Ethyl p-tolylacetate

Base Information

• Chemical Name: Ethyl p-tolylacetate
• CAS No.: 14062-19-2
• Molecular Formula: C11H14O2
• Molecular Weight: 178.231
• Hs Code.: 29163990
• European Community (EC) Number: 237-904-1
• NSC Number: 46878
• DSSTox Substance ID: DTXSID20161445
• Nikkaji Number: J209.053H
• Wikidata: Q63392194
• Mol file: 14062-19-2.mol

Synonyms:Ethyl p-tolylacetate;14062-19-2;Ethyl 4-Methylphenylacetate;Ethyl 2-(p-tolyl)acetate;ethyl 2-(4-methylphenyl)acetate;Ethyl-p-tolylacetate;p-Tolylacetic acid ethyl ester;Ethyl-4-tolylacetate;Benzeneacetic acid, 4-methyl-, ethyl ester;Ethyl p-methylphenylacetate;Ethyl (4-methylphenyl)acetate;EINECS 237-904-1;4-Methylphenylacetic acid ethyl ester;MFCD00009181;ethyl 2-p-tolylacetate;ethyl p-tolyl-acetate;Ethyl p-tolylacetate, 98%;SCHEMBL1107146;BTRGZBIXPLFVNK-UHFFFAOYSA-;DTXSID20161445;Ethyl (4-methylphenyl)acetate #;4-methylphenylacetic acid ethylester;AMY28542;NSC46878;NSC 46878;NSC-46878;4-Methylbenzeneacetic acid ethyl ester;AKOS009165893;CS-W017316;Ethyl 4-methylbenzeneacetate;Ethyl 4-methylphenylacetate;SY043330;FT-0637000;T1227;Ethyl 2-(p-Tolyl)acetate;A856839;EN300-24504868;W-108201;Q63392194

Chemical Property of Ethyl p-tolylacetate

Chemical Property:

• Appearance/Colour: clear colorless to slightly yellow liquid
• Melting Point: 62-63
• Refractive Index: n20/D 1.496(lit.)
• Boiling Point: 240.068 °C at 760 mmHg
• Flash Point: 103.616 °C
• PSA: 26.30000
• Density: 1.018 g/cm³
• LogP: 2.10060
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 158

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl p-tolylacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1=CC=C(C=C1)C
• Uses: Ethyl p-tolylacetate was used in preparation of:ethyl-substituted phenylpropioloylacetatesethyl 2-(4-bromomethylphenyl)propionate(?)-incrustoporin, antifungal agent

Technology Process of Ethyl p-tolylacetate

There total 46 articles about Ethyl p-tolylacetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

4-methylphenylboronic acid (5720-05-8) + ethyl bromoacetate (105-36-2) → p-tolylacetic acid ethyl ester (14062-19-2)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N,N-diisopropyl-1,1-diphenylphosphanamine; water; potassium carbonate; In tetrahydrofuran; at 65 ℃; for 8h; Inert atmosphere;

DOI:10.1016/j.tet.2010.08.047

Reference yield: 96.0%

ethanol (64-17-5) + carbon monoxide (201230-82-2) + para-xylene (106-42-3) → p-tolylacetic acid ethyl ester (14062-19-2)

Guidance literature:

With di-tert-butyl peroxide; dichloro[4,5-bis(diphenylphosphino)-9,9’-dimethylxanthene]palladium(II); at 120 ℃; for 16h; under 7600.51 Torr;

Reference yield: 96.0%

para-bromotoluene (106-38-7) + ethyl potassium malonate (6148-64-7) → p-tolylacetic acid ethyl ester (14062-19-2)

Guidance literature:

With dmap; bis(η3-allyl-μ-chloropalladium(II)); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,3,5-trimethyl-benzene; at 140 ℃; for 20h; Inert atmosphere;

DOI:10.1016/j.tet.2012.01.032

upstream raw materials:

(4-methylphenyl)acetonitrile

ethyl 2-p-tolyl-2-oxoacetate

ethanol

4-tolylacetic acid

Downstream raw materials:

1,1-diphenyl-2-p-tolyl-ethanol

3-amino-3-phenyl-2-p-tolyl-propionic acid ethyl ester

2-methyl-1-(4-methylphenyl)propan-2-ol

6-Hydroxy-2-phenyl-4-(p-tolyl)pyrimidin

Refernces

• 1、 Benaissa, Idir,Pallova, Lenka,Morantin, Marie-Emilie,Lafitte, Thomas,Huynh, Mathieu,Barthes, Cécile,Vendier, Laure,Lugan, No?l,Bastin, Stéphanie,César, Vincent. "N-Heterocyclic Carbenes as Key Intermediates in the Synthesis of Fused, Mesoionic, Tricyclic Heterocycles". . p. 13030 - 13036. Retrieved 2019.
• 2、 Chen, Fen-Er,Chen, Tao,Cheng, Fei,Huang, Yin-Qiu,Li, Jia-Wei,Xiao, Xiao,Zhou, Chen. "Copper-Catalyzed Ullmann-Type Coupling and Decarboxylation Cascade of Arylhalides with Malonates to Access α-Aryl Esters". supporting information. . Retrieved 2022/01/04.
• 3、 Scheidt, Karl A.,Zhu, Joshua L.. "Photocatalytic acyl azolium-promoted alkoxycarbonylation of trifluoroborates". . . Retrieved 2021/06/28.