1,4-Benzoquinone CAS#106-51-4
CAS Number: 106-51-4
Chemical Formula: C6H4O2
Synonyms:
quinone(p-benzoquinone)
1,4-Benzoquine
1,4-Cyclohexadiene dioxide
MOQ (Minimum Order Quantity): 1 FCL (Full Container Load)
Appearance: Green Powder
1,4-Benzoquinone CAS#106-51-4
Quinone (p-benzoquinone) exists as a large yellow, monoclinic prism with an irritating odour resembling that of chlorine. Quinone is extensively used as a chemical intermediate, a polymerisation inhibitor, an oxidising agent, a photographic chemical, a tanning agent, and a chemical reagent. Quinone (p-benzoquinone) was first produced commercially in 1919 and has since been manufactured in several European countries. Its major use is in hydroquinone production, but it is also used as a polymerisation inhibitor and as an intermediate in the production of a variety of substances, including rubber accelerators and oxidising agents. It is used in the dye, textile, chemical, tanning, and cosmetic industries. In chemical synthesis for hydroquinone and other chemicals, quinone is used as an intermediate. It is also used in the manufacturing industries and chemical laboratory associated with protein fibre, photographic film, hydrogen peroxide, and gelatin making. Occupational exposure to quinone may occur in the dye, textile, chemical, tanning, and cosmetic industries. Inhalation exposure to quinone may occur from tobacco smoke.
1,4-Benzoquinone Chemical Properties |
Melting point | 113-115 °C(lit.) |
Boiling point | 293°C |
bulk density | 700kg/m3 |
density | 1.31 |
vapor density | 3.73 (vs air) |
vapor pressure | 0.1 mm Hg ( 25 °C) |
refractive index | n20/D 1.453 |
Fp | 38°C |
storage temp. | room temp |
solubility | 10g/l |
pka | 7.7 |
form | Powder |
color | Yellow to green |
Odor | irritant odor |
PH | 4 (1g/l, H2O, 20℃) |
biological source | synthetic |
Water Solubility | 10 g/L (25 ºC) |
Merck | 14,8074 |
BRN | 773967 |
Exposure limits | TLV-TWA 0.4 mg/m3 (0.1 ppm); STEL 1.2 mg/m3 (0.3 ppm) (ACGIH); IDLH 75 ppm (NIOSH). |
Stability: | Stable, but light sensitive. Incompatible with strong oxidizing agents. Flammable. |
InChI | 1S/C6H4O2/c7-5-1-2-6(8)4-3-5/h1-4H |
InChIKey | AZQWKYJCGOJGHM-UHFFFAOYSA-N |
SMILES | O=C1C=CC(=O)C=C1 |
LogP | 0.1-0.3 at 23℃ and pH4.8-5.3 |
CAS DataBase Reference | 106-51-4(CAS DataBase Reference) |
NIST Chemistry Reference | p-Benzoquinone(106-51-4) |
IARC | 3 (Vol. 15, Sup 7, 71) 1999 |
EPA Substance Registry System | Quinone (106-51-4) |
Safety Information |
Hazard Codes | T,N,Xn,F |
Risk Statements | 23/25-36/37/38-50-20/21/22-11 |
Safety Statements | 26-28-45-61-28A-23-16 |
RIDADR | UN 2587 6.1/PG 2 |
OEB | C |
OEL | TWA: 0.4 mg/m3 (0.1 ppm) |
WGK Germany | 3 |
RTECS | DK2625000 |
F | 8 |
Autoignition Temperature | 815 °F |
TSCA | TSCA listed |
HS Code | 2914 69 80 |
HazardClass | 6.1 |
PackingGroup | II |
Storage Class | 4.1B - Flammable solid hazardous materials |
Hazard Classifications | Acute Tox. 3 Inhalation |
Hazardous Substances Data | 106-51-4(Hazardous Substances Data) |
Toxicity | LD50 orally in rats: 130 mg/kg (Woodard) |
IDLA | 100 mg/m3 |
Product Application of 1,4-Benzoquinone CAS#106-51-4
p-Benzoquinone is used as a dienophile in Diels-Alder cycloadditions to prepare naphthoquinones and 1,4-phenanthrenediones. It acts as a dehydrogenation reagent and an oxidizer in synthetic organic chemistry. In the Thiele-Winter reaction, it is involved in the preparation of triacetate of hydroxyquinol by reacting with acetic anhydride and sulfuric acid. It is also used in the synthesis of bromadol and to suppress double- bond migration during olefin metathesis reactions. It is used as a precursor to hydroquinone which finds application in photography and as a reducing agent and an antioxidant in rubber production.
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