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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/REAXYS Number:
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.

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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

4.1B - Flammable solid hazardous materials

wgk_germany

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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Total organic carbon
United States Pharmacopeia/National Formulary, 45(6), 6867-6867 (2021)
1,4-Benzoquinone
United States Pharmacopeia/National Formulary, 6079-6079 (2013)
Electrochemical detoxification of a 1, 4-benzoquinone solution in wastewater treatment.
Pulgarin, Cesar, et al.
Water Research, 28.4, 887-893 (1994)
Aromatic alcohols and carbonyl compounds
Smith PWG and Tatchell AR
Aromatic Chemistry (2016)
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

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