8.02410

p-Benzoquinone

for synthesis

• Synonym(s): p-Benzoquinone, p-Quinone, 1,4-Benzoquinone, 1,4-Cyclohexadiene-3,6-dione
• Empirical Formula (Hill Notation): C₆H₄O₂
• CAS Number: 106-51-4
• Molecular Weight: 108.09
• UNSPSC Code: 12352115
• EC Index Number: 203-405-2
• NACRES: NA.22
• MDL number: MFCD00001591

Properties

• vapor pressure: 0.12 hPa ( 20 °C)
• Quality Segment: 200
• form: solid
• autoignition temp.: 560 °C
• potency: 130 mg/kg LD₅₀, oral (Rat)
• pH: 4 (20 °C, 1 g/L in H₂O)
• mp: 110-113 °C
• solubility: 10 g/L
• density: 1.32 g/cm³ at 20 °C
• bulk density: 700 kg/m³
• storage temp.: 2-30°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

Description

Application

p-Benzoquinone can be used as:

• A free-radical inhibitor.
• A catalyst to synthesize highly site-selective N1-alkylated benzotriazoles by N1-alkylation of benzotriazoles with diazo compounds.
• A hydrogen acceptor and two electron oxidant in Pd-catalyzed Wacker oxidation of aryl olefins aldehydes.
• A redox mediator in Pd-catalyzed anaerobic electrooxidative homocoupling of aryl-boron derivatives.

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: WGK 3
• flash_point_f: 170.6 °F - closed cup
• flash_point_c: 77 °C - closed cup