B10358

p-Benzoquinone

reagent grade, ≥98%

• Synonym(s): Quinone
• 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: 57653913
• NACRES: NA.21

Properties

• biological source: synthetic
• Quality Level: 200
• grade: reagent grade
• vapor density: 3.73 (vs air)
• vapor pressure: 0.1 mmHg ( 25 °C)
• assay: ≥98%
• form: powder or crystals
• autoignition temp.: 815 °F
• greener alternative product characteristics: Catalysis; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• mp: 113-115 °C (lit.)
• solubility: water: soluble 14.7 g/L at 20 °C
• storage temp.: room temp
• 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
• Gene Information: human ... ACHE(43) , BCHE(590) , CES1(1066)

Description

General description

p-Benzoquinone (PBQ) is a cyclic conjugated diketone. Its high-resolution photoelectron spectrum has been reported. The visible and near ultraviolet spectra of PBQ have been recorded and analyzed. Its addition as coagent has been reported to enhance the crosslinking rate of polypropylene initiated by the pyrolysis of peroxides. Its impact on hemoglobin (Hb) has been investigated based on immunoblots and mass spectral analysis of a smoker′s blood.

Free radical inhibitor

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Application

p-Benzoquinone may be used to form benzofuranone derivatives on reacting with anilides of β-aminocrotonic acids via Nenitzescu reaction.

Dienophile employed in Diels-Alder cycloadditions to form naphthoquinones, and 1,4-phenanthrenediones.

Oxidant used in first step of greener amine synthesis from terminal olefins by Wacker oxidation followed by transfer hydrogenation of the resultant imine.

Formal anti-Markovnikov hydroamination of terminal olefins

Safety Information

• pictograms: GHS02,GHS06,GHS08,GHS05,GHS09
• signalword: Danger
• hcodes: H228,H301 + H331,H314,H317,H335,H341,H410
• pcodes: P210 - P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• 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
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges