25081-39-4

Basic information

• Product Name: METHYL 3,5-DIMETHYLBENZOATE
• Synonyms: METHYL 3,5-DIMETHYLBENZOATE;3,5-DIMETHYLBENZOIC ACID METHYL ESTER;RARECHEM AL BF 0341;Benzoic acid, 3,5-dimethyl-, methyl ester;3,5-Dimethylbenzoic acid methyl;Methyl 3,5-dimethylbenzoate 98%
• CAS NO: 25081-39-4
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.2
• Product Categories: Aromatic Esters;C10 to C11;Carbonyl Compounds;Esters
• Mol File: 25081-39-4.mol
• Article Data: 28

Chemical Properties

• Melting Point: 31-33 °C(lit.)
• Boiling Point: 239-240 °C(lit.)
• Flash Point: 224 °F
• Appearance: /
• Density: 1.027 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.033mmHg at 25°C
• Refractive Index: 1.5160 (estimate)
• Storage Temp.: Room temperature.
• CAS DataBase Reference: METHYL 3,5-DIMETHYLBENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 3,5-DIMETHYLBENZOATE(25081-39-4)
• EPA Substance Registry System: METHYL 3,5-DIMETHYLBENZOATE(25081-39-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 25081-39-4(Hazardous Substances Data)

Usage

Description

METHYL 3,5-DIMETHYLBENZOATE is an aromatic carboxylic acid ester that serves as a precursor for various chemical compounds and has potential applications in the pharmaceutical industry. It is characterized by its unique chemical structure, which allows it to be used in the synthesis of different compounds with diverse properties and functions.

Uses

Used in Pharmaceutical Industry:
METHYL 3,5-DIMETHYLBENZOATE is used as a precursor for the preparation of four carbon isostere related to highly active 4-pyridinemethanols. These compounds are subsequently evaluated for their antimalarial activity, making METHYL 3,5-DIMETHYLBENZOATE an essential component in the development of potential treatments for malaria.
Used in Organic Synthesis:
METHYL 3,5-DIMETHYLBENZOATE is used as a ligand during monomer screening for the synthesis and investigation of various europium compounds containing pinacolyl methylphosphonate with different ligands. Its unique chemical properties make it a valuable component in the development of these compounds.
Used in Total Synthesis:
METHYL 3,5-DIMETHYLBENZOATE is used in the total synthesis of (±)-indoxamycin B, a complex organic compound with potential applications in the pharmaceutical industry. Its role in this synthesis process highlights its importance in the creation of complex molecules with specific properties and functions.

InChI:InChI=1/C10H12O2/c1-7-4-8(2)6-9(5-7)10(11)12-3/h4-6H,1-3H3

Upstream product

• 186581-53-3 diazomethane 
• 499-06-9 3,5-dimethylbenzoic acid 
• 67-56-1 methanol 
• 5779-95-3 3,5-dimethylbenzaldehyde 
• 108-67-8 1,3,5-trimethyl-benzene 
• 929626-17-5 methyl 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate 
• 80-48-8 methyl p-toluene sulfonate 
• 512-56-1 trimethyl phosphite 
• 74-88-4 methyl iodide 
• 51329-15-8 methyl 3,5-dibromobenzoate 
• 22445-41-6 3,5-dimethylphenyl iodide 
• 556-96-7 5-bromo-1,3-xylene 
• 4919-37-3 3,5-dimethyl-4-hydroxybenzoic acid 
• 4749-37-5 3-nitroacrylic acid methyl ester 

Downstream Products

• 27129-87-9 3,5-dimethylbenzyl alcohol 
• 376364-27-1 (S)-3-(3,5-Dimethyl-benzoyl)-4-methyl-dihydro-furan-2-one 
• 1449424-75-2 C₉H₁₂O₈P₂*C₃H₆O 
• 1202493-19-3 methyl 3,5-bis[(diethoxyphosphoryl)methyl]benzoate 
• 1456794-49-2 C₄₀H₆₈N₆O₂₀P₂ 
• 1456794-48-1 C₁₇H₂₉N₃O₆P₂ 
• 1456794-47-0 C₁₇H₂₉ClO₆P₂ 
• 1189566-01-5 tetraethyl [5-(hydroxymethyl)-1,3-phenylene]bis(methylene)diphosphonate 
• 200809-09-2 1,3-bis(bromomethyl)-5-hydroxymethylbenzene 
• 1376613-11-4 methyl 3,5-dimethyl-1-((pivaloyloxy)methyl)cyclohexa-2,5-dienecarboxylate 
• 1345000-88-5 1-acetoxy-2-methoxycarbonyl-4,6-dimethylbenzene 
• 1031363-89-9 1-acetoxy-4-methoxycarbonyl-2,6-dimethylbenzene 

Relevant articles and documents

Triazacyclophane (TAC)-scaffolded histidine and aspartic acid residues as mimics of non-heme metalloenzyme active sites

We describe the synthesis and coordination behaviour to copper(ii) of two close structural triazacyclophane-based mimics of two often encountered aspartic acid and histidine containing metalloenzyme active sites. Coordination of these mimics to copper(i)

Palladium-Catalyzed Chlorocarbonylation of Aryl (Pseudo)Halides Through In Situ Generation of Carbon Monoxide

An efficient palladium-catalyzed chlorocarbonylation of aryl (pseudo)halides that gives access to a wide range of carboxylic acid derivatives has been developed. The use of butyryl chloride as a combined CO and Cl source eludes the need for toxic, gaseous carbon monoxide, thus facilitating the synthesis of high-value products from readily available aryl (pseudo)halides. The combination of palladium(0), Xantphos, and an amine base is essential to promote this broadly applicable catalytic reaction. Overall, this reaction provides access to a great variety of carbonyl-containing products through in situ transformation of the generated aroyl chloride. Combined experimental and computational studies support a reaction mechanism involving in situ generation of CO.

Palladium-Catalyzed Methylation of Aryl, Heteroaryl, and Vinyl Boronate Esters

A method for the direct methylation of aryl, heteroaryl, and vinyl boronate esters is reported, involving the reaction of iodomethane with aryl-, heteroaryl-, and vinylboronate esters catalyzed by palladium and PtBu2Me. This transformation occurs with a remarkably broad scope and is suitable for late-stage derivatization of biologically active compounds via the boronate esters. The unique capabilities of this method are demonstrated by combining carbon-boron bond-forming reactions with palladium-catalyzed methylation in a tandem transformation.