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MilliporeSigma

168734

4,4′-Dihydroxybiphenyl

97%

Synonym(s):

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

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25 G

$132.00

100 G

$392.00

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About This Item

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

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InChI key

VCCBEIPGXKNHFW-UHFFFAOYSA-N

InChI

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

SMILES string

Oc1ccc(cc1)-c2ccc(O)cc2

assay

97%

form

powder

mp

280-282 °C (lit.)

Quality Level

Gene Information

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1 of 4

This Item
96738693014BCR297
assay

97%

assay

≥95.0% (H-NMR)

assay

-

assay

-

mp

280-282 °C (lit.)

mp

-

mp

-

mp

-

form

powder

form

crystals

form

powder

form

-

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

-

Gene Information

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

Gene Information

-

Gene Information

-

Gene Information

-

Application

Used in the preparation of polyether liquid crystals.[1]

pictograms

FlameExclamation mark

signalword

Warning

Hazard Classifications

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

Storage Class

4.2 - Pyrophoric and self-heating hazardous materials

wgk

WGK 2

flash_point_f

537.8 °F

flash_point_c

281 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
Rainer-B Volk et al.
Microbiological research, 161(2), 180-186 (2006-01-24)
The antimicrobial activity of two cyanobacterial exometabolites, norharmane (9H-pyrido(3,4-b)indole) and 4,4'-dihydroxybiphenyl, was determined in suspension assays. Good anticyanobacterial activities (concentrations of 8-80 microg ml(-1)) and moderate antibacterial (16-160 microg ml(-1)) and antifungal (32-40 microg ml(-1)) activities were found for both
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)

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    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/418/501/product-dating-information-06-25-mk.pdf

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  2. 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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