1-Bromo-2-(methylsulfinyl)benzene

Base Information

• Chemical Name: 1-Bromo-2-(methylsulfinyl)benzene
• CAS No.: 7321-58-6
• Molecular Formula: C₇H₇BrOS
• Molecular Weight: 219.102
• Hs Code.: 2930909090
• European Community (EC) Number: 869-660-2
• Nikkaji Number: J380.990K
• Mol file: 7321-58-6.mol

Synonyms:1-bromo-2-(methylsulfinyl)benzene;7321-58-6;1-bromo-2-methanesulfinylbenzene;Benzene, 1-bromo-2-(methylsulfinyl)-;1-bromo-2-methylsulfinylbenzene;2-BROMOPHENYL METHYL SULFOXIDE;SCHEMBL896403;(2-Bromophenyl)methylsulfoxide;Methyl (2-bromophenyl) sulfoxide;NNNHMHLNXXGWBA-UHFFFAOYSA-N;MFCD18089235;AS-62725;B4990;CS-0239879;FT-0763120;EN300-220373;T71275;A920288

Chemical Property of 1-Bromo-2-(methylsulfinyl)benzene

Chemical Property:

• Refractive Index: 1.6150-1.6190
• Boiling Point: 108 - 109 °C (0.05 mmHg)
• PSA: 36.28000
• Density: 1.68
• LogP: 5.52620
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 217.94010
• Heavy Atom Count: 10
• Complexity: 138

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Bromo-2-(methylsulfinyl)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)C1=CC=CC=C1Br

Technology Process of 1-Bromo-2-(methylsulfinyl)benzene

There total 30 articles about 1-Bromo-2-(methylsulfinyl)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: 93.0%

2-bromo-1-(methylsulfanyl)benzene (19614-16-5) → (R)-2-bromophenyl methyl sulfoxide (7321-58-6,126218-83-5,146235-11-2)

Guidance literature:

2-bromo-1-(methylsulfanyl)benzene; With manganese(II) triflate; N₁,N₂-bis(2-((R)-4-isopropyl-4,5-dihydrooxazol-2-yl)phenyl)benzene-1,2-diamine; In acetonitrile; at 20 ℃; for 6h; Inert atmosphere; Green chemistry;

With 1-Adamantanecarboxylic acid; dihydrogen peroxide; In isopropyl alcohol; acetonitrile; at -20 ℃; for 2h; enantioselective reaction; Inert atmosphere; Green chemistry;

DOI:10.1039/c4ra09832c

Reference yield: 91.0%

2-bromo-1-(methylsulfanyl)benzene (19614-16-5) → (S)-methyl o-bromophenyl sulfoxide (7321-58-6,126218-83-5,146235-11-2)

Guidance literature:

With tert.-butylhydroperoxide; iron(III) sulfate; (R,R)-N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine; In water; for 2.5h; chemoselective reaction; Reflux;

DOI:10.1002/aoc.1859

Reference yield: 81.0%

3-bromo-1-(methylthio)benzene (33733-73-2) → 1-bromo-2-(methylsulfonyl)benzene (33951-33-6) + (S)-methyl o-bromophenyl sulfoxide (7321-58-6,126218-83-5,146235-11-2)

Guidance literature:

With phosphate buffer; dihydrogen peroxide; chiral Al(salalen); In methanol; at 20 ℃; for 24h;

DOI:10.1002/anie.200700792

upstream raw materials:

N-chloro-4-methylbenzenesulfonamide

2-bromo-1-(methylsulfanyl)benzene

racemic methyl phenyl sulfoxide

o-bromothiophenol

Downstream raw materials:

decyl methyl sulfoxide

1-bromo-2-(methylsulfonyl)benzene

(S)-methyl o-bromophenyl sulfoxide

(R)-2-bromophenyl methyl sulfoxide

Refernces

• 1、 Zhang, Huaiyuan,Cormanich, Rodrigo A.,Wirth, Thomas. "Chiral Ligands in Hypervalent Iodine Compounds: Synthesis and Structures of Binaphthyl-Based λ3-Iodanes". supporting information. . Retrieved 2021/12/22.
• 2、 Liu, Shuyang,Tian, Miao,Bu, Xiubin,Tian, Hua,Yang, Xiaobo. "Covalent Organic Frameworks toward Diverse Photocatalytic Aerobic Oxidations". supporting information. p. 7738 - 7744. Retrieved 2021/05/07.