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Merck
CN

163619

4-Benzyloxy-3-methoxybenzaldehyde

98%

Synonym(s):

O-Benzylvanillin, Vanillin benzyl ether

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About This Item

Linear Formula:
C6H5CH2OC6H3(OCH3)CHO
CAS Number:
Molecular Weight:
242.27
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
219-379-0
Beilstein/REAXYS Number:
1464258
MDL number:
Assay:
98%
Form:
solid
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Quality Level

assay

98%

form

solid

mp

62-64 °C (lit.)

functional group

aldehyde, phenyl

SMILES string

[H]C(=O)c1ccc(OCc2ccccc2)c(OC)c1

InChI

1S/C15H14O3/c1-17-15-9-13(10-16)7-8-14(15)18-11-12-5-3-2-4-6-12/h2-10H,11H2,1H3

InChI key

JSHLOPGSDZTEGQ-UHFFFAOYSA-N

General description

4-Benzyloxy-3-methoxybenzaldehyde reacts with benzohydrazide to yield (E)-N′-(4-benzyloxy-3-methoxybenzylidene)benzohydrazide.

Application

4-Benzyloxy-3-methoxybenzaldehyde was used in the synthesis of 1,2-bis(4-benzyloxy-3-methoxyphenyl)-3-hydroxy-propionic acid. It was also used in first enantioselective total synthesis of a neurotrophic (-)-talaumidin.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Synthesis of the erythro and threo forms of 1, 2-bis (4-hydroxy-3-methoxyphenyl)-l, 3-propanediol.
Berndtsson L, et al.
Acta Chemica Scandinavica. Series B, 34, 453-455 (1980)
First enantioselective synthesis of (-)-talaumidin, a neurotrophic diaryltetrahydrofuran-type lignan.
Esumi T, et al.
Tetrahedron Letters, 47(24), 3979-3983 (2006)
(E)-N'-(4-Benzyloxy-3-methoxybenzylidene) benzohydrazide.
He Y-Z and Liu D-Z.
Acta Crystallographica Section E, Structure Reports Online, 61(11), o3855-o3856 (2005)



Global Trade Item Number

SKUGTIN
163619-25G04061831818864
163619-100G04061831818857