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USP

1,4-Benzoquinone

United States Pharmacopeia (USP) Reference Standard

Synonym(s):

p-Benzoquinone, ,5-Cyclohexadiene-1,4-dione, Quinone

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About This Item

Linear Formula:
C6H4(=O)2
CAS Number:
Molecular Weight:
108.09
Beilstein:
773967
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

pharmaceutical primary standard

vapor density

3.73 (vs air)

vapor pressure

0.1 mmHg ( 25 °C)

autoignition temp.

815 °F

manufacturer/tradename

USP

mp

113-115 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

SMILES string

O=C1C=CC(=O)C=C1

InChI

1S/C6H4O2/c7-5-1-2-6(8)4-3-5/h1-4H

InChI key

AZQWKYJCGOJGHM-UHFFFAOYSA-N

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General description

1,4-Benzoquinone, also known as para-quinone, is a benzene derivative with cyclic dienedione structure.

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets, have been developed and issued under the Authority of the issuing Pharmacopoeia.

1,4-Benzoquinone is a dark yellow powder having a green cast. It is slightly soluble in water and soluble in alcohol, in ether, and in fixed alkali solutions. It may darken on standing.

Application

The USP pharmaceutical reference standard is intended for use in analytical or laboratory applications as specified in USP compendia.

Also ideal for use as a primary reference standard in the following tests or assays according to USP General Chapter <11>:

  • pure steam
  • water for injection
  • sterile water for inhalation
  • sterile water for injection
  • sterile water for irrigation
  • purified water
  • sterile purified water
  • water for hemodialysis
  • <643>total organic carbon

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

related product

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Flam. Sol. 1 - Muta. 2 - Skin Corr. 1B - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flash Point(F)

170.6 °F - closed cup

Flash Point(C)

77 °C - closed cup


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Electrochemical detoxification of a 1, 4-benzoquinone solution in wastewater treatment.
Pulgarin, Cesar, et al.
Water Research, 28.4, 887-893 (1994)
Total organic carbon
United States Pharmacopeia/National Formulary, 45(6), 6867-6867 (2021)
Rajaram Venkatesan et al.
Nature communications, 5, 4805-4805 (2014-09-10)
Mitochondrial fatty acid synthesis (mtFAS) is essential for respiratory growth in yeast and mammalian embryonic survival. The human 3-ketoacyl-acyl carrier protein (ACP) reductase (KAR) of mtFAS is a heterotetrameric α2β2-assembly composed of 17β-hydroxysteroid dehydrogenase type-8 (HSD17B8, α-subunit) and carbonyl reductase
Hui Dong et al.
Chemico-biological interactions, 212, 47-55 (2014-02-08)
Our previous study has demonstrated that PCB quinone is cytotoxic in HepG2 cells (Toxicology in Vitro 26 (2012) 841-848). However, it is not clear whether PCB quinone is also carcinogenic (or mutagenic). In the current study, we investigated the genotoxicity
Oliver Karge et al.
Biochimica et biophysica acta, 1837(10), 1625-1634 (2014-07-27)
The functional or regulatory role of long-distance interactions between protein surface and interior represents an insufficiently understood aspect of protein function. Cationic screening of surface charges determines the morphology of thylakoid membrane stacks. We show that it also influences directly

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