158348

Sigma-Aldrich

4-(Benzyloxy)phenol

98%

Synonym(s):
Hydroquinone monobenzyl ether, 4-(Phenylmethoxy)phenol
Linear Formula:
C6H5CH2OC6H4OH
CAS Number:
Molecular Weight:
200.23
Beilstein/REAXYS Number:
1958305
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

98%

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.

Packaging

25, 100 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xi

Risk Statement

36-43

Safety Statement

24/25-26-37

RIDADR

NONH for all modes of transport

WGK Germany

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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)
Behrooz Kasraee et al.
Experimental dermatology, 15(7), 509-514 (2006-06-10)
Monobenzylether of hydroquinone (MBEH) has long been utilized for the depigmentation therapy of patients with extensive vitiligo. In this approach, the normally pigmented areas surrounding vitiligo lesions are depigmented to achieve a uniform skin tone. One of the important disadvantages...
Jasper G van den Boorn et al.
PloS one, 5(5), e10626-e10626 (2010-05-26)
Presently melanoma still lacks adequate treatment options for metastatic disease. While melanoma is exceptionally challenging to standard regimens, it is suited for treatment with immunotherapy based on its immunogenicity. Since treatment-related skin depigmentation is considered a favourable prognostic sign during...
L A Rheins et al.
Journal of immunology (Baltimore, Md. : 1950), 136(3), 867-876 (1986-02-01)
The epidermis on the backs or ears of DBA/2 mice treated for 7 days with a 20% concentration of monobenzyl ether of hydroquinone (MBEH) had a significantly greater population density of ATPase- and Ia-positive cells compared with control mice treated...
Jasper G van den Boorn et al.
Pigment cell & melanoma research, 24(4), 673-679 (2011-06-22)
Autoimmune side-effects such as vitiligo regularly occur during melanoma immunotherapy. As vitiligo development is associated with a superior prognosis, the active induction of vitiligo in melanoma patients can be a useful tactic. The potent skin-depigmenting agent monobenzone can be used...

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