7795-95-1

Basic information

• Product Name: 1-OCTANESULFONYL CHLORIDE
• Synonyms: OCTANESULFONYL CHLORIDE;N-OCTYLSULFONYL CHLORIDE;1-OCTANESULFONYL CHLORIDE;1-OCTANESULPHONYL CHLORIDE;1-Octanesulfonylchloride,97%;n-Octane sulfonyl chloride;1-octylsulfonyl chloride;OCTYLSULFONYLCHLORIDE
• CAS NO: 7795-95-1
• Molecular Formula: C₈H₁₇ClO₂S
• Molecular Weight: 212.74
• EINECS: 232-249-8
• Product Categories: Organic Building Blocks;Sulfonyl Halides;Sulfur Compounds
• Mol File: 7795-95-1.mol
• Article Data: 21

Chemical Properties

• Melting Point: 14℃
• Boiling Point: 75 °C0.03 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: yellow-brown liquid
• Density: 1.087 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000391mmHg at 25°C
• Refractive Index: n20/D 1.460(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive: Moisture Sensitive
• BRN: 1763921
• CAS DataBase Reference: 1-OCTANESULFONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-OCTANESULFONYL CHLORIDE(7795-95-1)
• EPA Substance Registry System: 1-OCTANESULFONYL CHLORIDE(7795-95-1)

Safety Data

• Hazard Codes: C
• Statements: 34-37
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 7795-95-1(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to slightly yellow liquid

Uses

1-Octanesulfonyl chloride is suitable for use in the preparation of 1-alkyl-3-methylimidazolium alkylsulfonates (ionic liquids).

InChI:InChI=1/C8H17ClO2S/c1-2-3-4-5-6-7-8-12(9,10)11/h2-8H2,1H3

Upstream product

• 111-88-6 Octanethiol 
• 19942-78-0 octyl thiocyanate 
• 4270-03-5 2-n-octylisothiourea hydrobromide 
• 3944-72-7 1-octanesulfonic acid 
• 822-27-5 dioctyl disulfide 
• 111-83-1 1-bromo-octane 
• 5324-84-5 sodium octylsulfonate 
• 85293-39-6 octyl benzyl sulfide 
• 69422-58-8 S,S-dioctyl dithiocarbonate 

Downstream Products

• 5455-73-2 N-octyl-octane-1-sulfonamide 
• 10307-28-5 1-octanesulfonic acid methyl ester 
• 38920-21-7 Octane-1-sulfonic acid [4-(1-amino-4-hydroxy-9,10-dioxo-9,10-dihydro-anthracen-2-yloxy)-phenyl]-amide 
• 122833-59-4 Octane-1-sulfonic acid [(1R,2R)-2-(octane-1-sulfonylamino)-cyclohexyl]-amide 
• 88413-13-2 N-<3-(methylamino)-4-nitrophenyl>octanesulfonamide 
• 111-85-3 n-chlorooctane 
• 629-27-6 1-Iodooctane 
• 692755-48-9 4β-n-octylsulfonamido-4'-tert-butyldimethylsilyloxy-4'-O-demethyl-4-desoxypodophyllotoxin 
• 918547-79-2 benzyl 2-(6-chloro-9-(octylsulfonyl)-9H-carbazol-2-yl)propanoate 
• 88412-84-4 Octane-1-sulfonic acid [4-(acridin-9-ylamino)-3-methylamino-phenyl]-amide 
• 887472-47-1 C₁₈H₂₅N₅O₂S 
• 173983-31-8 Benzhydrol 2-[2-(octylsulfonamido)phenoxy]benzoate 
• 40630-63-5 octanesulfonyl fluoride 
• 1204347-76-1 methyl 5-fluoro-2-(n-octylsulfonamido)benzoate 

Relevant articles and documents

High yielding protocol for direct conversion of thiols to sulfonyl chlorides and sulfonamides

In this paper, a new method for oxidative chlorination of thiols to sulfonyl chlorides and sulfonamides using H2O2 in the presence of TMSCl is reported. The excellent yields, short reaction times, excellent efficiencies, low costs, and easy separation of products are the most important advantages of this method.

Conversion of thiols into sulfonyl halogenides under aerobic and metal-free conditions

An environmentally benign, metal-free synthesis of sulfonyl chlorides and bromides from thiols in the presence of ammonium nitrate, an aqueous solution of HCl and HBr and oxygen as a terminal oxidant was developed. The reactivity of various substituted thiophenols, benzylic-, aliphatic- and heteroaromatic thiols was examined. Ammonium nitrate served as a source of nitrogen oxides (NO/NO2), which are the crucial players in a redox-catalytic cycle. Sulfonyl chlorides and bromides were isolated without extraction and "filtered" over a short pad of silica gel; the use of solvents was greatly reduced in comparison with traditional isolation and purification. A "one-pot" protocol for the conversion of thiol into sulfonamide is also demonstrated. Scale-up experiments on the preparation of sulfonyl chloride and bromide are shown. A possible reaction pathway is discussed.

Clean and economic synthesis of alkanesulfonyl chlorides from S-alkyl isothiourea salts via bleach oxidative chlorosulfonation

A simple procedure for clean and economic synthesis of alkanesulfonyl chlorides via bleach-mediated oxidative chlorosulfonation of S-alkyl isothiourea salts is disclosed. This procedure is environment- and worker-friendly with the advantages of readily accessible materials and reagents, simple and safe operations, easy purification without chromatography, and affords high yields of up to 99%.