Benzene, [(S)-(phenylmethyl)sulfinyl]-

Base Information

• Chemical Name: Benzene, [(S)-(phenylmethyl)sulfinyl]-
• CAS No.: 7417-81-4
• Molecular Formula: C₁₃H₁₂OS
• Molecular Weight: 216.304
• DSSTox Substance ID: DTXSID00474505
• Wikidata: Q82304557
• Mol file: 7417-81-4.mol

Synonyms:phenylsulfinylmethylbenzene;Benzene, [(S)-(phenylmethyl)sulfinyl]-;(S)-(Benzylsulfinyl)benzene;7417-81-4;DTXSID00474505;IKF

Chemical Property of Benzene, [(S)-(phenylmethyl)sulfinyl]-

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 216.06088618
• Heavy Atom Count: 15
• Complexity: 203

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CS(=O)C2=CC=CC=C2
• Isomeric SMILES: C1=CC=C(C=C1)C[S@](=O)C2=CC=CC=C2

Technology Process of Benzene, [(S)-(phenylmethyl)sulfinyl]-

There total 104 articles about Benzene, [(S)-(phenylmethyl)sulfinyl]- 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: 96.0%

bromomethyl phenyl sulfoxide (31268-20-9) + phenylboronic acid (98-80-6) → biphenyl (92-52-4,1594-86-1) + racemic methyl phenyl sulfoxide (1193-82-4) + benzyl phenyl sulfoxide (7417-81-4,20246-02-0,73610-10-3,210539-77-8,833-82-9)

Guidance literature:

With cesium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; Heating;

DOI:10.1021/jo0487552

Reference yield: 91.0%

Benzyl phenyl sulfide (831-91-4) → benzyl phenyl sulfoxide (7417-81-4,20246-02-0,73610-10-3,210539-77-8,833-82-9) + benzaldehyde (100-52-7) + diphenyldisulfane (882-33-7)

Guidance literature:

With triethylamine tris(hydrogen fluoride); In acetonitrile; at 20 ℃; electrolysis at 1.6 V anodic potential (platinum anode and cathode);

DOI:10.1021/jo00312a006

Reference yield: 74.0%

1,1'-sulfinylbisbenzene (945-51-7) + C14H14O2Zn*2MgBr2*LiBr + benzyl bromide (100-39-0) → benzyl phenyl sulfoxide (7417-81-4,20246-02-0,73610-10-3,210539-77-8,833-82-9) + 4-methoxylbiphenyl (613-37-6) + 4,4'-Dimethoxybiphenyl (2132-80-1)

Guidance literature:

1,1'-sulfinylbisbenzene; C₁₄H₁₄O₂Zn*2MgBr₂*LiBr; With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; In tetrahydrofuran; at 80 ℃; for 0.0833333h;

benzyl bromide; at 20 ℃; for 1h;

DOI:10.1021/acscatal.7b02347

upstream raw materials:

1,1'-sulfinylbisbenzene

benzyl sodium

Benzyl phenyl sulfide

benzenesulfonyl chloride

Downstream raw materials:

benzenesulfinyl-phenyl-acetic acid

thiophenol

(1E,3E)-4,8-dimethyl-1-phenyl-1,3,7-nonatriene

(E)-(4,8-dimethylnona-1,7-dien-1-yl)benzene

Refernces

• 1、 Karimian, Davud,Zangi, Fatemeh. "Aerobic photoxidation of sulfides using unique hybrid polyoxometalate under visible light". . . Retrieved 2021/01/26.
• 2、 Behjatmanesh-Ardakani, Reza,Fallah-Mehrjardi, Mehdi,Kargar, Hadi,Moghimi, Atefeh,Munawar, Khurram Shahzad,Rudbari, Hadi Amiri. "New oxovanadium and dioxomolybdenum complexes as catalysts for sulfoxidation: experimental and theoretical investigations of E and Z isomers of ONO tridentate Schiff base ligand". . . Retrieved 2021/06/23.