Isopropylsulfonyl chloride

Base Information

• Chemical Name: Isopropylsulfonyl chloride
• CAS No.: 10147-37-2
• Molecular Formula: C3H7ClO2S
• Molecular Weight: 142.606
• Hs Code.: 29049090
• European Community (EC) Number: 233-415-2
• UNII: 64X7NUB4AK
• DSSTox Substance ID: DTXSID60143942
• Nikkaji Number: J149.669G
• Wikidata: Q72486314
• Mol file: 10147-37-2.mol

Synonyms:2-propanesulfonyl chloride

Chemical Property of Isopropylsulfonyl chloride

Chemical Property:

• Appearance/Colour: clear pale yellow-greenish liquid
• Vapor Pressure: 15.5 mm Hg ( 25 °C)
• Melting Point: -47°C
• Refractive Index: n20/D 1.453(lit.)
• Boiling Point: 74-75 °C19 mm Hg(lit.)，181.4 °C at 760 mmHg
• Flash Point: 59.5 °C
• PSA: 42.52000
• Density: 1.27 g/mL at 25 °C(lit.)
• LogP: 2.04420
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Lachrymatory
• Water Solubility.: Reacts with water.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 141.9855283
• Heavy Atom Count: 7
• Complexity: 130

Purity/Quality:

99% ^*data from raw suppliers

IsopropylsulphonylChoride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-R34
• Safety Statements: 26-28-36/37/39-45-S45-S36/37/39-S28-S26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)S(=O)(=O)Cl
• Uses: 2-Propanesulfonyl chloride is used as a pharmaceutical intermediate. Reductive cleavage of a secondary alcohol to methylene has been achieved by reduction of the 2-propanesulfonyl ester with lithium triethylborohydride. 2-Propanesulfonyl chloride (isopropylsulfonyl chloride) can be used as a reactant to prepare:1-Isopropylsulfonyl-2-amine benzimidazole by reacting with 2-aminobenzimidazole via N-sulfonylation reaction in the presence of a base.Bis(isopropylsulfonyl)disulfide, a sulfurizing agent, used to synthesize phosphorothioate oligonucleotide analogs.

Technology Process of Isopropylsulfonyl chloride

There total 11 articles about Isopropylsulfonyl 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: 87.0%

2-propanethiol (75-33-2) → Isopropylsulfonyl chloride (10147-37-2)

Guidance literature:

With sulfuryl dichloride; potassium nitrate; In acetonitrile; at 0 ℃; for 1h;

DOI:10.1246/cl.1992.1483

Reference yield:

propane (74-98-6) → Isopropylsulfonyl chloride (10147-37-2) + n-propanesulfonyl chloride (10147-36-1)

Guidance literature:

With tetrachloromethane; sulfur dioxide; chlorine; Irradiation_.mit UV-Licht;

Reference yield:

S-isopropyl-isothiourea; hydrochloride (18939-66-7) → Isopropylsulfonyl chloride (10147-37-2)

Guidance literature:

With water; chlorine; at 5 - 10 ℃;

upstream raw materials:

propane

2-propyl thiocyanate

S-isopropyl-isothiourea; hydrochloride

isopropylsulfenyl chloride

Downstream raw materials:

propane-2-sulfonamide

3-[4-chloro-2-fluoro-5-(N-acetyl)isopropylsulfonylaminophenyl]-1-methyl-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione

C₁₉H₂₁ClN₄O₃S₂

(3R)-6-[formyl(propane-2-sulfonyl)amino]-7-(naphthalen-1-yl)methyl-5-oxo-8-phenyl-2,3-dihydro-5H-thiazolo[3,2-a]pyridine-3-carboxylic acid methyl ester

Refernces

• 1、 Silva-Cuevas, Carolina,Perez-Arrieta, Carlos,Polindara-García, Luis A.,Lujan-Montelongo, J. Armando. "Sulfonyl halide synthesis by thiol oxyhalogenation using NBS/NCS – iPrOH". supporting information. p. 2244 - 2247. Retrieved 2017/05/16.
• 2、 -. "(BIS)sulfonamide derivatives". . . Retrieved 2008/06/13.