2-(Benzyloxy)-3-methoxybenzaldehyde

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2-(Benzyloxy)-3-methoxybenzaldehyde Basic information
Product Name:2-(Benzyloxy)-3-methoxybenzaldehyde
Synonyms:3-methoxy-2-(phenylmethoxy)benzaldehyde;2-(BENZYLOXY)-3-METHOXYBENZENECARBALDEHYDE;AKOS B004238;OTAVA-BB BB7018802006;2-BENZYLOXY-3-METHYLBENZALDEHYDE;3-Methoxy-2-(benzyloxy)benzaldehyde;2-Benzyloxy-3-methoxybenzaldehyde,98%;-(BENZYLOXY)-3-METHOXYBENZALDEHYDE
CAS:2011-06-5
MF:C15H14O3
MW:242.27
EINECS:
Product Categories:Building Blocks;C13-C60;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;Aromatic Aldehydes & Derivatives (substituted);Aldehydes;C10 to C21;Carbonyl Compounds
Mol File:2011-06-5.mol
2-(Benzyloxy)-3-methoxybenzaldehyde Structure
2-(Benzyloxy)-3-methoxybenzaldehyde Chemical Properties
Melting point 44-46 °C(lit.)
Boiling point 190-195 °C(Press: 3 Torr)
density 1.154±0.06 g/cm3(Predicted)
form solid
InChI1S/C15H14O3/c1-17-14-9-5-8-13(10-16)15(14)18-11-12-6-3-2-4-7-12/h2-10H,11H2,1H3
InChIKeyKXBGOVZWCRLLOR-UHFFFAOYSA-N
SMILESCOc1cccc(C=O)c1OCc2ccccc2
CAS DataBase Reference2011-06-5
Safety Information
Hazard Codes Xi
WGK Germany 3
HazardClass IRRITANT
HS Code 29124900
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
2-(Benzyloxy)-3-methoxybenzaldehyde Usage And Synthesis
Chemical PropertiesOff-white to light yellow crystalline powder
Uses2-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.
General Description2-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.
2-(Benzyloxy)-3-methoxybenzaldehyde Preparation Products And Raw materials
Tag:2-(Benzyloxy)-3-methoxybenzaldehyde(2011-06-5) Related Product Information
3',4',5',6,7,8-Hexamethoxy-5-hydroxyflavone Tangeretin AURANTINE GOSSYPIN Wogonin 3-BENZYLOXY-4-METHOXYBENZALDEHYDE 4-Benzyloxy-3-methoxybenzaldehyde 7,8-Dimethoxyflavone 3',4',7,8-Tetramethoxyflavone 4-Benzyloxy-2-methoxybenzaldehyde 3,3',4',5,6,7,8-heptamethoxyflavone 5,3',4'-trihydroxy-3,6,7,8-tetramethoxyflavone NEOBAICALEIN 2-(BENZYLOXY)-3,4-DIMETHOXYBENZALDEHYDE 5,3',4'-Trihydroxy-6,7,8-trimethoxyflavone 2-(Benzyloxy)-3-methoxybenzaldehyde 3,7-DIHYDROXY-5,8-DIMETHOXY-2-PHENYL-CHROMAN-4-ONE 3',4',5,6,7,8-Hexamethoxyflavanone