ChemicalBook Product Catalog Organic Chemistry Hydrocarbons and derivatives Aromatic hydrocarbons 2-Methylhydroquinone

2-Methylhydroquinone

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;95-71-6
Mol File:95-71-6.mol
2-Methylhydroquinone Structure
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)
Fp 172 °C
storage temp. Store below +30°C.
solubility 77g/l
pkapK1:10.03;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.
InChIKeyCNHDIAIOKMXOLK-UHFFFAOYSA-N
LogP0.9 at 27℃
CAS DataBase Reference95-71-6(CAS DataBase Reference)
NIST Chemistry Reference1,4-Benzenediol, 2-methyl-(95-71-6)
EPA Substance Registry System2-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 Temperature851 °F
TSCA Yes
HazardClass 6.1(b)
PackingGroup III
HS Code 29072900
ToxicityLD50 orally in Rabbit: 200 - 400 mg/kg
MSDS Information
ProviderLanguage
2,5-Dihydroxytoluene English
SigmaAldrich English
ACROS English
ALFA English
2-Methylhydroquinone Usage And Synthesis
Chemical Propertieswhite solid
UsesAntioxidant, polymerization inhibitor.
UsesMethylhydroquinone is used as stabilizer and antioxidant in aerylic monomers to prevent polymerization.
UsesMethylhydroquinone is a marine fungus metabolite, showing activity as an angiosupressor that interferes with the Akt pathway. Allows for screening of novel inhibitors of angiogenesis.
DefinitionChEBI: A member of the class of hydroquinones that is hydroquinone in which one of the benzene hydrogens has been replaced by a methyl group.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 DescriptionMethylhydroquinone is produced by the oxidation of o-cresol by the mutants G103S, G103S/A107G, and G103S/A107T.
Flammability and ExplosibilityNotclassified
Biochem/physiol ActionsMethylhydroquinone (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 MethodsCrystallise the quinone from EtOH. [Beilstein 6 IV 5866.]
2-Methylhydroquinone Preparation Products And Raw materials
Preparation Products2,5-Dimethoxybenzylamine-->3-Methyl-4-nitrophenol-->Benzoic acid, 4-[4-[(1-oxo-2-propenyl)oxy]butoxy]-, 2-Methyl-1,4-phenylene ester-->2,5-DIMETHOXY-4-METHYLBENZALDEHYDE-->1,4-BENZENEDIETHANOL-->3,4-Dimethoxytoluene-->2,5-Di(Methoxy-d3)-4-Methylbenzaldehyde-->1,4-BIS-[4-(6-ACRYLOYLOXYHEXYLOXY)BENZOYLOXY]-2-METHYLBENZENE-->1,4-Bis-[4-(3-acryloyloxypropyloxy)benzoyloxy]-2-methylbenzene
Methylparaben tert-Butylhydroquinone Paraquat dichloride Methyl Trimethylhydroquinone 5-Methoxysalicylic acid Orcinol o-Xylene Acetonitrile 2-Methylhydroquinone m-Xylene Basic Violet 1 Kresoxim-methyl 3,5-Dihydroxybenzoic acid Methanol Butylated Hydroxytoluene Methyl acrylate Methyl acetate
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