608-43-5

Basic information

• Product Name: 2,3-Dimethylhydroquinone
• Synonyms: DIMETHYLHYDROQUINONE,2,3-;TIMTEC-BB SBB007823;2,3-Dimethylhydroquinone99%;DIMETHYLHYDROQUINONE,2,3-(RG);2,3-DI-METHYL-HYDROQUINOL;3,6-Dihydroxy-o-xylene;2,3-DiMethylhydroquinone, 99% 5GR;2,3-DiMethyl-p-hydro-quinone
• CAS NO: 608-43-5
• Molecular Formula: C₈H₁₀O₂
• Molecular Weight: 138.16
• EINECS: 215-317-1
• Product Categories: Anthraquinones, Hydroquinones and Quinones;Polymer Additives;Polymer Science;Stabilizers
• Mol File: 608-43-5.mol
• Article Data: 11

Chemical Properties

• Melting Point: 223-225 °C(lit.)
• Boiling Point: 193.57°C (rough estimate)
• Flash Point: 145.4 °C
• Appearance: White to off-white/Powder
• Density: 1.0340 (rough estimate)
• Vapor Pressure: 0.00111mmHg at 25°C
• Refractive Index: 1.4698 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 10.85±0.23(Predicted)
• Water Solubility: Slightly soluble in water
• Stability: Stable. Incompatible with strong oxidizing agents.
• BRN: 636976
• CAS DataBase Reference: 2,3-Dimethylhydroquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Dimethylhydroquinone(608-43-5)
• EPA Substance Registry System: 2,3-Dimethylhydroquinone(608-43-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• F: 8-9-23
• Hazardous Substances Data: 608-43-5(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 608-43-5 differently. You can refer to the following data:
1. 2,3-Xylohydroquinone is a useful synthetic intermediate. It was used in the synthesis of mycophenolic acid analogs with IMP dehydrogenase-inhibiting activities. It is a metabolite of butylamino(dimethylphenoxy)propanol, a new adrenergic β-blocking agent.
2. 2,3-Dimethylhydroquinone can be used as an antioxidant for lipid peroxidation. It is also used in the synthesis of benzofuran-5-ols which can further be utilized as antifungal agents in biological applications.

General Description

2,3-Dimethylhydroquinone is an alkyl p-hydroquinone that can be used as a chain breaking antioxidant and an electron donor for redox intermediates. It acts as an antioxidant due to its characteristic to terminate kinetic chains on reaction with peroxy radicals.

InChI:InChI=1/C8H10O2/c1-5-6(2)8(10)4-3-7(5)9/h3-4,9-10H,1-2H3

Upstream product

• 526-86-3 2,3-dimethyl-1,4-benzoquinone 
• 6452-89-7 2,3-Di--hydrochinon-tetra-O-acetat 
• 56-23-5 tetrachloromethane 
• 64-17-5 ethanol 
• 58661-08-8 6-hydroxy-5,6-dimethyl-cyclohexa-2,4-dienone 
• 108-24-7 acetic anhydride 
• 16963-13-6 2-Methyl-6-acetoxy-cyclohexen-⁽²⁾-on 
• 1121-18-2 2-methyl-2-cyclohexen-1-one 
• 869163-88-2 2,3-dimethyl-cyclohex-3-ene-1,2-diol 
• 87810-91-1 2,3-dimethyl-1,4-benzoquinone radical anion 
• 30771-72-3 2,3-dimethyl-5-phenylsulfonylhydroquinone 
• 30771-66-5 2,3-Dimethyl-6-p-tolylthiohydrochinon 
• 37577-72-3 2,3-dimethylhydroquinone monoacetate 
• 917-54-4 methyllithium 

Downstream Products

• 25060-18-8 2,3-dimethyl quinizarine 
• 37577-71-2 2,3-dimethylphenylene-1,4-diacetate 
• 854663-38-0 (4-Hydroxy-2.3-dimethyl-phenyl)-benzyl-aether 
• 97989-86-1 1,4-bis-benzyloxy-2,3-dimethyl-benzene 
• 35543-23-8 2,3-dimethylhydroquinone monobenzoate 
• 951404-29-8 2,3-dimethylhydroquinone dibenzoate 
• 39021-83-5 3,6-dimethoxy-o-xylene 
• 35355-33-0 2,3-Dimethylhydroquinone monomethyl ether 
• 55050-28-7 2,3-Dimethyl-6-(3'-oxobutyl)-cyclohexan-1,4-dion 
• 93006-13-4 1-<2,5-bis(acetyloxy)-3,4-dimethylphenyl>ethanone 
• 178958-97-9 1,4-bis(dodecyloxy)-2,3-dimethylbenzene 
• 684262-71-3 2,3-diallyl-5,6-dimethyl-1,4-benzoquinone 
• 816456-10-7 1,4-bis(methoxymethoxy)-2,3-dimethylbenzene 
• 332426-35-4 1,4-bis(allyloxy)-2,3-dimethylbenzene 

Relevant articles and documents

Catalytic Electrophilic Alkylation of p-Quinones through a Redox Chain Reaction

Allylation and benzylation of p-quinones was achieved through an unusual redox chain reaction. Mechanistic studies suggest that the existence of trace hydroquinone initiates a redox chain reaction that consists of a Lewis acid catalyzed Friedel–Crafts alkylation and a subsequent redox equilibrium that regenerates hydroquinone. The electrophiles could be various allylic and benzylic esters. The addition of Hantzsch ester as an initiator improves the efficiency of the reaction.

Preparation of 1,4-hydrobenzoquinones by the PCC/SiO2-promoted double oxidation of 3-cyclohexene-1,2-diols

The PCC/SiO2-promoted double oxidation of 3-cyclohexene-1,2- diols, which were easily prepared by the two-step sequence of α-hydroxylation of various conjugated cyclohexenones and the subsequent nucleophilic carbonyl addition of alkyl anions, produced diversely substituted 1,4-hydrobenzoquinones. The Royal Society of Chemistry 2005.

Process for the preparation of aromatic polyhydroxy compounds

The present invention relates to a process for the preparation of aromatic polyhydroxy compounds, by reacting an aromatic hydroxyaldehyde with hydrogen peroxide, with or without the addition of a base, in the presence of a nitrile R--CN, in which R is an alkyl radical having 1 to 4 carbon atoms or a phenyl radical, which is unsubstituted or substituted by one or more alkyl groups.