2-ethylbenzenesulfonyl Chloride

Base Information

• Chemical Name: 2-ethylbenzenesulfonyl Chloride
• CAS No.: 34586-43-1
• Molecular Formula: C8H9ClO2S
• Molecular Weight: 204.677
• Hs Code.: 2904909090
• European Community (EC) Number: 834-271-9
• DSSTox Substance ID: DTXSID10372023
• Wikidata: Q82159603
• Mol file: 34586-43-1.mol

Synonyms:2-ethylbenzenesulfonyl Chloride;34586-43-1;2-Ethylbenzene-1-sulfonyl chloride;ethylbenzenesulfonyl chloride;SCHEMBL1073769;2-Ethylbenzenesulphonyl chloride;DTXSID10372023;2-Ethylbenzene-1-sulfonylchloride;LIZNEYWXYFVEBF-UHFFFAOYSA-N;MFCD03094583;STL168022;AKOS000264958;CS-0235294;EN300-155134

Chemical Property of 2-ethylbenzenesulfonyl Chloride

Chemical Property:

• Boiling Point: 290.6 °C at 760 mmHg
• Flash Point: 129.5 °C
• PSA: 42.52000
• Density: 1.287 g/cm³
• LogP: 3.25730
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 204.0011784
• Heavy Atom Count: 12
• Complexity: 230

Purity/Quality:

99% ^*data from raw suppliers

2-ethylbenzenesulfonylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CC=CC=C1S(=O)(=O)Cl

Technology Process of 2-ethylbenzenesulfonyl Chloride

There total 7 articles about 2-ethylbenzenesulfonyl Chloride 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: 36.0%

1-bromo-2-ethylbenzene (1973-22-4) → 2-ethylbenzenesulfonyl chloride (34586-43-1)

Guidance literature:

1-bromo-2-ethylbenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -40 ℃; for 0.533333h; Inert atmosphere;

With sulfuryl dichloride; In tetrahydrofuran; hexane; at -40 - 23 ℃; for 16h;

DOI:10.1021/jacs.9b11608

Reference yield:

ethylbenzene (100-41-4,27536-89-6) → p-ethylbenzenesulfonic acid (98-69-1) + p-ethylbenzenesulfonyl chloride (16712-69-9) + 2-ethyl-benzenesulfonic acid (91-24-7) + 3-ethylbenzene-1-sulfonyl chloride (34586-44-2) + 2-ethylbenzenesulfonyl chloride (34586-43-1) + 3-ethyl-benzenesulfonic acid (138-29-4)

Guidance literature:

With chlorosulfonic acid; at 25 ℃; for 1.5h; Product distribution;

Reference yield:

ethylbenzene (100-41-4,27536-89-6) → 2-ethylbenzenesulfonyl chloride (34586-43-1)

Guidance literature:

With chlorosulfonic acid; at -5 ℃;

upstream raw materials:

2-ethylthiophenol

ethylbenzene

Benzo[b]thiophene

1-bromo-2-ethylbenzene

Downstream raw materials:

dimethyl (E)-2-(dimethoxyphosphoryl)-3-[(2-ethylphenyl)sulfonyl]-2-butenedioate

dimethyl (E)-2-(diethoxyphosphoryl)-3-[(2-ethylphenyl)sulfonyl]-2-butenedioate

diethyl (E)-2-(dimethoxyphosphoryl)-3-[(2-ethylphenyl)sulfonyl]-2-butenedioate

diethyl (E)-2-(diethoxyphosphoryl)-3-[(2-ethylphenyl)sulfonyl]-2-butenedioate

Refernces

• 1、 Ichinose, Masami,Suematsu, Hidehiro,Yasutomi, Yoichi,Nishioka, Yota,Uchida, Tatsuya,Katsuki, Tsutomu. "Enantioselective intramolecular benzylic C-H bond amination: Efficient synthesis of optically active benzosultams". supporting information; experimental part. p. 9884 - 9887. Retrieved 2011/12/02.
• 2、 Vizgert, R.V.,Maksimenko, N.N.,Rubleva, L.I.. "CATALYTIC SULFONYLATION OF PHENOL BY STERICALLY HINDERED SULFONYL CHLORIDES". . p. 2144 - 2146. Retrieved 2007/10/02.