23705-38-6

Basic information

• Product Name: 4-methyl-N-(2-methylpropyl)benzenesulfonamide
• Synonyms: benzenesulfonamide, 4-methyl-N-(2-methylpropyl)-; N-Isobutyl-4-methylbenzenesulfonamide
• CAS NO: 23705-38-6
• Molecular Formula: C₁₁H₁₇NO₂S
• Molecular Weight: 227.3232
• Mol File: 23705-38-6.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 333.9°C at 760 mmHg
• Flash Point: 155.7°C
• Density: 1.102g/cm³
• Vapor Pressure: 0.000133mmHg at 25°C
• Refractive Index: 1.516
• CAS DataBase Reference: 4-methyl-N-(2-methylpropyl)benzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methyl-N-(2-methylpropyl)benzenesulfonamide(23705-38-6)
• EPA Substance Registry System: 4-methyl-N-(2-methylpropyl)benzenesulfonamide(23705-38-6)

Safety Data

• Hazardous Substances Data: 23705-38-6(Hazardous Substances Data)

Upstream product

• 78-81-9 isobutylamine 
• 98-59-9 p-toluenesulfonyl chloride 
• 75934-50-8 N-isobutyl-N-nitro-4-toluenesulfonamide 
• 78-84-2 isobutyraldehyde 
• 4104-47-6 N-sulfinyl-p-toluenesulfonamide 
• 628-55-7 diisobutyl ether 
• 70-55-3 toluene-4-sulfonamide 
• 16889-72-8 tert-butyl 2-methylpropanoate 
• 353264-99-0 N-isobutylidene-4-methylbenzenesulfonamide 
• 6873-55-8 p-tolylsulfinyl amide 
• 824-79-3 sodium 4-methylbenzenesulfinate 

Downstream Products

• 75934-50-8 N-isobutyl-N-nitro-4-toluenesulfonamide 
• 1025842-57-2 [Isobutyl-(toluene-4-sulfonyl)-amino]-acetic acid ethyl ester 
• 1401870-95-8 N-methyl-N-{[N-(2-methylpropyl)(4-methylbenzene)sulfonamido]methyl}acetamide 

Relevant articles and documents

The mechanism of alkene elimination from protonated toluenesulphonamides generated by electrospray ionisation

The positive ion electrospray mass spectra of a range of sulphonamides of general structure CH3C6H4SO2NHR1 [R1 = CnH2n+1 (n = 1-7), CnH2n-1 (n = 3, 4), C6H5, C6H5CH2 and C6H5CH(CH3)] and CH3C6H4SO2NR1R2 [R1, R2 = CnH2n+1 (n = 1-8)] are reported and discussed. The protonated sulphonamides derived from saturated primary and secondary aliphatic amines generally fragment to only a limited extent unless energised by collision. Two general fragmentations are observed: firstly, elimination of an alkene, CnH2n, obtained by hydrogen abstraction from one of the CnH2n+1 alkyl groups on nitrogen; secondly, cleavage to form CH3C6H4SO2+. The mechanism by which an alkene is lost has been probed by studying the variation of the intensity of the [M + H - CnH2n]+ signal with the structure of the alkyl substituent(s) on nitrogen and by monitoring the competition between the loss of different alkenes from protonated unsymmetrical sulphonamides in which two different alkyl groups are attached to nitrogen. This fragmentation is favoured by branching of the alkyl group at the carbon atom directly attached to nitrogen, thus suggesting that it involves a mechanism in which the stability of the cation obtained by stretching the bond connecting the nitrogen atom to the alkyl group is critical. This interpretation also explains the competition between alkene elimination and cleavage to form CH3C6H4SO2+ (and, in some cases, cleavage to form C6H5CH2+ or [C6H5CHCH3]+).

Copper-catalyzed sulfonamides formation from sodium sulfinates and amines

A new and convenient method for the construction of sulfonamides via a copper-catalyzed oxidative coupling between sodium sulfinates and amines with 1 atm O2 or DMSO as the oxidant was described. This method provides efficient and robust synthesis of functional sulfonamides in good yields and excellent chemoselectivity. And detailed mechanistic studies showed that this transformation may go through a single electron transfer (SET) pathway.

NAlkylation of tosylamides using esters as primary and tertiary alkyl sources: Mediated by hydrosilanes activated by a ruthenium catalyst

Select your group: Either a primary or tertiary alkyl group can be selectively introduced onto the nitrogen atom of tosylamides in a ruthenium-catalyzed reaction employing hydrosilanes through a judicious choice in the esters that serve as the alkyl source (see scheme; Ts= 4-toluenesulfonyl). These N-alkylation reactions are useful for construction of naturally occurring azacyclic skeletons. Copyright