2-Methylhydroquinone Property

Melting point:

128-130 °C(lit.)

Boiling point:

285°C

Density 

1.1006 (rough estimate)

vapor pressure 

0.004Pa at 25℃

refractive index 

1.4922 (estimate)

Flash point:

172 °C

storage temp. 

Store below +30°C.

solubility 

77g/l

pka

pK1:10.03;pK2:11.62 (25°C)

form 

Crystalline Powder

color 

Grayish-white to light beige

Water Solubility 

77 g/L (25 ºC)

BRN 

2041489

Stability:

Stable. Combustible. Incompatible with oxidizing agents, strong bases.

InChIKey

CNHDIAIOKMXOLK-UHFFFAOYSA-N

LogP

0.9 at 27℃

CAS DataBase Reference

95-71-6(CAS DataBase Reference)

NIST Chemistry Reference

1,4-Benzenediol, 2-methyl-(95-71-6)

EPA Substance Registry System

2-Methylhydroquinone (95-71-6)

Safety

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-22

Safety Statements 

26-36

RIDADR 

2811

WGK Germany 

2

RTECS 

MX6700000

Autoignition Temperature

851 °F

TSCA 

Yes

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29072900

Toxicity

LD50 orally in Rabbit: 200 - 400 mg/kg

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

2-Methylhydroquinone Chemical Properties,Usage,Production

Chemical Properties

white solid

Uses

Antioxidant, polymerization inhibitor.

Uses

Methylhydroquinone is used as stabilizer and antioxidant in aerylic monomers to prevent polymerization.

Uses

Methylhydroquinone is a marine fungus metabolite, showing activity as an angiosupressor that interferes with the Akt pathway. Allows for screening of novel inhibitors of angiogenesis.

Definition

ChEBI: A member of the class of hydroquinones that is hydroquinone in which one of the benzene hydrogens has been replaced by a methyl group.

Synthesis Reference(s)

Tetrahedron, 44, p. 1227, 1988 DOI: 10.1016/S0040-4020(01)85902-0
Tetrahedron Letters, 22, p. 2337, 1981 DOI: 10.1016/S0040-4039(01)82900-2

General Description

Methylhydroquinone is produced by the oxidation of o-cresol by the mutants G103S, G103S/A107G, and G103S/A107T.

Flammability and Explosibility

Not classified

Biochem/physiol Actions

Methylhydroquinone (Toluquinol) inhibits the growth of endothelial and tumor cells in culture in the micromolar range and is a promising drug candidate in the treatment of cancer and other angiogenesis-related pathologies.

Purification Methods

Crystallise the quinone from EtOH. [Beilstein 6 IV 5866.]