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HomeProduct name list2-Methylhydroquinone

2-Methylhydroquinone

Synonym(s):2,5-Dihydroxytoluene, Toluhydroquinone;2-Methylhydroquinone;Toluhydroquinone

  • CAS NO.:95-71-6
  • Empirical Formula: C7H8O2
  • Molecular Weight: 124.14
  • MDL number: MFCD00002345
  • EINECS: 202-443-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-04 13:44:46
2-Methylhydroquinone Structural

What is 2-Methylhydroquinone?

Chemical properties

white solid

The Uses of 2-Methylhydroquinone

Antioxidant, polymerization inhibitor.

The Uses of 2-Methylhydroquinone

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

The Uses of 2-Methylhydroquinone

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ChEBI: A member of the class of hydroquinones that is hydroquinone in which one of the benzene hydrogens has been replaced by a methyl group.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

Properties of 2-Methylhydroquinone

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
form  Crystalline Powder
pka pK1:10.03;pK2:11.62 (25°C)
color  Grayish-white to light beige
Water Solubility  77 g/L (25 ºC)
BRN  2041489
Stability: Stable. Combustible. Incompatible with oxidizing agents, strong bases.
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 for 2-Methylhydroquinone

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H312:Acute toxicity,dermal
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for 2-Methylhydroquinone

InChIKey CNHDIAIOKMXOLK-UHFFFAOYSA-N

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