1,3,5-Trimethyl-2-(4-methylphenyl)sulfonylbenzene

Base Information

• Chemical Name: 1,3,5-Trimethyl-2-(4-methylphenyl)sulfonylbenzene
• CAS No.: 5184-64-5
• Molecular Formula: C16H18 O2 S
• Molecular Weight: 274.384
• NSC Number: 116966
• DSSTox Substance ID: DTXSID00297630
• Nikkaji Number: J586.167E
• Wikidata: Q82038831
• Pharos Ligand ID: FBNGQ9D7FVPC
• ChEMBL ID: CHEMBL2313653
• Mol file: 5184-64-5.mol

Synonyms:ESI-05

Chemical Property of 1,3,5-Trimethyl-2-(4-methylphenyl)sulfonylbenzene

Chemical Property:

• Vapor Pressure: 4.33E-07mmHg at 25°C
• Boiling Point: 426.7°Cat760mmHg
• Flash Point: 250°C
• Density: 1.129g/cm³
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 274.10275099
• Heavy Atom Count: 19
• Complexity: 376

Purity/Quality:

98%,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)C2=C(C=C(C=C2C)C)C

Technology Process of 1,3,5-Trimethyl-2-(4-methylphenyl)sulfonylbenzene

There total 24 articles about 1,3,5-Trimethyl-2-(4-methylphenyl)sulfonylbenzene 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%

4-methylphenylboronic acid (5720-05-8) + mesityl(phenyl)iodonium triflouromethanesulfonate (144930-50-7) → 1,3,5-trimethyl-2-(toluene-4-sulfonyl)-benzene (5184-64-5)

Guidance literature:

With potassium disulphite; 1,3-bis(2,6-di-i-propylphenyl)ylidene gold chloride; sodium carbonate; In acetonitrile; at 100 ℃; for 24h; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.8b03957

Reference yield: 97.0%

p-toluenesulfonyl chloride (98-59-9) + 1,3,5-trimethyl-benzene (108-67-8) → 1,3,5-trimethyl-2-(toluene-4-sulfonyl)-benzene (5184-64-5)

Guidance literature:

With tin(II) trifluoromethanesulfonate; at 120 ℃; for 8h;

DOI:10.1016/S0040-4020(00)01005-X

Reference yield: 95.0%

sodium tosylate (657-84-1) + 1,3,5-trimethyl-benzene (108-67-8) → 1,3,5-trimethyl-2-(toluene-4-sulfonyl)-benzene (5184-64-5)

Guidance literature:

With methanesulfonic acid; phosphorus pentoxide; at 20 ℃; for 24h;

DOI:10.1055/s-1984-30828

upstream raw materials:

p-toluenesulfonyl chloride

1,3,5-trimethyl-benzene

2-mesitylenesulphonyl chloride

toluene

Downstream raw materials:

2,4-dimethyl-6-(4-methyl-benzyl)-benzenesulfinic acid

Refernces

• 1、 Ravi Kumar,Ramesh,Banik, Swarnayu,Subba Reddy. "TosMIC and its derivatives as versatile sulfonylating agents for the synthesis of p-toluenesulfonylarenes from aryl halides and arylboronic acids". . . Retrieved 2020/11/02.
• 2、 Wu, Xiangmei,Wang, Yan. "Copper-mediated sulfonylation of aryl iodides and bromides with arylsulfonyl hydrazides in PEG-400". supporting information. p. 10953 - 10957. Retrieved 2018/07/06.