112968

Methylhydroquinone

99%

• Synonym(s): Toluhydroquinone
• Linear Formula: CH₃C₆H₃-1,4-(OH)₂
• CAS Number: 95-71-6
• Molecular Weight: 124.14
• UNSPSC Code: 12352100
• NACRES: NA.22
• PubChem Substance ID: 24847123
• EC Number: 202-443-7
• Beilstein/REAXYS Number: 2041489
• MDL number: MFCD00002345
• Assay: 99%
• Form: solid

Properties

• Quality Segment: 100
• assay: 99%
• form: solid
• autoignition temp.: 851 °F
• mp: 128-130 °C (lit.)
• SMILES string: Cc1cc(O)ccc1O
• InChI: 1S/C7H8O2/c1-5-4-6(8)2-3-7(5)9/h2-4,8-9H,1H3
• InChI key: CNHDIAIOKMXOLK-UHFFFAOYSA-N

Description

General description

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

Application

Methylhydroquinone can be used as a reactant to prepare:

• A semiflexible thermotropic polyester via polycondensation reaction with 4,4′-sebacoyldioxydibenzoyl chloride.
• A sesquiterpene (±)-helibisabonol A.
• poly{hexakis[(methyl)(4-hydroxyphenoxy)]cyclotriphosphazene} by reacting with hexachlorocyclotriphosphazene.
• 6-Hydroxy-4,7-dimethyl-2H-1-benzopyran-2-one by treating with ethyl acetoacetate in the presence of H₂SO₄ as a catalyst.

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.

Safety Information

• Pictograms: GHS05,GHS07,GHS09
• Signal Word: Danger
• Hazard Codes: H314,H317,H335,H410
• Precautionary Statements: P260 - P271 - P273 - P280 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1A - Skin Sens. 1 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class: 8A - Combustible corrosive hazardous materials
• WGK: WGK 2
• Flash Point (°F): 341.6 °F - closed cup
• Flash Point (°C): 172 °C - closed cup
• PPE (personal protective equipment): dust mask type N95 (US), Eyeshields, Faceshields, Gloves