2-Methylhydroquinone Chemical Properties

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 Information

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

MSDS

• Language:English Provider:2,5-Dihydroxytoluene
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2-Methylhydroquinone Usage And Synthesis

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ChEBI: A member of the class of hydroquinones that is hydroquinone in which one of the benzene hydrogens has been replaced by a methyl group.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

2-Methylhydroquinone(95-71-6)Related Product Information

• Methyl acrylate
• Kresoxim-methyl
• Paraquat dichloride
• Methyl acetate
• o-Xylene
• Acetonitrile
• Basic Violet 1
• 3,5-Dihydroxybenzoic acid
• Methylparaben
• m-Xylene
• Butylated Hydroxytoluene
• Methanol
• Xylene
• Methyl
• 1,4-Dihydroxyanthraquinone
• tert-Butylhydroquinone
• Trimethylhydroquinone
• 5,8-Dihydroxy-1,4-naphthoquinone