5339-59-3

Usage

Uses

Used in Plasticizer Applications:
N,N-Dibutybenzenesulfonamide is used as a plasticizer to improve the flexibility, workability, and durability of plastic materials. Its heat stability and low volatility contribute to the longevity and performance of the plastics in which it is incorporated.
Used in Adhesives and Sealants Industry:
In the adhesives and sealants industry, N,N-Dibutybenzenesulfonamide is used as an additive to enhance the bonding strength and elasticity of the products. Its compatibility with various polymers allows for the creation of adhesives and sealants with tailored properties to meet specific application requirements.
Used in Coatings Industry:
N,N-Dibutybenzenesulfonamide is utilized as a component in coatings to provide improved heat resistance and mechanical properties. Its inclusion in coating formulations results in coatings with enhanced durability and resistance to environmental factors.
Used in Polymer Production:
As an additive in the production of polymers, N,N-Dibutybenzenesulfonamide contributes to the overall performance of the polymers, offering improved processability and end-use properties.
Used as an Antistatic Agent:
N,N-Dibutybenzenesulfonamide is employed as an antistatic agent in various applications to reduce the buildup of static electricity on surfaces, which is particularly beneficial in environments where electrostatic discharge could cause damage or safety hazards.
Used as an Intermediate in Organic Synthesis:
In the realm of organic synthesis, N,N-Dibutybenzenesulfonamide serves as an intermediate in the synthesis of other organic compounds, contributing to the development of new chemical entities for various applications.
Given its low toxicity and lack of known harmful effects on human health or the environment when handled and used properly, N,N-Dibutybenzenesulfonamide is a preferred choice for many industrial applications where safety and performance are paramount.

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 
• 873-55-2 sodium benzenesulfonate 
• 102-82-9 tributyl-amine 
• 80-17-1 benzenesufonyl hydrazide 

Downstream Products

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

Relevant academic research and scientific papers

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.

Cu-catalyzed aerobic oxidative synthesis of sulfonamides from sulfonyl hydrazides and amines

An environmentally friendly route for sulfonamides has been developed. The oxidative coupling of sulfonyl hydrazides and amines was catalyzed by CuBr2 to produce various sulfonamides with the water and nitrogen gas as byproducts. Preliminary experiments revealed that the sulfonyl radical is likely to be involved in the reaction mechanism.

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.

Metal-free direct construction of sulfonamides via iodine- mediated coupling reaction of sodium sulfinates and amines at room temperature

A simple, practical, and metal-free protocol has been developed for the synthesis of sulfonamides from sodium sulfinates and various amines through an iodine-mediated SN bond formation reaction at room temperature. This green reaction is cost-effective, operationally straightforward, and especially proceeds under very mild conditions to afford the target products in good to excellent yields (up to 98%).

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.