Ethyl o-tolylacetate

Base Information

• Chemical Name: Ethyl o-tolylacetate
• CAS No.: 40291-39-2
• Molecular Formula: C11H14O2
• Molecular Weight: 178.231
• Hs Code.: 29163990
• European Community (EC) Number: 254-871-9
• NSC Number: 78459
• DSSTox Substance ID: DTXSID50960726
• Nikkaji Number: J209.051A
• Wikidata: Q82941976
• Mol file: 40291-39-2.mol

Synonyms:Ethyl o-tolylacetate;40291-39-2;Ethyl 2-(o-tolyl)acetate;ethyl 2-(2-methylphenyl)acetate;Ethyl 2-Methylphenylacetate;o-Tolylacetic acid ethyl ester;ethyl 2-o-tolylacetate;2-Methylphenylacetic acid ethyl ester;Benzeneacetic acid, 2-methyl-, ethyl ester;Ethyl o-methylphenylacetate;Ethyl (2-methylphenyl)acetate;EINECS 254-871-9;MFCD00009179;Ethyl (o-Tolyl)acetate;toluene=ethyl acetate;Ethyl 2-methylbenzeneacetate;Ethyl o-tolylacetate, 98%;SCHEMBL1107140;HTDQOYWJDUMNHX-UHFFFAOYSA-;DTXSID50960726;Ethyl (2-methylphenyl)acetate #;NSC78459;NSC 78459;NSC-78459;AKOS009166930;AS-58190;SY048389;CS-0197207;FT-0639632;T1225;A50731;A825034

Chemical Property of Ethyl o-tolylacetate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.0911mmHg at 25°C
• Refractive Index: n20/D 1.501(lit.)
• Boiling Point: 224.5 °C at 760 mmHg
• Flash Point: 106.7 °C
• PSA: 26.30000
• Density: 1.018 g/cm³
• LogP: 2.10060
• 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: 166

Purity/Quality:

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

Ethyl o-tolylacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CC1=CC=CC=C1C
• Recent ClinicalTrials: Clinical Efficacy and Safety of T1225 Versus Tobramycin 0.3 % Eye Drops in the Treatment of Purulent Bacterial Conjunctivitis of Children.
• Recent EU Clinical Trials: Evaluación de la Eficacia y Seguridad de Azyter? (T1225) en la Profilaxis Antibiótica Perioperatoria (descontaminación de la superficie ocular) para la Cirugía de Catarata
• Uses: Ethyl o-tolylacetate has been used in preparation of β-o-tolylethyl alcohol by Bouveault′s method.

Technology Process of Ethyl o-tolylacetate

There total 30 articles about Ethyl o-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%

2-methylchlorobenzene (95-49-8) + bromo(2-ethoxy-2-oxoethyl)zinc (5764-82-9) → ethyl 2-(2-methylphenyl)acetate (40291-39-2)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N,N,N,N,-tetramethylethylenediamine; C₃₈H₆₂P₂; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/anie.202016048

Reference yield: 92.0%

ethanol (64-17-5) + (Z)-2-(1H-1,2,3-benzotriazol-1-yl)-1-(2-methylphenyl)ethenyl trifluoromethanesulfonate (361379-19-3) → ethyl 2-(2-methylphenyl)acetate (40291-39-2)

Guidance literature:

(Z)-2-(1H-1,2,3-benzotriazol-1-yl)-1-(2-methylphenyl)ethenyl trifluoromethanesulfonate; With sodium methylate; In acetonitrile; Heating;

ethanol; With hydrogenchloride; Further stages.; Heating;

DOI:10.1021/jo0017640

Reference yield: 91.0%

2-Methylphenylboronic acid (16419-60-6) + ethyl bromoacetate (105-36-2) → ethyl 2-(2-methylphenyl)acetate (40291-39-2)

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

upstream raw materials:

orthoacetic acid diethyl ester-benzyl ester

2-tolylmethylnitrile

ethanol

carbon monoxide

Downstream raw materials:

diethyl (2-methylphenyl)propanedioate

Ethyl-3-phenyl-2-(o-tolyl)-propionat

2-(2-(azidomethyl)phenyl)acetic acid

ethyl 2-[2-(bromomethyl)phenyl]acrylate

Refernces

• 1、 Estrada, Carl D.,Ang, Hwee Ting,Vetter, Kim-Marie,Ponich, Ashley A.,Hall, Dennis G.. "Enantioselective Desymmetrization of 2-Aryl-1,3-propanediols by Direct O-Alkylation with a Rationally Designed Chiral Hemiboronic Acid Catalyst That Mitigates Substrate Conformational Poisoning". supporting information. . Retrieved 2021/04/07.
• 2、 Hu, Zhiyong,Wei, Xiao-Jing,Handelmann, Jens,Seitz, Ann-Katrin,Rodstein, Ilja,Gessner, Viktoria H.,Goo?en, Lukas J.. "Coupling of Reformatsky Reagents with Aryl Chlorides Enabled by Ylide-Functionalized Phosphine Ligands". supporting information. p. 6778 - 6783. Retrieved 2021/02/01.