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434795 Sigma-Aldrich

2-Benzyloxy-3-methoxybenzaldehyde

98%

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Properties

Related Categories Aldehydes, Building Blocks, C13-C60, Carbonyl Compounds, Chemical Synthesis,
InChI Key   KXBGOVZWCRLLOR-UHFFFAOYSA-N
assay   98%
mp   44-46 °C (lit.)

Description

Packaging

1 g in poly bottle

General description

2-Benzyloxy-3-methoxybenzaldehyde (benzyl-o-vanillin) can be prepared from the reaction of o-vanillin with benzyl bromide in acetone (solvent) and K2CO3 (base) in the presence of tetra-n-butylammonium iodide (catalyst). The dihedral angle between the two benzene rings in 2-benzyloxy-3-methoxybenzaldehyde crystal is 23.33 (6)°. Crystal structure suggests that all O atoms are involved in intra and intermolecular C-HO interactions. It has been reported as key reagent for the synthesis of new anticancer drugs. It is an important pharmacophore in drug discovery. It exhibits anti-proliferative activity in HL60 leukemia cancer cells.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3

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Protocols & Articles
Peer-Reviewed Papers
15

References

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