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168734

Sigma-Aldrich

4,4′-Dihydroxybiphenyl

97%

Synonym(s):

4,4′-Biphenol, 4,4′-Biphenyldiol, 4,4′-Diphenol

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About This Item

Linear Formula:
HOC6H4C6H4OH
CAS Number:
92-88-6
Molecular Weight:
186.21
Beilstein:
1908886
EC Number:
202-200-5
MDL number:
MFCD00002348
UNSPSC Code:
12162002
PubChem Substance ID:
24850252
NACRES:
NA.23

Quality Level

100

Assay

97%

form

powder

mp

280-282 °C (lit.)

SMILES string

Oc1ccc(cc1)-c2ccc(O)cc2

InChI

1S/C12H10O2/c13-11-5-1-9(2-6-11)10-3-7-12(14)8-4-10/h1-8,13-14H

InChI key

VCCBEIPGXKNHFW-UHFFFAOYSA-N

Gene Information

human ... ESR1(2099) , ESR2(2100) , MMP3(4314)

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Application

Used in the preparation of polyether liquid crystals.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H252,H317,H412

Hazard Classifications

Aquatic Chronic 3 - Self-heat. 2 - Skin Sens. 1

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 2

Flash Point(F)

537.8 °F

Flash Point(C)

281 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBL4762
STBK8334
STBJ8890
STBJ3296
STBH7055

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Angewandte Chemie (International Edition in English), 106, 1563-1563 (1994)
J H Golbeck et al.
Journal of bacteriology, 156(1), 49-57 (1983-10-01)
Biphenyl metabolism in Aspergillus toxicarius occurs by successive hydroxylations in the 4- and 4'-positions, followed by conjugation with sulfate to produce 4-hydroxybiphenyl-O-sulfonic acid and 4,4'-dihydroxybiphenyl-O-sulfonic acid. The hydroxylation reactions normally occur only after a prolonged lag period after which the
Jae Kyung No et al.
Biological & pharmaceutical bulletin, 29(1), 14-16 (2006-01-06)
In our previous study, we showed that 4,4'-dihydroxybiphenyl (44'-BP) reduced melanin content via the inhibition of tyrosinase. In the current study, we utilized 44'-BP treated B16 melanoma cells (B16 cells) to measure several key cellular parameters known to be involved
Hydroxylations of biphenyl by fungi.
R V Smith et al.
The Journal of applied bacteriology, 49(1), 65-73 (1980-08-01)
Takumi Yamaguchi et al.
Chemistry, an Asian journal, 2(4), 468-476 (2007-04-19)
Upon complexation with Pd(II) ions, precisely designed strandlike ligands with two tris(3,5-pyridine) units at both terminals were assembled, with the aid of a linear template molecule, into a discrete tubular complex with a length of 3.5 nm. The high stability
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