4-Methylbenzenesulfonyl bromide

Base Information

• Chemical Name: 4-Methylbenzenesulfonyl bromide
• CAS No.: 1950-69-2
• Molecular Formula: C7H7BrO2S
• Molecular Weight: 235.101
• Hs Code.: 2904909090
• DSSTox Substance ID: DTXSID20436044
• Nikkaji Number: J1.130.105C
• Wikidata: Q72509242
• Mol file: 1950-69-2.mol

Synonyms:1950-69-2;4-methylbenzenesulfonyl bromide;4-methylbenzene-1-sulfonyl bromide;4-TOLUENESULFONYL BROMIDE;tosyl bromide;4-methyl-benzenesulfonyl bromide;p-toluenesulfonyl bromide;SCHEMBL1153998;4-methylbenzene-1-sulfonylbromide;DTXSID20436044;NTSFJZORNYYLFW-UHFFFAOYSA-N;AKOS015914769;CS-0238690;EN300-199428

Chemical Property of 4-Methylbenzenesulfonyl bromide

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 92-95 ºC
• Refractive Index: 1.579
• Boiling Point: 311.533 °C at 760 mmHg
• Flash Point: 142.21 °C
• PSA: 42.52000
• Density: 1.631 g/cm³
• LogP: 3.15940
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 233.93501
• Heavy Atom Count: 11
• Complexity: 209

Purity/Quality:

99.0%Min ^*data from raw suppliers

4-METHYLBENZENESULFONYL BROMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 4-Methylbenzenesulfonyl bromide

There total 64 articles about 4-Methylbenzenesulfonyl 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: 95.0%

2-(p-toluensulfinyl)heptane (89149-56-4,89149-57-5) → 2-bromoheptane (1974-04-5) + toluene-p-sulfonyl bromide (1950-69-2)

Guidance literature:

With bromine; In chloroform; for 2.5h; Further byproducts given;

DOI:10.1016/S0040-4020(01)88628-2

Reference yield: 86.0%

1-Tosyl-1-<2-(4-methoxyphenyl)ethyl>hydrazine (141666-87-7) → 4-methoxyphenethyl bromide (14425-64-0) + toluene-p-sulfonyl bromide (1950-69-2)

Guidance literature:

With N-Bromosuccinimide; In tetrahydrofuran; for 16h; Ambient temperature; Irradiation;

DOI:10.1016/0040-4039(94)80009-X

Reference yield: 71.0%

<2-(p-tolylsulfonyl)hydrazino>cyclohexane (1146-49-2) → 1-bromocyclohexane (108-85-0) + 1,2-dibromocyclohexane (5401-62-7) + toluene-p-sulfonyl bromide (1950-69-2)

Guidance literature:

With bromine; In chloroform; for 2.5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)88628-2

upstream raw materials:

p-toluene sulfinic acid

para-thiocresol

(E)-3-(p-tolylsulfonyl)propenenitrile

(S)-(-)-p-tolyl vinyl sulfoxide

Downstream raw materials:

1-(4-Bromo-5-methoxy-hexa-2,3-diene-1-sulfonyl)-4-methyl-benzene

1-(2-Bromo-5-methoxy-hex-3-yne-1-sulfonyl)-4-methyl-benzene

3-bromomethyl-7-(p-tolylsulfonylmethyl)noradamantane

4-Methylbenzolthiosulfonsaeure-S-isopropylester

Refernces

• 1、 Lennartson, Anders,Quant, Maria,Moth-Poulsen, Kasper. "A Convenient Route to 2-Bromo-3-chloronorbornadiene and 2,3-Dibromonorbornadiene". . p. 1501 - 1504. Retrieved 2015.
• 2、 Hu, Yuefei,Luo, Dongping,Min, Lin,Shan, Lidong,Wang, Xinyan,Zheng, Weiping. "N,N′-Disulfonylhydrazines: New sulfonylating reagents for highly efficient synthesis of (E)-vinyl sulfones at room temperature". . . Retrieved 2020/02/18.
• 3、 Equbal, Danish,Singh, Richa,Saima,Lavekar, Aditya G.,Sinha, Arun K.. "Synergistic Dual Role of [hmim]Br-ArSO2Cl in Cascade Sulfenylation-Halogenation of Indole: Mechanistic Insight into Regioselective C-S and C-S/C-X (X = Cl and Br) Bond Formation in One Pot". supporting information. p. 2660 - 2675. Retrieved 2019/03/14.