5339-59-3

Basic information

• Product Name: N,N-DIBUTYLBENZENESULFONAMIDE
• Synonyms: N,N-Dibutylbenzenesulfonamide,98%;BUTTPARK 45\07-33;N,N-DIBUTYLBENZENESULFONAMIDE;N,N-DIBUTYLBENZENESULPHONAMIDE
• CAS NO: 5339-59-3
• Molecular Formula: C₁₄H₂₃NO₂S
• Molecular Weight: 269.4
• Mol File: 5339-59-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 211-212°C 17mm
• Flash Point: 211-212°C/17mm
• Appearance: /
• Density: 1.06 g/cm³
• Vapor Pressure: 8.54E-06mmHg at 25°C
• Refractive Index: 1.5090
• BRN: 2852807
• CAS DataBase Reference: N,N-DIBUTYLBENZENESULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-DIBUTYLBENZENESULFONAMIDE(5339-59-3)
• EPA Substance Registry System: N,N-DIBUTYLBENZENESULFONAMIDE(5339-59-3)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 24/25
• Hazardous Substances Data: 5339-59-3(Hazardous Substances Data)

Usage

General Description

N,N-Dibutybenzenesulfonamide is a chemical compound with the molecular formula C16H23NO2S. It is commonly used as a plasticizer and as an additive in various industrial applications such as in the production of adhesives, sealants, coatings, and polymers. The compound has excellent heat stability, low volatility, and good compatibility with various polymers, making it an ideal choice for enhancing the performance and properties of plastic materials. It is also used as an antistatic agent and an intermediate in the synthesis of other organic compounds. N,N-Dibutybenzenesulfonamide is considered to be a low-toxicity chemical with no known harmful effects on human health or the environment when handled and used properly.

InChI:InChI=1/C14H23NO2S/c1-3-5-12-15(13-6-4-2)18(16,17)14-10-8-7-9-11-14/h7-11H,3-6,12-13H2,1-2H3

Upstream product

• 542-69-8 1-iodo-butane 
• 3622-84-2 N-butylbenzenesulfonamide 
• 111-92-2 dibutylamine 
• 98-09-9 benzenesulfonyl chloride 
• 109-65-9 1-bromo-butane 
• 98-10-2 benzenesulfonamide 
• 102-82-9 tributyl-amine 
• 80-17-1 benzenesufonyl hydrazide 
• 873-55-2 sodium benzenesulfonate 

Downstream Products

• 1450829-79-4 dibutyl (2-(N,N-dibutylsulfamoyl)phenyl)phosphonate 
• 1450829-78-3 diethyl (2-(N,N-dibutylsulfamoyl)phenyl)phosphonate 

Relevant articles and documents

AEROBIC OXIDATIVE SYNTHESIS OF SULFONAMIDE USING Cu CATALYST

The present invention relates to a method for oxidative synthesis of sulfonamides using copper catalysts. , Oxygen (O) is used. 2 The oxidative synthesis of sulfonamides (1) comprises reacting a 2 th or sulfonyl hydrazide primary amine with a sulfonyl hydrazide (sulfonamide) with a copper catalyst on a solvent under the conditions in which the sulphonamide is fed. The oxidation coupling of the present invention showed extensive substrate ranges in an amine comprising a 2 primary amine, 1 primary amine and amine hydrochloride salt. It is worth notable that non-reactive aliphatic sulfonyl hydrazides in previously reported anaerobic systems can be used for the aerobic oxidation coupling of the present invention. The oxidation coupling of the present invention has been more effective on large scale.

Eosin Y-Sensitized Photocatalytic Reaction of Tertiary Aliphatic Amines with Arenesulfonyl Chlorides under Visible-Light Irradiation

A mild, practical, and environmentally friendly route to vinyl sulfones and sulfonamides has been developed based on the reaction of aliphatic amines with arenesulfonyl chlorides in the presence of eosin Y as a photocatalyst under visible light. The method permits the selective formation of vinyl sulfones or sulfonamides, depending on the oxidation environment and solvent. A wide range of products were obtained in moderate to good yields under the optimized conditions.

Benzenesulfonyl chloride with primary and secondary amines in aqueous media - Unexpected high conversions to sulfonamides at high pH

We have determined pH-yield profiles under pseudo-first-order conditions of the reactions of benzenesulfonyl chloride with a set of primary and secondary water-soluble alkylamines, and have found with certain amines, such as dibutylamine, a profile taking the form of a sigmoid pH-yield curve with relatively high yields of the sulfonamide persisting with increasing basicity up to and including 1.0 mol/L sodium hydroxide. This behaviour is quantitatively accounted for by invoking, in addition to the usual second-order reaction of the sulfonyl chloride with the amine, two third-order terms (i) one first-order in sulfonyl chloride, amine and hydroxide anion, and (H) another first-order in sulfonyl chloride and second-order in the amine. The importance of the third-order terms correlates approximately with the total number of alkyl carbon atoms in the amine, and this in turn is regarded as related to the hydrophobic character of the amine. Experiments to test this picture included: (i) observation of a bell-shaped curve with bis(2-methoxyethyl)amine, (H) in the reaction of dibutylamine in THF-H2O (1:1), and also (iii) in the reaction of dibutylamine in 1.0 mol/L tetrabutylammonium bromide, and (iv) increase in the contributions of the third-order terms in 1.0 mol/L aqueous sodium chloride. Preparative reactions with dibutylamine, 1-octylamine, and hexamethylenimine in 1.0 mol/L aqueous sodium hydroxide with a 5% excess of benzenesulfonyl chloride gave, respectively, 94%, 98%, and 97% yields of the corresponding sulfonamides.