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USP

1,4-Benzoquinone

United States Pharmacopeia (USP) Reference Standard

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Synonym(s):
p-Benzoquinone, ,5-Cyclohexadiene-1,4-dione, Quinone
Linear Formula:
C6H4(=O)2
CAS Number:
106-51-4
Molecular Weight:
108.09
Beilstein:
773967
MDL number:
MFCD00001591
UNSPSC Code:
41116107
PubChem Substance ID:
329748905
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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Signal Word

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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

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Regulatory Information

危险化学品

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