Basic information
- CAS
700-13-0- Standard SMILES
Cc1cc(O)c(C)c(C)c1O- InChIKey
AUFZRCJENRSRLY-UHFFFAOYSA-N- Molecular formula
- C9H12O2
- Average molar mass
- 152.19 g/mol
- Monoisotopic mass
- 152.08372962
Overview
2,3,5-trimethylhydroquinone is a member of the class of hydroquinones that is hydroquinone substituted by methyl groups at positions 2, 3 and 5. It is a member of hydroquinones and a methylbenzene.
Names & identifiers
- Preferred name
- Trimethylhydroquinone
- IUPAC
- 2,3,5-trimethylbenzene-1,4-diol
- English name
- Trimethylhydroquinone
- Molecular formula
- C9H12O2
- Molecular weight
- 152.19
Names & synonyms
Trimethylhydroquinone700-13-02,3,5-TrimethylhydroquinonePseudocumohydroquinonepsi-Cumohydroquinone1,4-Benzenediol, 2,3,5-trimethyl-2,3,6-Trimethylhydroquinone2,3,5-Trimethyl-1,4-benzenediol2,3,5-TrimethylquinolDTXSID7052446GSY6340N4ANSC-401617
Show more names
tmhq3,6-dihydroxypseudocumol-Cumoquinol2,3,5- trimethyl-1trimethyl-hydroquinonTrimethylhydroqninone
DTXCID9031018CHEBI:176794RefChem:441842211-838-32,3,5-trimethylbenzene-1,4-diol.psi.-CumohydroquinoneHYDROQUINONE, TRIMETHYL-2,3,5-Trimethyl-benzene-1,4-diol
Database identifiers
- CAS
700-13-0- PubChem CID
- 12785
- DTXSID
DTXSID7052446- ChEMBL
CHEMBL3182864- ChEBI
CHEBI:176794- UNII
Properties
Computed structural properties
- XLogP
- 1.7
- Topological polar surface area
- 40.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 136
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Phenols
SpringerMaterials PropertiesBoiling point
Vapor Pressure0.000204 [mmHg]
Physical DescriptionBeige powder; [Sigma-Aldrich MSDS]
Physicochemical properties
- Melting point
- 169 · 169-172 °C (lit.)
- Boiling point
- 295 °C · 295 °C (759.8513 mmHg)
- Density
- 0.9595 · 0.9595 (rough estimate)
- vapor pressure
- 0 · 0-0.017Pa at 20-50℃
- refractive index
- 1.4464 · 1.4464 (estimate)
- Flash point
- 191 °C · 191 °C
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- 0.1 g/mL, · methanol: 0.1 g/mL, clear
Safety & regulation
GHS classification
GHS Classification
Danger
H315: Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P333+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
This chemical does not meet GHS hazard criteria for 0.6% (1 of 171) of reports.
Danger
H315 (99.4%): Causes skin irritation [Warning Skin corrosion/irritation]
Hazard information
Regulatory Information
Chemical: 1,4-Benzenediol, 2,3,5-trimethyl-
Status: Active Update: 04-04-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/27694
1,4-Benzenediol, 2,3,5-trimethyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazards Summary
Causes burns or irritation to rabbit skin; A severe eye irritant in rabbits; A skin sensitizer in guinea pig skin painting test; [IUCLID] Danger of skin sensitization; [MAK] Causes corneal damage, other cardiac changes, and emphysema in inhalation lethal-concentration studies of rats; [RTECS] An irritant that may cause serious eye injury; May cause skin sensitization; Harmful by inhalation; [Sigma-Aldrich MSDS] See Hydroquinone.
Hazard Classes and Categories
Skin Irrit. 2 (99.4%)
Acute toxicity - category 4
Acute toxicity (Inhalation: Dusts and mists) - Category 4
Acute Tox. 4 *
Toxicology
Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
Chemistry & industry
Uses & manufacturing
UsesReducing agent. [ChemIDplus] Used to make fine chemicals; [ExPub: ECHA REACH Registrations]
General Manufacturing Information1,4-Benzenediol, 2,3,5-trimethyl-: ACTIVE
Applications
UsesThe product is main ring of vitamin E, it can condensation with isophytol to get vitamin E. Organic intermediates, pharmaceutical intermediates, it can be used for the synthesis of VE.
UsesTrimethylhydroquinone is used for synthesizing vitamin E and used as medical intermediate.
UsesTrimethylhydroquinone is a key precursor for the synthesis of tocopherols (vitamin E) and (±)-madindolines.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
154 records
Compound notes
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