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2-Methylhydroquinone

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2-Methylhydroquinone Basic information

Product Name:
2-Methylhydroquinone
Synonyms:
  • METHYLHYDROQUINONE
  • 2-METHYLHYDROQUINONE
  • 2-METHYL-1,4-BENZENEDIOL
  • 2,5-DIHYDROXYTOLUENE
  • P-TOLUHYDROQUINOL
  • P-TOLUHYDROQUINONE
  • TOLUHYDROQUINONE
  • 3-METHYL-1,4-DIHYDROXYBENZENE
CAS:
95-71-6
MF:
C7H8O2
MW:
124.14
EINECS:
202-443-7
Product Categories:
  • Building Blocks
  • Chemical Synthesis
  • Anthraquinones, Hydroquinones and Quinones
  • Organic Building Blocks
  • Oxygen Compounds
  • Polyols
  • Intermediates of Dyes and Pigments
  • intermediate
  • bc0001
Mol File:
95-71-6.mol
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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)
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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

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ChEBI: A member of the class of hydroquinones that is hydroquinone in which one of the benzene hydrogens has been replaced by a methyl group.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

Notclassified

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 Preparation Products And Raw materials

Preparation Products

2-MethylhydroquinoneSupplier

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