2849-81-2

Basic information

• Product Name: N-TERT-BUTYL-P-TOLUENESULFONAMIDE
• Synonyms: RARECHEM AM UH V184;N-TERT-BUTYL-P-TOLUENESULFONAMIDE;n-(1,1-dimethylethyl)-4-methyl-benzenesulfonamid;n-(tert-butyl)-p-toluenesulfonamid;N-(1,1-Dimethylethyl)-4-methylbenzene-1-sulfonamide;N-tert-Butyl-4-methylbenzenesulfonamide
• CAS NO: 2849-81-2
• Molecular Formula: C₁₁H₁₇NO₂S
• Molecular Weight: 227.32
• Mol File: 2849-81-2.mol
• Article Data: 60

Chemical Properties

• Melting Point: 112-113 °C(Solv: water (7732-18-5); ethanol (64-17-5))
• Boiling Point: 327.7 °C at 760 mmHg
• Flash Point: 152 °C
• Appearance: /
• Density: 1.104 g/cm³
• Vapor Pressure: 0.000198mmHg at 25°C
• Refractive Index: 1.517
• PKA: 12.24±0.50(Predicted)
• Water Solubility: Soluble in water.
• CAS DataBase Reference: N-TERT-BUTYL-P-TOLUENESULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-TERT-BUTYL-P-TOLUENESULFONAMIDE(2849-81-2)
• EPA Substance Registry System: N-TERT-BUTYL-P-TOLUENESULFONAMIDE(2849-81-2)

Safety Data

• RTECS: XT5610000
• Hazardous Substances Data: 2849-81-2(Hazardous Substances Data)

Usage

General Description

N-TERT-BUTYL-P-TOLUENESULFONAMIDE is a chemical compound used as a plasticizer in the manufacturing of various plastic materials, including polyvinyl chloride (PVC). It is also used as an additive in other industrial processes, such as in the production of rubber and adhesives. Additionally, N-TERT-BUTYL-P-TOLUENESULFONAMIDE is utilized as a stabilizer in the formulation of personal care products, such as lotions, creams, and sunscreens. This chemical compound is known for its ability to improve the flexibility and durability of plastic materials, as well as to enhance the performance of other industrial products. However, it is important to handle N-TERT-BUTYL-P-TOLUENESULFONAMIDE with care, as it can be harmful if ingested, inhaled, or comes into contact with the skin.

InChI:InChI=1/C11H17NO2S/c1-9-5-7-10(8-6-9)15(13,14)12-11(2,3)4/h5-8,12H,1-4H3

Upstream product

• 75-64-9 tert-butylamine 
• 7466-04-8 2,4,6-trichlorophenyltosylate 
• 694-59-7 pyridine N-oxide 
• 4124-41-8 p-toluenesulfonylanhydride 
• 24057-28-1 pyridinium p-toluenesulfonate 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 1173989-70-2 3-chloro-5-{2-chloro-5-[7-oxy-1-(tetrahydropyran-2yl)-1H-pyrazolo[3,4-b]pyridin-3-ylmethoxy]phenoxy}benzonitrile 
• 106-45-6 para-thiocresol 
• 16889-72-8 tert-butyl 2-methylpropanoate 
• 70-55-3 toluene-4-sulfonamide 
• 1634-04-4 tert-butyl methyl ether 
• 10017-37-5 tert-butylamine hydrochloride 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 

Downstream Products

• 99987-05-0 4-tert-butylsulfamoyl-benzoic acid 
• 88303-13-3 N-(tert-butyl)-N-fluoro-4-methylbenzenesulfonamide 
• 88303-19-9 N-(tert-butyl)-2-fluoro-4-methylbenzenesulfonamide 
• 1344708-05-9 [2-(2,5-dimethylpyrrole-1-sulfonyl)-5-methylphenyl]methanol 
• 1344707-89-6 tetrabutylammonium 2-fluoromethyl-4-methyl-benzenesulfonate 
• 1344708-21-9 C₈H₈⁽¹⁸⁾FO₃S^(1-)*K⁽¹⁺⁾ 
• 304649-53-4 N-tert-butyl-2-hydroxymethyl-4-methylbenzenesulfonamide 
• 183000-60-4 2-t-Butylaminosulfonyl-5-methyl-benzeneboronic acid 

Relevant articles and documents

A novel synthesis of 3-aminoazetidines by ring transformation of 2-(bromomethyl)aziridines

A one-step approach to the biologically interesting 3-aminoazetidines is described. The reaction concerns a ring transformation of 1-arylsulfonyl-2-(halomethyl)aziridines with aliphatic amines under various reaction conditions. (C) 2000 Elsevier Science Ltd.

Development of an Imine Chaperone for Selective C-H Functionalization of Alcohols via Radical Relay

The design of a radical relay chaperone to promote selective C-H functionalizations is described. A saccharin-based imine was found to be uniquely suited to effect C-H amination of alcohols via an in situ generated hemiaminal. This radical chaperone facilitates the mild generation of an N-centered radical while also directing its regioselective H atom transfer (HAT) to the β carbon of an alcohol. Upon β C-H halogenation, aminocyclization, and reductive cleavage, an NH2 is formally added vicinal to an alcohol. The development, synthetic utility, and chemo-, regio-, and stereoselectivity of this imine chaperone-mediated C-H amination is presented herein.

Recurrent Approximation of Retention Parameters of N-Substituted p-Toluenesulfonamides in Reversed-Phase High Performance Liquid Chromatography for Revealing the Formation of Their Hydrates

Abstract: Recurrent approximation of retention times in reversed-phase high performance liquid chromatography (RP-HPLC), tR(C + ΔC) = atR(C) + b, where C is the acetonitrile concentration in the eluent, and ΔC is the constant “step” of its variation, for six specially synthesized N-substituted p-toluenesulfonamides confirmed the presence of anomalies previously revealed for some complex polyfunctional organic compounds. The reason for these anomalies is the presence of sulfonamide –SO2–NH fragments in the molecules, which leads to hydration of sorbates in aqueous solutions, or, more precisely, to a change in the ratio of their non-hydrated and hydrated forms because of a shift in the equilibrium Х + Н2О $$ rightleftarrows $$ Х·Н2О (*) as a result of a change in the eluent composition. The same effect is indicated by the strong antibatic dependence of the retention indices RI(C) of all sulfonamides under study; the coefficients dRI/dC vary from –1.9 to –4.0, these values being much higher in magnitude than for compounds that do not form hydrates. Further independent evidence in favor of the transformation of sorbates due to variation of the eluent composition is the dependence of the relative absorbance Arel = A(254)/A(220) on the acetonitrile content in the eluent. This suggests changes in the chemical nature of chromophores in sulfonamide molecules depending on the equilibrium state (*).

Zn- And Cu-catalyzed coupling of tertiary alkyl bromides and oxalates to forge challenging C?O, C?S, and C?N bonds

We describe here the facile construction of sterically hindered tertiary alkyl ethers and thioethers via the Zn(OTf)2catalyzed coupling of alcohols/phenols with unactivated tertiary alkyl bromides and the Cu(OTf)2-catalyzed thiolation of unactivated tertiary alkyl oxalates with thiols. The present protocol represents one of the most effective unactivated tertiary C(sp3)? heteroatom bond-forming conditions via readily accessible Lewis acid catalysis that is surprisingly less developed.