehyde dimethyl acetal by active bromine at 80°C has been investigated.

PreparationFrom benzaldehyde and methanol in the presence of calcium chloride and HCl; from benzaldehyde and tetramethylorthosilicate in the presence of anhydrous HCl in methanol

PreparationA mixture of ethylenediamine (1.2 g, 20 mmol), Ph3SbO (1.0 mmol), and P4S10 (2.0 mmol) was autoclaved under a pressure of CO2 (4.9 MPa). Imidazolidinone was isolated by column chromatography (silica gel; eluent: ethyl acetate/hexane, 1:1, v/v); yield 1.5 g (85%).