2282-84-0

Basic information

• Product Name: Methyl 2,4,6-trimethylbenzoate
• Synonyms: METHYL 2,4,6-TRIMETHYLBENZOATE;Methyl-2,4,6-trimethyl;Mesitoic acid methyl;Methyl mesitate;Benzoic acid, 2,4,6-trimethyl-, methyl ester;Methyl beta-isodurilate;Methyl mesitoate;RARECHEM AL BF 0049
• CAS NO: 2282-84-0
• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.23
• Product Categories: Aromatic Esters
• Mol File: 2282-84-0.mol
• Article Data: 41

Chemical Properties

• Boiling Point: 239 °C at 760 mmHg
• Flash Point: 98 °C
• Appearance: /
• Density: 1.011 g/cm³
• Vapor Pressure: 0.0411mmHg at 25°C
• Refractive Index: 1.507
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: Methyl 2,4,6-trimethylbenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2,4,6-trimethylbenzoate(2282-84-0)
• EPA Substance Registry System: Methyl 2,4,6-trimethylbenzoate(2282-84-0)

Safety Data

• Hazardous Substances Data: 2282-84-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 14, p. 689, 1973 DOI: 10.1016/S0040-4039(00)72435-X

InChI:InChI=1/C11H14O2/c1-7-5-8(2)10(9(3)6-7)11(12)13-4/h5-6H,1-4H3

Upstream product

• 186581-53-3 diazomethane 
• 480-63-7 mesitylenecarboxylic acid 
• 67-56-1 methanol 
• 938-18-1 mesitylene-2-carboxylic acid chloride 
• 707-74-4 (trichloromethyl)mesitylene 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 39248-77-6 methyl mesitylenethiocarboxylate 
• 333-27-7 methyl trifluoromethanesulfonate 
• 56-23-5 tetrachloromethane 
• 108-67-8 1,3,5-trimethyl-benzene 
• 58047-57-7 Acetic acid 2-oxo-2-(2,4,6-trimethyl-phenyl)-ethyl ester 
• 91416-37-4 (2,4-Dimethyl-6-methylene-cyclohexa-2,4-dienylidene)-methanone 
• 74-88-4 methyl iodide 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 74-83-9 methyl bromide 
• 480-63-7 mesitylenecarboxylic acid 
• 1795-80-8 tert-butyl 2,4,6-trimethylbenzoate 
• 67-56-1 methanol 
• 99921-94-5 n-octyl mesitoate 
• 54401-64-8 5,7-dimethylisobenzo-furan-1(3H)-one 
• 4346-64-9 selenoanisole 
• 40662-68-8 C₁₀H₁₂⁽²⁾H₂O 
• 93425-35-5 C₃₈H₅₃O₂ 
• 93425-34-4 1-<(3,5-di-tert-butyl-4-hydroxyphenyl)(3,5-di-tert-butyl-4-oxocyclohexa-2,5-dienylidene)methyl>-2,4,6-trimethylbenzene 
• 88-05-1 2,4,6-trimethylaniline 
• 4170-90-5 2,4,6-trimethylbenzyl alcohol 

Relevant articles and documents

Remarkable differences in photo and thermal (acid-catalyzed) reactivities between ortho-and para-acylcyclohexadienones as essential factors determining the overall efficiency of the photo-fries rearrangement

Successful isolation of ortho and para - acylcyclohexadienones allowed us to comparatively study their ground- and excited-state behavior under a variety of conditions. In neutral solutions, the two isomeric cyclohexdienones showed completely different reactivities for photochemical and thermal reactions, while in acidic methanol both quantitatively afforded the corresponding transesterification product and naphthol. These studies help us understand the detailed photo-Fries rearrangement mechanism, which involves several crucial photochemical and thermal steps.

PCl3-mediated transesterification and aminolysis of tert-butyl esters via acid chloride formation

A PCl3-mediated conversion of tert-butyl esters into esters and amides in one-pot under air is developed. This novel protocol is highlighted by the synthesis of skeletons of bioactive molecules and gram-scale reactions. Mechanistic studies revealed that this transformation involves the formation of an acid chloride in situ, which is followed by reactions with alcohols or amines to afford the desired products.

Oxidative esterification of alcohols by a single-side organically decorated Anderson-type chrome-based catalyst

The direct esterification of alcohols with non-noble metal-based catalytic systems faces great challenges. Here, we report a new chrome-based catalyst stabilized by a single pentaerythritol decorated Anderson-type polyoxometalate, [N(C4H9)4]3[CrMo6O18(OH)3C{(OCH2)3CH2OH}], which can realize the efficient transformation from alcohols to esters by H2O2oxidation in good yields and high selectivity without extra organic ligands. A variety of alcohols with different functionalities including some natural products and pharmaceutical intermediates are tolerated in this system. The chrome-based catalyst can be recycled several times and still keep the original configuration and catalytic activity. We also propose a reasonable catalytic mechanism and prove the potential for industrial applications.

Methoxylation of Acyl Fluorides with Tris(2,4,6-trimethoxyphenyl)phosphine via C-OMe Bond Cleavage under Metal-Free Conditions

Acyl fluorides are subjected to methoxylation with tris(2,4,6-trimethoxyphenyl)phosphine (TMPP) to afford the corresponding methyl esters in good to excellent yields. This transformation is featured by C(sp2)-OMe bond cleavage under metal-free conditions. Unprecedented utilization of TMPP as a methoxylating agent realized the installation of an OMe group into the desired products.