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136905

Sigma-Aldrich

4-Methoxybenzyl alcohol

98%

Synonym(s):

p-Anisyl alcohol, Anis alcohol, Anise alcohol

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About This Item

Linear Formula:
CH3OC6H4CH2OH
CAS Number:
105-13-5
Molecular Weight:
138.16
Beilstein/REAXYS Number:
636654
EC Number:
203-273-6
MDL number:
MFCD00004653
UNSPSC Code:
12352100
PubChem Substance ID:
24848301
NACRES:
NA.22

Quality Level

100

assay

98%

form

solid

refractive index

n20/D 1.544 (lit.)

bp

259 °C (lit.)

mp

22-25 °C (lit.)

solubility

alcohol: freely soluble
diethyl ether: freely soluble
water: insoluble

density

1.113 g/mL at 25 °C (lit.)

SMILES string

COc1ccc(CO)cc1

InChI

1S/C8H10O2/c1-10-8-4-2-7(6-9)3-5-8/h2-5,9H,6H2,1H3

InChI key

MSHFRERJPWKJFX-UHFFFAOYSA-N

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General description

4-Methoxybenzyl alcohol is commonly used as a reagent to protect hydroxyl groups on alcohols, and phenols. 4-Methoxybenzyl alcohol on condensation with the silanol groups of fumed silica nanoparticles yields modified silica nanoparticles. It undergoes catalytic photooxidation by flavin-zinc(II)-cyclen complex to yield the corresponding benzaldehyde.

Application

4-Methoxybenzyl alcohol was used to study the photocatalytic oxidation of 4-methoxybenzyl alcohol to p-anisaldehyde.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1B

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Selective photocatalytic oxidation of 4-methoxybenzyl alcohol to p-anisaldehyde in organic-free water in a continuous annular fixed bed reactor.
Loddo V, et al.
International Journal of Chemical Reactor Engineering, 5(1) (2007)
Radek Cibulka et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 10(24), 6224-6231 (2004-10-16)
Flavin-zinc(II)-cyclen 10 contains a covalently linked substrate binding site (zinc(II)-cyclen) and a chromophore unit (flavin). Upon irradiation, compound 10 effectively oxidizes 4-methoxybenzyl alcohol (11-OCH3) to the corresponding benzaldehyde both in water and in acetonitrile. In the presence of air, the
Valeria B Arce et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 11(6), 1032-1040 (2012-03-17)
The knowledge of photochemical kinetics in colloidal systems is important in understanding environmental photochemistry on dispersed solid surfaces. As model materials for the chemically sorbed organic compounds present in natural environments, modified silica nanoparticles (NPs) were obtained here by condensation

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