4837-38-1

Basic information

• Product Name: Cyclohexanesulfonylchloride
• Synonyms: Cyclohexylsulfonylchloride;NSC 41208
• CAS NO: 4837-38-1
• Molecular Formula: C₆H₁₁ClO₂S
• Molecular Weight: 182.6683
• Mol File: 4837-38-1.mol
• Article Data: 37

Chemical Properties

• Boiling Point: 255.8 °C at 760 mmHg
• Flash Point: 108.5 °C
• Appearance: colorless to yellow liquid
• Density: 1.29 g/cm³
• Vapor Pressure: 0.0256mmHg at 25°C
• Refractive Index: 1.497
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Cyclohexanesulfonylchloride(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanesulfonylchloride(4837-38-1)
• EPA Substance Registry System: Cyclohexanesulfonylchloride(4837-38-1)

Safety Data

• Hazard Codes: C:Corrosive
• Statements: R34:
• Safety Statements: S26:; S36/37/39:; S45:
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 4837-38-1(Hazardous Substances Data)

Usage

General Description

Cyclohexanesulfonylchloride, also known as sulfonyl chloride, is an organic compound that contains a sulfonyl chloride functional group. It is a colorless to light yellow liquid that is highly reactive and is used as a key building block in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. It is also commonly used as a reagent in organic synthesis to introduce the sulfonyl group into other molecules. Cyclohexanesulfonylchloride is a versatile and important chemical in the synthesis of diverse compounds and plays a crucial role in the development of new drugs and materials. However, it should be handled with caution due to its reactivity and potential hazards.

InChI:InChI=1/C6H11ClO2S/c7-10(8,9)6-4-2-1-3-5-6/h6H,1-5H2

Upstream product

• 110-82-7 cyclohexane 
• 4251-13-2 thiocyanatocyclohexane 
• 10039-63-1 S-cyclohexyl ethanethioate 
• 1569-69-3 Cyclohexanethiol 
• 7791-25-5 sulfuryl dichloride 
• 64-19-7 acetic acid 
• 110-86-1 pyridine 
• 141-86-6 2.6-diaminopyridine 
• 97-74-5 bis(dimethylthiocarbamoyl)sulfide 
• 7782-50-5 chlorine 
• 7732-18-5 water 
• 65839-18-1 Methyl-thiocarbamic acid S-cyclohexyl ester 
• 931-51-1 cyclohexylmagnesiumchloride 
• 108-91-8 cyclohexylamine 

Downstream Products

• 90886-59-2 N,N-dimethyl-cyclohexanesulfonamide 
• 5464-06-2 N-phenylcyclohexanesulfonamide 
• 7010-85-7 cyclohexanesulfonic acid methylamide 
• 59427-27-9 C₁₄H₂₆O₆S₂ 
• 24610-65-9 Cyclohexan-sulfonsaeure-(o-tolyl-ester) 
• 25078-02-8 Cyclohexan-sulfonsaeure-(o-methoxy-phenyl-ester) 
• 73153-46-5 N-Benzoyl-N-phenyl-cyclohexansulfonamid 
• 73153-61-4 4-Benzamidophenyl-cyclohexansulfonat 
• 83125-88-6 C₁₉H₂₁NO₄S 
• 73153-57-8 2-Benzamidophenyl-cyclohexansulfonat 
• 4247-57-8 (1-Chlor-1-cyclohexyl)cyclohexylsulfon 
• 126505-14-4 <1-(1-Chlor-1-cyclohexylsulfonyl)cyclohexyl>cyclohexylsulfon 
• 13893-74-8 sodium cyclohexanesulfonate 
• 6922-46-9 cyclohexanesulfonic acid 

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.

An efficient method for the preparation of sulfonyl chlorides: Reaction of disulfides or thiols with sodium hypochlorite pentahydrate (NaOCl·5H2O) crystals

The reaction of disulfides or thiols with sodium hypochlorite pentahydrate in acetic acid efficiently provided the corresponding sulfonyl chlorides in high yields.