CAS 106-51-4 1,4-Benzoquinone, 99% - Catalysts / Alfa Chemistry

Synonyms

CCRIS 933; 1,4-Diossibenzene; SR-01000075705-1; 1,4-Benzoquinone, Pharmaceutical Secondary Standard; Chinon(DUTCH, GERMAN); 6402-EP2270505A1; 73907-EP2275469A1; SCHEMBL18103; CCG-204215; cyclohexa-2,5-diene-1,4-dione;

IUPAC Name

cyclohexa-2,5-diene-1,4-dione;

Molecular Weight

108.096g/mol

Molecular Formula

C6H4O2;C6H4O2;

Canonical SMILES

C1=CC(=O)C=CC1=O;

InChI

InChI=1S/C6H4O2/c7-5-1-2-6(8)4-3-5/h1-4H;

InChI Key

AZQWKYJCGOJGHM-UHFFFAOYSA-N;

Melting Point

240.3 ° F (NTP, 1992);115.7°C;115.7 DEG C;115.7°C;116 °C;240°F;

Density

1.318 at 68 ° F (USCG, 1999);1.318 AT 20 DEG C/4 DEG C;Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.0;1.32;

Solubility

Slightly soluble (NTP, 1992);SOL IN ALKALIES, HOT PETROLEUM ETHER;> 10% in ether;> 10% in ethanol;Water solubility = 1.113X10+4 mg/l @ 18 deg C;11.1 mg/mL at 18 °C;Solubility in water: poor;Slight;

Storage

2-8°C

Color Form

YELLOW MONOCLINIC PRISMS FROM WATER OR PETROLEUM ETHER;Greenish-yellowish solid;Pale-yellow solid.;

Complexity

149

Covalently-Bonded Unit Count

EC Number

203-405-2

Exact Mass

108.021g/mol

H-Bond Acceptor

Heavy Atom Count

ICSC Number

0779

Monoisotopic Mass

108.021g/mol

NSC Number

36324

Odor

PENETRATING ODOR RESEMBLING THAT OF CHLORINE;Acrid, chlorine-like odor.;

Other Experimental

SUBLIMES; DIPOLE MOMENT: 0.67;CONVERSION FACTORS: 1 MG/L IS EQUIVALENT TO 226.4 PPM & 1 PPM IS EQUIVALENT TO 0.00442 MG/L AT 25 DEG C, 760 MM HG;Ionization potential: 9.67 eV;Heat of fusion: 40.97 cal/g;Heat of sublimation: 15.00 kcal/mol @ 298 deg K;IR: 1300 (Documentation of Molecular Spectroscopy Collection) /1,2-Benzoquinone/;UV: 3-56 (Organic Electronic Spectral Data, Phillips et al, John Wiley & Sons, New York) /1,2-Benzoquinone/;MASS: 333 (Atlas of Mass Spectral Data, John Wiley & Sons, New York) /1,2-Benzoquinone/;Liquid molar volume = 0.099191 cu m/kmol (determined at triple point);IG Heat of Formation = -1.2290X10+8 J/kmol;Heat of fusion at melting point = 1.845X10+7 J/kmol;

RTECS Number

DK2625000

Stability

May darken on standing.;

Topological Polar Surface Area

34.1A^2

UNII

3T006GV98U

UN Number

2587

Vapor Pressure

0.1 mm Hg at 77 ° F (NIOSH, 2016);0.09 mmHg;0.1 MM HG AT 25 DEG C;Vapor pressure, Pa at 20 °C: 12;(77°F): 0.1 mmHg;

Application

1,4-Benzoquinone, a yellow crystalline solid with a pungent odor, serves multiple purposes across various industries. As a fundamental structure of quinonoid compounds, it is integral to many biological functions and is found naturally in bacteria, plants, and arthropods. This compound is primarily used in hydroquinone production and functions as a chemical intermediate, polymerization inhibitor, and oxidizing agent. It is prevalent in the dye, textile, chemical, tanning, and cosmetic industries. Its applications extend to synthesizing rubber accelerators, dyes, fungicides, and photography chemicals, as well as making gelatin insoluble and strengthening animal fibers. In the realm of synthetic organic chemistry, 1,4-Benzoquinone is employed in Diels-Alder reactions, acting as a dienophile and facilitating tautomerization processes that highlight its versatility. Additionally, it serves as a precursor in photography and as a reducing agent and antioxidant in rubber production, despite its potential hazards upon exposure.

December 16, 2024

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