476730
Benzyl methyl ether
98%
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About This Item
Linear Formula:
C6H5CH2OCH3
CAS Number:
Molecular Weight:
122.16
UNSPSC Code:
12352100
PubChem Substance ID:
EC Number:
208-705-7
MDL number:
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. It reacts with N-bromosuccinimide to form α-bromobenzyl methyl ether, which undergoes degradation to form benzaldehyde.
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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)
Mustafa G Aydogan et al.
Cell, 181(7), 1566-1581 (2020-06-13)
The accurate timing and execution of organelle biogenesis is crucial for cell physiology. Centriole biogenesis is regulated by Polo-like kinase 4 (Plk4) and initiates in S-phase when a daughter centriole grows from the side of a pre-existing mother. Here, we
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)