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476730

Sigma-Aldrich

Benzyl methyl ether

98%

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About This Item

Linear Formula:
C6H5CH2OCH3
CAS Number:
538-86-3
Molecular Weight:
122.16
EC Number:
208-705-7
MDL number:
MFCD00025901
UNSPSC Code:
12352100
PubChem Substance ID:
24871298

assay

98%

refractive index

n20/D 1.502 (lit.)

bp

174 °C (lit.)

density

0.987 g/mL at 25 °C (lit.)

SMILES string

COCc1ccccc1

InChI

1S/C8H10O/c1-9-7-8-5-3-2-4-6-8/h2-6H,7H2,1H3

InChI key

GQKZBCPTCWJTAS-UHFFFAOYSA-N

General description

Benzyl methyl ether can be prepared by the reaction of benzaldehyde dimethyl acetal and trimethylsilane in the presence of trimethylsilyl triflate.[1] It reacts with N-bromosuccinimide to form α-bromobenzyl methyl ether, which undergoes degradation to form benzaldehyde.[2]

pictograms

Flame
GHS02

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

131.9 °F - closed cup

flash_point_c

55.5 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKBR9614V
MKBL3050V
MKBF6978V
09318DH
11409ED

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Mustafa G Aydogan et al.
Cell, 181(7), 1566-1581 (2020-06-13)
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Trimethysilyl triflate in organic synthesis11Part 11 of this series. Part 10: S. Murata and R. Noyori, Tetrahedron Letters 2107 (1981).
Noyori R, et al.
Tetrahedron, 37(23), 3899-3910 (1981)
Benzylic bromination in the reactions of benzyl methyl ether and related compounds with N-bromosuccinimide.
Horman I, et al.
The Journal of Organic Chemistry, 34(4), 905-911 (1969)
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