1128-32-1

Basic information

• Product Name: 4,5-DIMETHOXY-3-HYDROXYTOLUENE
• Synonyms: IRIDOL;4,5-DIMETHOXY-3-HYDROXYTOLUENE;5,6-dimethoxy-m-cresol;2,3-Dimethoxy-5-methylphenol
• CAS NO: 1128-32-1
• Molecular Formula: C₉H₁₂O₃
• Molecular Weight: 168.19
• EINECS: 214-437-1
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives
• Mol File: 1128-32-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 270.9°Cat760mmHg
• Flash Point: 117.6°C
• Appearance: /
• Density: 1.105g/cm³
• Vapor Pressure: 0.004mmHg at 25°C
• Refractive Index: 1.52
• CAS DataBase Reference: 4,5-DIMETHOXY-3-HYDROXYTOLUENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-DIMETHOXY-3-HYDROXYTOLUENE(1128-32-1)
• EPA Substance Registry System: 4,5-DIMETHOXY-3-HYDROXYTOLUENE(1128-32-1)

Safety Data

• Hazardous Substances Data: 1128-32-1(Hazardous Substances Data)

Usage

General Description

4,5-Dimethoxy-3-hydroxytoluene is a chemical compound with the molecular formula C9H12O3. It is also known as 3-Hydroxy-4,5-dimethoxytoluene or HDMT and is a derivative of dimethoxytoluene. It is a white crystalline solid with a slight phenolic odor and is soluble in organic solvents. 4,5-DIMETHOXY-3-HYDROXYTOLUENE is commonly used as a chemical intermediate in the synthesis of various pharmaceuticals, agrochemicals, and fragrance compounds. It is also used as a building block for the synthesis of other organic compounds and plays a role in the production of flavors and perfumes. Additionally, 4,5-Dimethoxy-3-hydroxytoluene has been studied for its potential biological and medicinal properties, including its antioxidant and anti-inflammatory effects.

InChI:InChI=1/C9H12O3/c1-6-4-7(10)9(12-3)8(5-6)11-2/h4-5,10H,1-3H3

Upstream product

• 58185-80-1 5-(2-hydroxy-3,4-dimethoxy-6-methylbenzoyl)valeric acid 
• 99339-45-4 (3-hydroxy-4,5-dimethoxy-phenyl)-acetic acid 
• 78380-78-6 3,4-dimethoxy-5-nitro-toluene 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 6443-69-2 3,4,5-trimethoxytoluene 
• 609-25-6 5-methylpyrogallol 
• 26409-24-5 methyl 3-benzyloxy-4,5-dimethoxybenzoate 
• 848846-95-7 3-bromo-2-methoxy-5-methylphenol acetate 
• 124-41-4 sodium methylate 
• 137639-64-6 3-bromo-2-methoxy-5-methylphenol 
• 152898-30-1 3-benzyloxy-4,5-dimethoxytoluene 
• 1128-31-0 2,3-dimethoxy-5-methylaniline 
• 152898-02-7 4-benzyloxy-2-ethoxy-6-methyl-1,3-benzodioxole 
• 152898-03-8 3-benzyloxy-5-methyl-1,2-benzenediol 

Downstream Products

• 68027-81-6 aspermutarubrol 
• 68278-87-5 cordyol D 
• 81827-49-8 violacerol-II 
• 606-06-4 2-[(E)-3,7-dimethyl-2,6-octadienyl]-5,6-dimethoxy-3-methyl-1,4-benzoquinone 
• 643027-53-6 2-[3-(2,3-dimethoxy-5-methyl-phenoxy)-4,5-dimethoxy-benzyloxy]-tetrahydro-pyran 
• 19672-11-8 3-(5,6-Dimethoxy-3-methyl-phenoxy)-butanon-⁽²⁾ 
• 6443-69-2 3,4,5-trimethoxytoluene 
• 605-94-7 2,3-Dimethoxy-5-methyl-1,4-benzoquinone 

Relevant articles and documents

Difluoromethylthiolation of Phenols and Related Compounds with a HF2CSO2Na/Ph2PCl/Me3SiCl System

A novel HF2CSO2Na/Ph2PCl/Me3SiCl system is disclosed for the late-stage direct difluoromethylthiolation of Csp2 and Csp3 nucleophiles. Difluoromethylthiolation of phenols and naphthols proceeded nicely under this system to regioselectively provide corresponding SCF2H compounds in good yields. Other substrates such as indoles, pyrroles, pyrazoles, enamines, ketones, and β-keto esters were also transformed to corresponding SCF2H products in good yields. The late-stage direct difluoromethylthiolation of a number of natural products and pharmaceutically attractive molecules was also achieved.

New convenient synthesis of iridol. An approach to the synthesis of ubiquinones

A strategy for the synthesis of ubiquinones, in which iridol is the key intermediate, has been developed, together with a new convenient synthesis of iridol (2,3-dimethoxy-5-methylphenol) starting from the easily available 4-methylphenol and using mild conditions and friendly and high-yielding reactions.

Synthesis of crown ethers related to ubiquinones

Crown ethers in which the two methoxy groups of ubiquinone-0 (2,3-dimethoxy-5-methyl-1,4-benzoquinone) are replaced by oligoethylene glycol bridges have been obtained in five straightforward steps in 35-40% overall yield from 5-methylpyrogallol. A Fremy salt oxidation of a phenolic precursor is used in the final step. The further elaboration of crown ether analogues of ubiquinone-2 was achieved by enol geranylation of cyclopentadiene adducts of the former quinones and subsequent retro-Diels-Alder reaction. The Claisen rearrangement of 2,2-dimethoxy-5-methylphenyl allyl ethers and related crown ethers affords ortho- and para-allyl-substituted phenols (3:1) that are oxidized to give bisnorubiquinone derivatives and their ortho-quinone isomers. All new compounds are characterized by high resolution NMR and mass spectrometry.