m-Toluenesulfonyl chloride

Base Information

• Chemical Name: m-Toluenesulfonyl chloride
• CAS No.: 1899-93-0
• Molecular Formula: C7H7ClO2S
• Molecular Weight: 190.65
• Hs Code.: 29049090
• European Community (EC) Number: 628-747-3
• DSSTox Substance ID: DTXSID90370380
• Nikkaji Number: J309.021C
• Wikidata: Q72487748
• Mol file: 1899-93-0.mol

Synonyms:m-Methylbenzenesulfonyl chloride;m-Tolylsulfonylchloride;3-Methylbenzene-1-sulfonyl chloride;m-Toluenesulfonylchloride (7CI,8CI);Toluene-3-sulfonyl chloride;3-Methylbenzenesulfonyl chloride;

Chemical Property of m-Toluenesulfonyl chloride

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.00729mmHg at 25°C
• Melting Point: 108 °C
• Refractive Index: n20/D 1.5490(lit.)
• Boiling Point: 278.239 °C at 760 mmHg
• Flash Point: 122.075 °C
• PSA: 42.52000
• Density: 1.339 g/cm³
• LogP: 3.00330
• Storage Temp.: Refrigerator (+4°C)
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts with water.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 189.9855283
• Heavy Atom Count: 11
• Complexity: 217

Purity/Quality:

≥95% ^*data from raw suppliers

m-Toluenesulfonyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-29
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)S(=O)(=O)Cl
• Uses: Reactant involved in they synthesis of biologically active molecules including small molecule ligands for the Stat3 SH2 domain, aryldisulfonamides with antibacterial activity, quinazoline analogs for the treatment of Gaucher disease, 17β-HSD2 inhibitors for the treatment of osteoporosis, isoindoline-5-propenehydroxamates for use as histone deactylase inhibitors.

Technology Process of m-Toluenesulfonyl chloride

There total 17 articles about m-Toluenesulfonyl 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: 93.0%

m-toluenesulfonic acid (617-97-0) → 3-methylphenylsulfonyl chloride (1899-93-0)

Guidance literature:

m-toluenesulfonic acid; With potassium phosphate; bis(trichloromethyl) carbonate; In dichloromethane; at 0 - 5 ℃; for 0.0833333h;

With triethylamine; In dichloromethane; at 20 ℃; for 0.5h;

Reference yield: 86.0%

→ 3-methylphenylsulfonyl chloride (1899-93-0)

Guidance literature:

Reference yield: 80.0%

S-(3-methylphenyl)-N,N-diethylcarbamate (6399-00-4) → 3-methylphenylsulfonyl chloride (1899-93-0)

Guidance literature:

With chlorine; acetic acid; at 0 ℃;

upstream raw materials:

Trimethyl-silyl-<3-methyl-benzol-sulfonat>

meta-bromotoluene

S-(3-methylphenyl)-N,N-diethylcarbamate

toluene

Downstream raw materials:

1-methyl-3-tosylbenzene

m-Tolyl-2-(trimethylsilyl)-ethinylsulfon

methyl 3-methylphenyl sulfone

SB 258719

Refernces

• 1、 -. "New process for the production of arensulfonyl chloride from arensulfonic acid". Paragraph 0028; 0029. . Retrieved 2016/12/26.
• 2、 Woolven, Holly,Gonzalez-Rodriguez, Carlos,Marco, Isabel,Thompson, Amber L.,Willis, Michael C.. "DABCO-bis (sulfur dioxide), DABSO, as a convenient source of sulfur dioxide for organic synthesis: Utility in sulfonamide and sulfamide preparation". supporting information; experimental part. p. 4876 - 4878. Retrieved 2011/12/05.