452-86-8

Basic information

• Product Name: 4-Methylcatechol
• Synonyms: 2-Hydroxy-4-methylphenol;4-Methyl-1,2-benzenediol (4-methylpyrocatechol);4-Methyl-1,2-dihydroxybenzene;4-methyl-2-benzenediol;4-methyl-benzene-1,2-diol;4-methyl-pyrocatecho;p-methylcatechol;p-Methylpyrocatechol
• CAS NO: 452-86-8
• Molecular Formula: C₇H₈O₂
• Molecular Weight: 124.14
• EINECS: 207-214-5
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives;Pharmaceutical Intermediate
• Mol File: 452-86-8.mol
• Article Data: 72

Chemical Properties

• Melting Point: 67-69 °C(lit.)
• Boiling Point: 251 °C(lit.)
• Flash Point: 140 °C
• Appearance: White to brown/Powder or Chunks
• Density: 1.129 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.016mmHg at 25°C
• Refractive Index: 1.5425 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 9.91±0.10(Predicted)
• Water Solubility: soluble
• BRN: 636512
• CAS DataBase Reference: 4-Methylcatechol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methylcatechol(452-86-8)
• EPA Substance Registry System: 4-Methylcatechol(452-86-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: 2811
• WGK Germany: 3
• RTECS: UX1915000
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 452-86-8(Hazardous Substances Data)

Usage

Chemical Properties

white to brown powder or chunks

Uses

4-Methylcatechol is used to synthesize antimicrobial, antioxidant. It also acts as effective inhibitor. It can be used to produce 4-bromo-5-methyl-pyrocatechol. It Increases Brain-Derived Neurotrophic Factor Content and mRNA Expression in Cultured Brain Cells and in Rat Brain In Vivo.

Definition

ChEBI: A methylcatechol having a single methyl substituent at the 4-position. It has been isolated from Picea abies.

Purification Methods

Crystallise the catechol from *C6H6. The purity is checked by TLC. Crystallise it from high-boiling pet ether and distil it in a vacuum. [Beilstein 6 IV 5878.]

InChI:InChI=1/C7H8O2/c1-5-2-3-6(8)7(9)4-5/h2-4,8-9H,1H3

Upstream product

• 110-86-1 pyridine 
• 26358-44-1 5-methylbenzo[d][1,3]dioxol-2-one 
• 106-44-5 p-cresol 
• 6921-64-8 4'-hydroxy-2'-methylacetophenone 
• 93-51-6 2-Methoxy-4-methylphenol 
• 119-33-5 4-methyl-2-nitrophenol 
• 110-22-5 diacetyl peroxide 
• 64-19-7 acetic acid 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 7145-99-5 5-methyl-1,3-benzodioxole 
• 700-38-9 2-nitro-5-methylphenol 
• 122-46-3 3-acetoxytoluene 
• 535-15-9 ethyl 1,1-dichloroacetate 
• 7577-76-6 4-acetoxy-4-methyl-2,5-cyclohexanedienone 

Downstream Products

• 5878-51-3 3,4-bis-benzoyloxy-toluene 
• 2612-56-8 3,4-diethoxy-toluene 
• 4856-12-6 3,4-bis-benzenesulfonyloxy-toluene 
• 75484-26-3 3,7-Dimethyl-3,4-dihydro-2H-benzo[b][1,4]dioxepin-3-ol 
• 75484-29-6 Toluene-4-sulfonic acid 2,6-dimethyl-2,3-dihydro-benzo[1,4]dioxin-2-ylmethyl ester 
• 75484-30-9 Toluene-4-sulfonic acid 2,7-dimethyl-2,3-dihydro-benzo[1,4]dioxin-2-ylmethyl ester 
• 161688-41-1 1,2-bis(tert-butyldimethylsilyloxy)-4-methylbenzene 
• 5806-76-8 1,2-Dihydroxy-5-methyl-3-(1,1,3,3,5,5-hexamethyl-hexyl)-benzol 
• 2213-68-5 5-methyl-3-(1,1,3,3-tetramethylbutyl)pyrocatechol 
• 2213-89-0 4-Methyl-5-tert-octyl-brenzcatechin 
• 21086-68-0 5-Hydroxy-1.2-dimethoxy-1-methylcyclohexadien-(2.5)-on-⁽⁴⁾ 
• 1010-99-7 3-(tert-butyl)-5-methylbenzene-1,2-diol 
• 2388-36-5 4-(tert-butyl)-5-methylbenzene-1,2-diol 
• 124-38-9 carbon dioxide 

Relevant articles and documents

Epoxidation of styrenes with the peroxidase from the cultured cells of Nicotiana tabacum

An enzyme concerned with the epoxidation of styrenes was isolated from cultured cells of Nicotiana tabacum. The enzyme had peroxidase activity as well as epoxidation activity, and its amino acid sequence showed 89% homology in their 9 amino acid overlap with horseradish peroxidase. In the enzymatic reaction, hydrogen peroxide and p-cresol were necessary and molecular oxygen was the source of the oxygen atom of the epoxide. The enzymatic reaction using a spin trap reagent and monitoring of the reaction with ESR indicated that the epoxidation reaction of styrenes proceeded by a radical mechanism with peroxidase.

Selective C-C Bond Cleavage of Methylene-Linked Lignin Models and Kraft Lignin

Biorefinery and paper pulping lignins, referred hereto as technical lignins, contain condensed C-C interunit linkages. These robust C-C linkages with higher bond dissociation energies are difficult to disrupt under hydrogenolysis conditions, which are gen

Thiols Act as Methyl Traps in the Biocatalytic Demethylation of Guaiacol Derivatives

Demethylating methyl phenyl ethers is challenging, especially when the products are catechol derivatives prone to follow-up reactions. For biocatalytic demethylation, monooxygenases have previously been described requiring molecular oxygen which may cause oxidative side reactions. Here we show that such compounds can be demethylated anaerobically by using cobalamin-dependent methyltransferases exploiting thiols like ethyl 3-mercaptopropionate as a methyl trap. Using just two equivalents of this reagent, a broad spectrum of substituted guaiacol derivatives were demethylated, with conversions mostly above 90 %. This strategy was used to prepare the highly valuable antioxidant hydroxytyrosol on a one-gram scale in 97 % isolated yield.

Selective ether bond breaking method of aryl alkyl ether

The invention discloses a selective aryl alkyl ether cracking method, which comprises that aryl alkyl ether, aluminum iodide and an additive are subjected to a selective ether bond cleavage reaction in an organic solvent at a temperature of -20 DEG C to a reflux temperature to generate phenol and derivatives thereof. The method is mild in condition and simple and convenient to operate, is suitablefor cracking aryl alkyl ether containing o-hydroxyl and o-carbonyl and acetal ether, and can also be used for removing tertiary carbon hydroxyl protecting groups with higher steric hindrance, such astriphenylmethyl, tertiary butyl and the like.