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PHR1028

Supelco

1,4-Benzoquinone

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

p-Benzoquinone, Quinone

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About This Item

Linear Formula:
C6H4(=O)2
CAS Number:
106-51-4
Molecular Weight:
108.09
Beilstein/REAXYS Number:
773967
EC Number:
203-405-2
MDL number:
MFCD00001591
UNSPSC Code:
12352005
PubChem Substance ID:
329823058
NACRES:
NA.24

grade

certified reference material
pharmaceutical secondary standard

Quality Level

300

agency

traceable to USP 1056504

vapor density

3.73 (vs air)

vapor pressure

0.1 mmHg ( 25 °C)

CofA

current certificate can be downloaded

autoignition temp.

815 °F

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

113-115 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

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 is a cyclic conjugated diketone. It belongs to the class of quinones, naturally occurring in plants, fungi, and bacteria.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Application

These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Analysis Note

These secondary standards offer multi-traceability to the USP, EP (PhEur) and BP primary standards, where they are available.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

Footnote

To see an example of a Certificate of Analysis for this material enter LRAB7811 in the slot below. This is an example certificate only and may not be the lot that you receive.

Recommended products

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

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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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
LRAD4412
LRAD6224
LRAD2279
LRAC5654
LRAB7811

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USP

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Sucrose

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Sigma-Aldrich

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vibrant-m

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TOC-Calibration Kit

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Sigma-Aldrich

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Quinone chemistry and toxicity
Monks JT, et al.
Toxicology and Applied Pharmacology, 112(1), 2-16 (1992)
Rozbeh Baradaran et al.
Nature, 494(7438), 443-448 (2013-02-19)
Complex I is the first and largest enzyme of the respiratory chain and has a central role in cellular energy production through the coupling of NADH:ubiquinone electron transfer to proton translocation. It is also implicated in many common human neurodegenerative
GuangRong Peh et al.
Organic letters, 14(21), 5614-5617 (2012-10-26)
Cyclopropane-substituted allylic ethers react with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone to form oxocarbenium ions with no competitive ring cleavage. This reaction can be used for the preparation of cyclopropane-substituted tetrahydropyrans. The protocol was used as a key step in the total synthesis of the
Takafumi Hasegawa et al.
Journal of neurochemistry, 87(2), 470-475 (2003-09-27)
Oxidized metabolites of dopamine, known as dopamine quinone derivatives, are thought to play a pivotal role in the degeneration of dopaminergic neurons. Although such quinone derivatives are usually produced via the autoxidation of catecholamines, tyrosinase, which is a key enzyme
K Roberg et al.
Free radical biology & medicine, 27(11-12), 1228-1237 (2000-01-21)
Apoptosis was induced in human foreskin fibroblasts by the redox-cycling quinone naphthazarin (5,8-dihydroxy-1,4-naphthoquinone). Most of the cells displayed ultrastructure typical of apoptosis after 8 h of exposure to naphthazarin. Apoptosis was inhibited in fibroblasts pretreated with the cathepsin D inhibitor
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