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158348

Sigma-Aldrich

4-(Benzyloxy)phenol

98%

Synonym(s):

4-(Phenylmethoxy)phenol, Hydroquinone monobenzyl ether

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About This Item

Linear Formula:
C6H5CH2OC6H4OH
CAS Number:
103-16-2
Molecular Weight:
200.23
Beilstein/REAXYS Number:
1958305
EC Number:
203-083-3
MDL number:
MFCD00002333
UNSPSC Code:
12352100
PubChem Substance ID:
24849729
NACRES:
NA.22

assay

98%

form

solid

mp

119-120 °C (lit.)

SMILES string

Oc1ccc(OCc2ccccc2)cc1

InChI

1S/C13H12O2/c14-12-6-8-13(9-7-12)15-10-11-4-2-1-3-5-11/h1-9,14H,10H2

InChI key

VYQNWZOUAUKGHI-UHFFFAOYSA-N

Gene Information

human ... TYR(7299)
rat ... Ar(24208)

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Application

4-(Benzyloxy)phenol was used in the synthesis of bis(4-benzyloxyphenoxy)phenyl phosphine oxide. It was also used in the preparation of series of hetaryl-azophenol dyes via heterocyclic amines in nitrosyl sulphuric acid.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317,H319

Hazard Classifications

Eye Irrit. 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

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Synthesis, spectral properties, biological activity and application of new 4-(benzyloxy) phenol derived azo dyes for polyester fiber dyeing.
Yousefi H, et al.
Journal of Molecular Liquids, 180, 51-58 (2013)
Jasper G van den Boorn et al.
The Journal of investigative dermatology, 131(6), 1240-1251 (2011-02-18)
In this study, we report the previously unknown mechanism of inducing robust anti-melanoma immunity by the vitiligo-inducing compound monobenzone. We show monobenzone to increase melanocyte and melanoma cell immunogenicity by forming quinone-haptens to the tyrosinase protein and by inducing the
Contact hypersensitivity to monobenzyl ether of hydroquinone used to treat vitiligo.
C C Lyon et al.
Contact dermatitis, 39(3), 132-133 (1998-10-15)
M D Njoo et al.
Archives of dermatology, 135(12), 1514-1521 (1999-12-22)
To develop and introduce evidence-based guidelines for the treatment of vitiligo in children and in adults. Patients, residents, and dermatologists from the Department of Dermatology, Academic Medical Center, University of Amsterdam, and the Netherlands Institute for Pigmentary Disorders in Amsterdam.
Synthesis, characterization and thermal degradation of functional benzoxazine monomers and polymers containing phenylphosphine oxide.
Choi S-W, et al.
Polymer Degradation and Stability, 91(5), 1166-1178 (2006)
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