527-60-6

Basic information

• Product Name: 2,4,6-Trimethylphenol
• Synonyms: MESITOL;HYDROXYMESITYLENE;2,4,6-TRIMETHYLPHENOL;1,3,5-trimethylphenol;1-Hydroxy-2,4,6-trimethylbenzene;2,4,6-trimethylofenol(polish);2,4,6-trimethyl-pheno;2,4,6-Trimetylofenol
• CAS NO: 527-60-6
• Molecular Formula: C₉H₁₂O
• Molecular Weight: 136.19
• EINECS: 208-419-2
• Product Categories: Aromatic Phenols;Building Blocks;C9 to C20+;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds;Phenols
• Mol File: 527-60-6.mol
• Article Data: 147

Chemical Properties

• Melting Point: 70-72 °C(lit.)
• Boiling Point: 220 °C(lit.)
• Flash Point: 220-221°C
• Appearance: Beige/Crystalline Needles
• Density: 0.9809 (estimate)
• Vapor Pressure: 0.0988mmHg at 25°C
• Refractive Index: 1.5148 (estimate)
• Storage Temp.: room temp
• PKA: pK1:10.88 (25°C)
• Water Solubility: 1.008g/L(25 oC)
• BRN: 1859675
• CAS DataBase Reference: 2,4,6-Trimethylphenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-Trimethylphenol(527-60-6)
• EPA Substance Registry System: 2,4,6-Trimethylphenol(527-60-6)

Safety Data

• Hazard Codes: C,N
• Statements: 34-51/53
• Safety Statements: 26-36/37/39-45-24/25-61
• RIDADR: UN 2430 8/PG 3
• WGK Germany: 2
• RTECS: OX6590000
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 527-60-6(Hazardous Substances Data)

Usage

Chemical Properties

BEIGE CRYSTALLINE NEEDLES

Synthesis Reference(s)

Journal of the American Chemical Society, 107, p. 1060, 1985 DOI: 10.1021/ja00290a053Synthetic Communications, 18, p. 1207, 1988 DOI: 10.1080/00397918808060912

Flammability and Explosibility

Notclassified

Purification Methods

Crystallise the phenol from water and sublime it in vacuo. [Beilstein 6 IV 3253.]

InChI:InChI=1/C9H12O/c1-6-4-7(2)9(10)8(3)5-6/h4-5,10H,1-3H3

Upstream product

• 67-56-1 methanol 
• 540-23-8 p-toluidine hydrochloride 
• 636-21-5 o-toluidine hydrochloride 
• 6334-11-8 2,4,6-trimethylaniline hydrochloric acid salt 
• 91-04-3 2,6-bis(hydroxymethyl)-4-methylphenol 
• 7451-94-7 4,6-bis(hydroxymethyl)-2-methylphenol 
• 67-66-3 chloroform 
• 17024-58-7 (E)-2,4,6-trimethylstilbene 
• 17024-57-6 2,4,6,2',4',6'-hexamethyl-trans-stilbene 
• 6453-01-6 1,3-bis(bromomethyl)-2-acetoxy-5-methylbenzene 
• 16404-66-3 4-hydroxy-2,4,6-trimethyl-cyclohexa-2,5-dienone 
• 3453-83-6 mesitylene sulfonic acid 
• 2467-25-6 bis(4-hydroxy-3-methylphenyl)methane 
• 576-26-1 2.6-dimethylphenol 

Downstream Products

• 67548-69-0 2-mesityloxy-ethanol 
• 136612-99-2 4-(tert-butylperoxy)-2,4,6-trimethylcyclohexa-2,5-dienone 
• 859783-74-7 2,6-dimethyl-4-(2,2,2-trichloro-ethyl)-phenol 
• 99187-90-3 3-chloromethyl-2,4,6-trimethyl-phenol 
• 115498-94-7 2,4,6,2',4',6'-hexamethyl-3,3'-methanediyl-di-phenol 
• 101432-04-6 2-mesityloximethyl-5-methoxy-pyran-4-one 
• 61248-62-2 (+/-)-2-mesityloxy-butane 
• 6476-26-2 4,4’-(ethane-1,2-diyl)bis(2,6-dimethylphenol) 
• 4906-82-5 6-acetoxy-2,4,6-trimethyl-cyclohexa-2,4-dienone 
• 109513-19-1 diethyl-(2-mesityloxy-ethyl)-amine 
• 5450-46-4 1,3,5-trimethyl-2-[(prop-2'-en-1'-yl)oxy]benzene 
• 4278-92-6 6-allyl-2,4,6-trimethyl-2,4-cyclohexadien-1-one 
• 69557-50-2 3-mesityloxy-propane-1,2-diol 
• 59869-79-3 3,3',5,5'-tetramethylstilbene-4,4'-quinone 

Relevant articles and documents

Enhanced Photodecarboxylation of an Aryl Ester in Polyethylene Films

(Matrix presented) Photodecarboxylation is the exclusive photoreaction of 2,4,6-trimethylphenyl (S)-2-methylbutanoate In unstretched high-density polyethylene films. The sole product, (S)-1-(2-methylpropyl)-2,4,6- trimethylbenzene, is formed with complete

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Iodine promoted reduction of aromatic carbonyl compounds with phosphonic acid to access hydrocarbons

A novel method for selective reduction of aromatic carbonyl compounds by phosphorus acid under metal-free conditions is achieved to produce the corresponding reduced products in good to excellent yields. By using H3PO3/I2 system, various aromatic ketones and aldehydes could be reduced to the corresponding hydrocarbons. Diketone compounds could also be reduced to the corresponding Z-alkenes. The protocol is low-cost and easily scaled up, which provides a simple and practical approach to access corresponding hydrocarbons.

Application of two morphologies of Mn2O3for efficient catalyticortho-methylation of 4-chlorophenol

Vapor phaseortho-methylation of 4-chlorophenol with methanol was studied over Mn2O3catalyst with two kinds of morphologies. Here, Mn2O3was prepared by a precipitation and hydrothermal method, and showed the morphology of nanoparticles and nanowires, respectively. XRD characterization and BET results showed that, with the increase of calcination temperature, Mn2O3had a higher crystallinity and a smaller specific surface area. N2adsorption/desorption and TPD measurements indicated that Mn2O3nanowires possessed larger external surface areas and more abundant acid and base sites. Simultaneously, in the fixed bed reactor, methanol was used as the methylation reagent for theortho-methylation reaction of 4-chlorophenol. XRD, XPS, TG-MS and other characterizations made it clear that methanol reduced 4-chlorophenol and its methide, which were the main side-reactions. And Mn3+was reduced to Mn2+under the reaction conditions. Changing the carrier gas N2to a H2/Ar mixture further verified that the hydrogen generated by the decomposition of methanol was not the reason for dechlorination of 4-chlorophenol compounds. Here we summarized the progress of 4-chlorophenol methylation based on the methylation of phenol. Also, we proposed a mechanism of the 4-chlorophenol dechlorination effect which was similar to the Meerwein-Ponndorf-Verley-type (MPV) reaction. The crystal phase and carbon deposition were investigated in different reaction periods by XRD and TG-DTA. The reaction conditions for the two kinds of morphologies of the Mn2O3catalyst such as calcination temperature, reaction temperature, phenol-methanol ratio and reaction space velocity were optimized.