Benzenesulfonyl bromide

Base Information

• Chemical Name: Benzenesulfonyl bromide
• CAS No.: 2297-65-6
• Molecular Formula: C6H5 Br O2 S
• Molecular Weight: 221.075
• Hs Code.: 2904909090
• European Community (EC) Number: 691-545-9
• DSSTox Substance ID: DTXSID30456632
• Nikkaji Number: J1.109.322A
• Wikidata: Q72445106
• Mol file: 2297-65-6.mol

Synonyms:Phenylsulfonylbromide

Chemical Property of Benzenesulfonyl bromide

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 19.5 °C
• Refractive Index: 1.592
• Boiling Point: 301 ºC
• Flash Point: 136 ºC
• PSA: 42.52000
• Density: 1.728
• LogP: 2.85100
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 219.91936
• Heavy Atom Count: 10
• Complexity: 186

Purity/Quality:

98%Min ^*data from raw suppliers

Benzenesulfonylbromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Benzenesulfonyl bromide

There total 18 articles about Benzenesulfonyl bromide 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: 99.0%

diphenyldisulfane (882-33-7) → benzenesulfonyl bromide (2297-65-6)

Guidance literature:

With sodium hypochlorite pentahydrate; acetic acid; sodium bromide; for 0.5h; pH=2.8;

Reference yield: 96.0%

thiophenol (108-98-5) → benzenesulfonyl bromide (2297-65-6)

Guidance literature:

With Oxone; potassium bromide; In water; at 20 ℃; for 0.166667h; Reagent/catalyst;

DOI:10.1039/c4gc00246f

Reference yield: 93.6%

S-Phenyl benzenethiosulfonate (1212-08-4) + phenylsulfenyl bromide (28074-23-9) → benzenesulfonyl bromide (2297-65-6) + diphenyldisulfane (882-33-7)

Guidance literature:

In acetonitrile; at 75 ℃; for 3h; Mechanism;

upstream raw materials:

sodium phenylsulfonate

ethanol

sodium hydroxymethanesulfinate dihydrate

benzyl chloride

Downstream raw materials:

fenson

N-(3-nitrophenyl)benzenesulfonamide

2-(phenylsulfonyl)-1-phenyl-1-propene

6-endo-phenylsulfonyl-7-anti-bromonorpinane

Refernces

• 1、 Cahiez,G. et al.. "-". . p. 123 - 126. Retrieved 1976.
• 2、 Han, Fuzhong,Su, Bobo,Song, Peifang,Wang, Yaqiao,Jia, Lina,Xun, Shanshan,Hu, Minggang,Zou, Liwei. "N-bromosuccinimide mediated decarboxylative sulfonylation of β-keto acids with sodium sulfinates toward β-keto sulfones: Evaluation of human carboxylesterase 1 activity". . p. 5908 - 5913. Retrieved 2018/08/29.
• 3、 Jereb, Marjan,Hribernik, Luka. "Conversion of thiols into sulfonyl halogenides under aerobic and metal-free conditions". supporting information. p. 2286 - 2295. Retrieved 2017/07/24.