N,N-Dibromo-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N,N-Dibromo-4-methylbenzenesulfonamide
• CAS No.: 21849-40-1
• Molecular Formula: C₇H₇Br₂NO₂S
• Molecular Weight: 329.012
• European Community (EC) Number: 663-693-4
• Nikkaji Number: J759.231K
• Mol file: 21849-40-1.mol

Synonyms:N,N-dibromo-p-toluenesulfonamide

Chemical Property of N,N-Dibromo-4-methylbenzenesulfonamide

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 328.85438
• Heavy Atom Count: 13
• Complexity: 252

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N(Br)Br

Technology Process of N,N-Dibromo-4-methylbenzenesulfonamide

There total 4 articles about N,N-Dibromo-4-methylbenzenesulfonamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

chloroamine-T (127-65-1) → dibromamine-T (21849-40-1)

Guidance literature:

With bromine; In water;

DOI:10.1039/b923253m

Reference yield: 98.0%

toluene-4-sulfonamide (70-55-3) → dibromamine-T (21849-40-1)

Guidance literature:

With bromine; potassium hydroxide; In water; at 25 ℃; for 24h;

DOI:10.1002/adsc.201600821

Reference yield:

bromamine T (41085-71-6) → dibromamine-T (21849-40-1) + toluene-4-sulfonamide (70-55-3)

Guidance literature:

In water; at 29 ℃; Further Variations:; concentrations; intensity of the incident light; Kinetics; Quantum yield; Irradiation;

upstream raw materials:

toluene-4-sulfonamide

chloroamine-T

bromamine T

Downstream raw materials:

N-(2-bromo-1-phenylethyl)-4-methylbenzenesulfonamide

3-Bromo-4-ethoxybenzoic Acid

4,8-dibromo-6-(toluene-4-sulfonyl)-2-oxa-6-aza-adamantane

bromamine T

Refernces

Facile generation of vicinal bromoazides from olefins using TMSN₃ and TsNBr₂ without any catalyst

10.1016/j.tetlet.2009.06.059

The research aimed to develop an efficient method for the synthesis of vicinal bromoazides directly from olefins using N,N-dibromo-p-toluenesulfonamide (TsNBr2) as the bromine source and trimethylsilyl azide (TMSN3) as the azide source, without the need for any catalyst. The study concluded that this method is extremely rapid and efficient, applicable to various olefins such as cinnamates, chalcone, styrenes, and acrylates, yielding the corresponding 1,2-bromoazides in excellent yields. The reaction is particularly effective for α,β-unsaturated carbonyl compounds, which are known to be challenging for such transformations. However, the reaction was found to be less effective for aliphatic alkenes like cyclohexene and 1-octene. The procedure is performed at room temperature in acetonitrile as the solvent, and the reaction is instantaneous, highlighting its ease of performance.