Methylhydroquinone
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Basic information
- CAS
95-71-6- Standard SMILES
Cc1cc(O)ccc1O- InChIKey
CNHDIAIOKMXOLK-UHFFFAOYSA-N- Molecular formula
- C7H8O2
- Average molar mass
- 124.14 g/mol
- Monoisotopic mass
- 124.0524295
Overview
Toluquinol is a member of the class of hydroquinones that is hydroquinone in which one of the benzene hydrogens has been replaced by a methyl group. It has a role as an angiogenesis inhibitor, an anti-inflammatory agent and a Penicillium metabolite.
Names & identifiers
- Preferred name
- Methylhydroquinone
- IUPAC
- 2-methylbenzene-1,4-diol
- English name
- 2-Methylhydroquinone
- Molecular formula
- C7H8O2
- Molecular weight
- 124.14
Names & synonyms
Methylhydroquinone95-71-62-Methylhydroquinone2-methylbenzene-1,4-diol2,5-DihydroxytolueneToluhydroquinonep-ToluhydroquinoneToluquinolp-Toluquinolp-ToluhydroquinolTolylhydroquinone2,5-Toluenediol
Show more names
THQ
2-Methyl-1,4-benzenediol1,4-Benzenediol, 2-methyl-1,4-Dihydroxy-2-methylbenzene2-Methyl-1,4-hydroquinoneDTXSID4020876332W51E0OCNSC-4962DTXCID00876
Database identifiers
- CAS
95-71-6- PubChem CID
- 7253
- DTXSID
DTXSID4020876- ChEMBL
CHEMBL450917- ChEBI
CHEBI:133842- UNII
- 332W51E0OC
- EC Number
- 202-443-7
- Nikkaji
- J4.712K
Properties
Computed structural propertiesFilling in
- XLogP
- 1
- Topological polar surface area
- 40.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 92.9
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Phenols
Vapor Pressure0.0028 [mmHg]
Physical Description
Dry Powder
Off-white solid with a slight odor; [Eastman Chemical MSDS]
Physicochemical properties
- Melting point
- 128 · 128-130 °C(lit.)
- Boiling point
- 285 °C · 285°C
- Density
- 1.1006 · 1.1006 (rough estimate)
- vapor pressure
- 0.004 Pa · 0.004Pa at 25℃
- refractive index
- 1.4922 · 1.4922 (estimate)
- Flash point
- 172 °C · 172 °C
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- 77 g/l · 77g/l
- pka
- 1 · pK1:10.03;pK2:11.62 (25°C)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 1.1% (5 of 467) of reports.
Danger
H302 (94%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P318, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 467 reports by companies from 28 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 1,4-Benzenediol, 2-methyl-
1,4-Benzenediol, 2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,4-Benzenediol, 2-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 05-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/27614
Methylhydroquinone: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryA skin and eye irritant; Dust causes eye and respiratory tract irritation; Harmful by ingestion; [Eastman Chemical MSDS] See Hydroquinone.
Hazard Classes and CategoriesAcute Tox. 4 (94%)
Safety data
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- MX6700000
Chemistry & industry
Uses & manufacturing
UsesUsed as an inhibitor; [Eastman Chemical MSDS]
U.S. Production2023: 22,046 lb
Industry UsesCorrosion inhibitor
General Manufacturing Information
All Other Chemical Product and Preparation Manufacturing
1,4-Benzenediol, 2-methyl-: ACTIVE
Applications
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.
General DescriptionMethylhydroquinone is produced by the oxidation of o-cresol by the mutants G103S, G103S/A107G, and G103S/A107T.
Upstream & downstream products
Downstream products
Related reactions
67 records
Compound notes
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