1-Bromo-2-((methylsulfonyl)methyl)benzene

Base Information

• Chemical Name: 1-Bromo-2-((methylsulfonyl)methyl)benzene
• CAS No.: 25195-52-2
• Molecular Formula: C8H9 Br O2 S
• Molecular Weight: 249.128
• Hs Code.: 2904909090
• DSSTox Substance ID: DTXSID50948049
• Wikidata: Q82925844
• ChEMBL ID: CHEMBL4567908
• Mol file: 25195-52-2.mol

Synonyms:25195-52-2;1-bromo-2-((methylsulfonyl)methyl)benzene;2-Bromobenzylmethylsulfone;1-bromo-2-(methylsulfonylmethyl)benzene;Benzene,1-bromo-2-[(methylsulfonyl)methyl]-;Benzene, 1-bromo-2-[(methylsulfonyl)methyl]-;SCHEMBL2396949;CHEMBL4567908;DTXSID50948049;BULUABWJXGYTEX-UHFFFAOYSA-N;MFCD06798011;2-bromobenzylmethylsulfone, AldrichCPR;AKOS024388253;1-bromo-2-(methanesulfonylmethyl)benzene;DS-12464;1-Bromo-2-[(methanesulfonyl)methyl]benzene;CS-0150132;FT-0650227;C74305;EN300-226723;A912113;J-015864;Z416894838

Chemical Property of 1-Bromo-2-((methylsulfonyl)methyl)benzene

Chemical Property:

• Vapor Pressure: 2.41E-06mmHg at 25°C
• Boiling Point: 403.2oC at 760 mmHg
• Flash Point: 197.7oC
• PSA: 42.52000
• Density: 1.562g/cm3
• LogP: 3.07450
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 247.95066
• Heavy Atom Count: 12
• Complexity: 230

Purity/Quality:

98%min ^*data from raw suppliers

2-Bromobenzylmethylsulfone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)CC1=CC=CC=C1Br

Technology Process of 1-Bromo-2-((methylsulfonyl)methyl)benzene

There total 4 articles about 1-Bromo-2-((methylsulfonyl)methyl)benzene 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: 94.0%

sodium methansulfinate (20277-69-4) + 1-Bromo-2-bromomethyl-benzene (3433-80-5) → 1-bromo-2-((methylsulfonyl)methyl)benzene (25195-52-2)

Guidance literature:

In N,N-dimethyl-formamide; at 60 ℃; for 1h;

Reference yield:

2-bromo-α-toluenesulfonamide (113283-03-7) → 1-bromo-2-((methylsulfonyl)methyl)benzene (25195-52-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; benzaldehyde; 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride / ethanol / 18 h / 78 °C / Inert atmosphere

2: ethanol; N,N-dimethyl-formamide / 2 h / Cooling with ice

With 2-mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazolium chloride; potassium carbonate; benzaldehyde; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jacs.8b11800

Reference yield:

C7H6BrO2S(1-)*K(1+) + methyl iodide (74-88-4) → 1-bromo-2-((methylsulfonyl)methyl)benzene (25195-52-2)

Guidance literature:

In ethanol; N,N-dimethyl-formamide; for 2h; Cooling with ice;

DOI:10.1021/jacs.8b11800

upstream raw materials:

sodium methansulfinate

1-Bromo-2-bromomethyl-benzene

2-bromo-α-toluenesulfonamide

methyl iodide

Downstream raw materials:

3-(2-fluoro-4-((2-((methylsulfonyl)methyl)phenyl)ethynyl)phenyl)propanoic acid

methyl 3-(2-fluoro-4-((2-((methylsulfonyl)methyl)phenyl)ethynyl)phenyl)propanoate

Refernces

• 1、 Christiansen, Elisabeth,Hansen, Steffen V. F.,Urban, Christian,Hudson, Brian D.,Wargent, Edward T.,Grundmann, Manuel,Jenkins, Laura,Zaibi, Mohamed,Stocker, Claire J.,Ullrich, Susanne,Kostenis, Evi,Kassack, Matthias U.,Milligan, Graeme,Cawthorne, Michael A.,Ulven, Trond. "Discovery of TUG-770: A highly potent free fatty acid receptor 1 (FFA1/GPR40) agonist for treatment of type 2 diabetes". supporting information. p. 441 - 445. Retrieved 2013/07/11.