Ethyl o-toluenesulphonate

Base Information

• Chemical Name: Ethyl o-toluenesulphonate
• CAS No.: 59222-96-7
• Molecular Formula: C9H12 O3 S
• Molecular Weight: 200.258
• European Community (EC) Number: 261-666-8
• DSSTox Substance ID: DTXSID40974650
• Nikkaji Number: J308.649F
• Wikidata: Q82959067
• Mol file: 59222-96-7.mol

Synonyms:Ethyl o-toluenesulphonate;59222-96-7;Ethyl 2-methylbenzenesulfonate;Ethyl 2-methylbenzene-1-sulfonate;Benzenesulfonic acid, 2-methyl-, ethyl ester;EINECS 261-666-8;Ethyl2-methylbenzenesulfonate;SCHEMBL582357;Ethyl 2-methylbenzenesulfonate #;DTXSID40974650;2-Methylbenzenesulfonic acid ethyl ester;EN300-1693854

Chemical Property of Ethyl o-toluenesulphonate

Chemical Property:

• Vapor Pressure: 0.00163mmHg at 25°C
• Boiling Point: 303.8°C at 760 mmHg
• Flash Point: 137.5°C
• PSA: 0.00000
• Density: 1.175g/cm³
• LogP: 0.00000
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 200.05071541
• Heavy Atom Count: 13
• Complexity: 240

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOS(=O)(=O)C1=CC=CC=C1C

Technology Process of Ethyl o-toluenesulphonate

There total 2 articles about Ethyl o-toluenesulphonate 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:

ethanol (64-17-5) + Toluene-2-sulfonyl chloride (133-59-5) → ethyl 2-methylbenzenesulphonate (59222-96-7)

Guidance literature:

With triethylamine; In 1,4-dioxane; at 10 - 20 ℃; for 18h;

Reference yield:

Ethyl benzenesulfonate (515-46-8) + methyl iodide (74-88-4) → ethyl 2-methylbenzenesulphonate (59222-96-7)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) THF, hexane, -78 deg C, 5h, 2.) -78 deg C, 1h, then 0 deg C, 1h;

DOI:10.1039/P19900001611

Reference yield:

ethyl 2-methylbenzenesulphonate (59222-96-7) → ethyl 2-(2-hydroxybutyl)benzenesulphonate (129303-62-4)

Guidance literature:

Multi-step reaction with 2 steps

1: n-BuLi / tetrahydrofuran; hexane / 1.5 h / -78 °C

2: 75 percent / tetrahydrofuran; hexane / -78 deg C, 1h, then 0 deg C, 1h

With n-butyllithium; In tetrahydrofuran; hexane;

DOI:10.1039/P19900001611

upstream raw materials:

Ethyl benzenesulfonate

methyl iodide

ethanol

Toluene-2-sulfonyl chloride

Downstream raw materials:

ethyl 2-(carboxymethyl)benzenesulphonate

ethyl 2-(2-hydroxy-2-methylpropyl)benzenesulphonate

ethyl 2-(2-hydroxybutyl)benzenesulphonate

ethyl 2-(ethoxycarbonylmethyl)benzenesulphonate

Refernces

• 1、 Alo, Babajide I.,Familoni, Oluwole B.,Marsais, Francis,Queguiner, Guy. "Sulphur-based Directed Benzylic Metallations: Lithiations of Alkylarenesulphonates". . p. 1611 - 1614. Retrieved 2007/10/02.