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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
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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.[1]

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)
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
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
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
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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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