14062-19-2

Basic information

• Product Name: ETHYL P-TOLYLACETATE
• Synonyms: P-TOLYLACETIC ACID ETHYL ESTER;4-METHYLPHENYLACETIC ACID ETHYL ESTER;ETHYL 4-TOLYL ACETATE;ETHYL 4-METHYLBENZENEACETATE;ETHYL 4-METHYLPHENYLACETATE;ETHYL P-TOLYLACETATE;Benzeneacetic acid, 4-methyl-, ethyl ester;Ethyl p-methylphenylacetate
• CAS NO: 14062-19-2
• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.23
• EINECS: 237-904-1
• Product Categories: Benzene derivatives;Aromatic Esters;C10 to C11;Carbonyl Compounds;Esters;Building Blocks;C10 to C11;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 14062-19-2.mol
• Article Data: 41

Chemical Properties

• Melting Point: 62-63
• Boiling Point: 116-118 °C13 mm Hg(lit.)
• Flash Point: 229 °F
• Appearance: clear colorless to slightly yellow liquid
• Density: 1.008 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.496(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• BRN: 2045927
• CAS DataBase Reference: ETHYL P-TOLYLACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL P-TOLYLACETATE(14062-19-2)
• EPA Substance Registry System: ETHYL P-TOLYLACETATE(14062-19-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 14062-19-2(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to slightly yellow liquid

Uses

Ethyl p-tolylacetate was used in preparation of:ethyl-substituted phenylpropioloylacetatesethyl 2-(4-bromomethylphenyl)propionate(?)-incrustoporin, antifungal agent

InChI:InChI=1S/C11H14O2/c1-3-13-11(12)8-10-6-4-9(2)5-7-10/h4-7H,3,8H2,1-2H3

Upstream product

• 106-38-7 para-bromotoluene 
• 681-94-7 ethyl 2-(tributylstannyl)acetate 
• 539-43-5 4-methylphenylmercuric chloride 
• 133525-26-5 (4-CH₃-C₆H₄)B(O-i-C₄H₉)2 
• 21022-98-0 (2,5-dimethylphenyl)dichloroborane 
• 108-67-8 1,3,5-trimethyl-benzene 
• 106-42-3 para-xylene 
• 108-88-3 toluene 
• 4250-45-7 dichloro-p-tolyl-borane 
• 624-31-7 4-tolyl iodide 
• 105-53-3 diethyl malonate 
• 106-43-4 para-chlorotoluene 
• 622-47-9 4-tolylacetic acid 
• 361379-17-1 (Z)-2-(1H-1,2,3-benzotriazol-1-yl)-1-(4-methylphenyl)ethenyl trifluoromethanesulfonate 

Downstream Products

• 40491-23-4 1,1-diphenyl-2-p-tolyl-ethanol 
• 112323-95-2 1,1,2-tri-p-tolyl-ethanol 
• 35730-01-9 α-(p-Chlorphenyl)-γ-(p-methylphenyl)-acetacetonitril 
• 4414-93-1 2-(4-methylphenyl)-phenanthro<9,10-d>oxazole 
• 15674-78-9 (+/-)-α-bromo-p-tolylacetic acid ethyl ester 
• 78926-01-9 2-(4-methylphenyl)propanoic acid ethyl ester 
• 118618-41-0 [4-(hydroxymethyl)phenyl]acetic acid ethyl ester 
• 104-09-6 4-methylphenylacetaldehyde 
• 5350-47-0 (4-methylphenyl)(4-nitrophenyl)methanone 
• 890-29-9 (1H-indol-3-yl)(4-methylphenyl)methanone 
• 18584-23-1 hydroxy-p-tolyl-acetic acid ethyl ester 

Relevant articles and documents

Photoassisted Cross-Coupling Reaction of α-Chlorocarbonyl Compounds with Arylboronic Acids

A Suzuki-Miyaura cross-coupling reaction of α-chloroacetates or α-chloroacetamides with arylboronic acids is made possible by visible-light irradiation. This reaction provides a useful method for the synthesis of α-arylacetates and α-arylacetamides from chlorides under mild reaction conditions. An indole-3-acetic acid derivative that is the key intermediate of the plant hormone auxin can be synthesized from 1-Boc-indole in two steps by combining an iridium-catalyzed C-H borylation and a palladium-catalyzed cross-coupling reaction.

Photocatalytic acyl azolium-promoted alkoxycarbonylation of trifluoroborates

Despite recent advancements in the selective generation and coupling of organic radical species, the alkoxycarbonyl radical remains underexplored relative to other carbon-containing radical species. Drawing inspiration from new strategies for generating acyl radical equivalents utilizing dual N-heterocyclic carbene catalysis and photocatalysis, we have prepared dimethylimidazolium esters that can function as an alkoxycarbonyl radical surrogate under photocatalytic conditions. We demonstrate the synthetic utility of these azolium-based partners through the preparation of esters arising from the coupling of this radical surrogate with an oxidatively generated alkyl radical.

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.