105337-18-6

Basic information

• Product Name: ETHYL 3,5-DIMETHYLPHENYLACETATE
• Synonyms: ETHYL 3,5-DIMETHYLPHENYLACETATE;3,5-DIMETHYLPHENYLACETIC ACID ETHYL ESTER;5-Dimethylphenylacetic acid ethyl ester;Ethyl 2-(3,5-diMethylphenyl)acetate
• CAS NO: 105337-18-6
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.25
• Product Categories: Aromatic Phenylacetic Acids and Derivatives
• Mol File: 105337-18-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 138-139°C 15mm
• Flash Point: 138-139°C/15mm
• Appearance: /
• Density: 1.004g/cm³
• Vapor Pressure: 0.00928mmHg at 25°C
• Refractive Index: 1.4980
• Storage Temp.: 2-8°C
• BRN: 2576084
• CAS DataBase Reference: ETHYL 3,5-DIMETHYLPHENYLACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 3,5-DIMETHYLPHENYLACETATE(105337-18-6)
• EPA Substance Registry System: ETHYL 3,5-DIMETHYLPHENYLACETATE(105337-18-6)

Safety Data

• Safety Statements: 23-24/25
• Hazardous Substances Data: 105337-18-6(Hazardous Substances Data)

Usage

Uses

Ethyl 2-(3,5-Dimethylphenyl)acetate is a useful synthesis intermediate. It acts as a reagent in the selective cross-coupling reaction of halogenated quinolines and in the synthesis of styrene and stilbene compounds.

InChI:InChI=1/C12H16O2/c1-4-14-12(13)8-11-6-9(2)5-10(3)7-11/h5-7H,4,8H2,1-3H3

Upstream product

• 39101-54-7 3,5-dimethylphenylacetonitrile 
• 556-96-7 5-bromo-1,3-xylene 
• 105-53-3 diethyl malonate 
• 64-17-5 ethanol 
• 42288-46-0 (3,5-dimethylphenyl)acetic acid 
• 623-33-6 glycine ethyl ester hydrochloride 
• 172975-69-8 3,5-dimethylphenyl boronic acid 
• 201230-82-2 carbon monoxide 
• 108-67-8 1,3,5-trimethyl-benzene 
• 108-69-0 3,5-dimethylaminoaniline 
• 2745-54-2 3,5-dimethylbenzyl chloride 
• 27129-87-9 3,5-dimethylbenzyl alcohol 

Downstream Products

• 62343-67-3 β-(3,5-Dimethylphenyl)ethyl alcohol 
• 94204-41-8 1,3-diethyl 2-(3,5-dimethylphenyl)propane-1,3-dioate 
• 42288-46-0 (3,5-dimethylphenyl)acetic acid 
• 200215-42-5 3-oxo-2-(3,5-dimethylphenyl)propionic acid ethyl ester 
• 34577-33-8 1-(3,5-dimethyl-phenyl)-2-methyl-propanol-2-ol 

Relevant articles and documents

Copper-Catalyzed Ullmann-Type Coupling and Decarboxylation Cascade of Arylhalides with Malonates to Access α-Aryl Esters

We have developed a high-efficiency and practical Cu-catalyzed cross-coupling to directly construct versatile α-aryl-esters by utilizing readily available aryl bromides (or chlorides) and malonates. These gram-scale approaches occur with turnovers of up to 1560 and are smoothly conducted by the usage of a low catalyst loading, a new available ligand, and a green solvent. A variety of functional groups are tolerated, and the application occurs with α-aryl-esters to access nonsteroidal anti-inflammatory drugs (NSAIDs) on the gram scale.

Synthesis and anti-inflammatory activity of hydrazones bearing biphenyl moiety and vanillin based hybrids

The intense research work in the field of medicinal chemistry has enhanced the significance of Biphenyl moiety as pharmacologically important compound. Some of the compounds bearing Biphenyl moiety possess important medicinal properties like antihypertensive and calcium channel blocker, anti-inflammatory, diuretic, anti-diabetic activity, antipsychotic and anxiolytic activity. The present article describes the synthesis of novel benzohydrazides and 2-phenylacetohydrazides bearing Biphenyl moiety and vanillin hybrid. The synthesized compounds (31-40) were characterized by 1H NMR, Mass and IR spectroscopic techniques and were evaluated for anti-inflammatory activity by carrageenan paw edema method. The results of the study revealed that compounds 39 and 40 (bearing 2-(4-nitrophenyl)acetohydrazide and 2-(2,3-dihydrobenzofuran-5-yl)acetohydrazide) showed maximum anti-inflammatory activity while the compounds 31, 32, 33, 34 and 38 bearing benzohydrazides displayed moderate anti-inflammatory activity.

Synthesis of α-aryl esters and nitriles: Deaminative coupling of α-aminoesters and α-aminoacetonitriles with arylboronic acids

Transition-metal-free synthesis of α-aryl esters and nitriles using arylboronic acids with α-aminoesters and α-aminoacetonitriles, respectively, as the starting materials has been developed. The reaction represents a rare case of converting C(sp3)-N bonds into C(sp3)-C(sp2) bonds. The reaction conditions are mild, demonstrate good functional-group tolerance, and can be scaled up. Touch base: A transition-metal-free protocol for the synthesis of α-aryl esters and nitriles by deaminative coupling is presented. Strong bases and transition-metal catalysts are not needed. The new synthetic method uses readily available starting materials and demonstrates wide substrate scope.