Benzyl phenyl sulfoxide

Base Information

• Chemical Name: Benzyl phenyl sulfoxide
• CAS No.: 833-82-9
• Molecular Formula: C13H12OS
• Molecular Weight: 216.2988
• European Community (EC) Number: 622-062-3
• NSC Number: 122659,44777
• DSSTox Substance ID: DTXSID60286328
• Nikkaji Number: J283.984I
• ChEMBL ID: CHEMBL1863954

Synonyms:Benzyl phenyl sulfoxide;(benzylsulfinyl)benzene;833-82-9;benzenesulfinylmethylbenzene;[(BENZENESULFINYL)METHYL]BENZENE;MLS002707255;NSC44777;ghl.PD_Mitscher_leg0.491;SCHEMBL779948;[(Phenylsulfinyl)methyl]benzene;CHEMBL1863954;DTXSID60286328;[(Phenylsulfinyl)methyl]benzene #;HMS1666I08;MFCD00019926;NSC-44777;NSC122659;AKOS022179238;CCG-256456;NSC-122659;SMR001574649;EN300-9544421;AE-641/05560045;Z1154814721

Chemical Property of Benzyl phenyl sulfoxide

Chemical Property:

• Vapor Pressure: 3.9E-06mmHg at 25°C
• Refractive Index: 1.653
• Boiling Point: 396.5 °C at 760 mmHg
• Flash Point: 193.6 °C
• Density: 1.21 g/cm³
• 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:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CS(=O)C2=CC=CC=C2

Technology Process of Benzyl phenyl sulfoxide

There total 106 articles about Benzyl phenyl sulfoxide 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

Benzyl phenyl sulfide

α-Chlorobenzyl phenyl sulfoxide

Refernces

A new class of organocatalysts: Sulfenate anions

10.1002/anie.201405996

The study introduces sulfenate anions as a new class of organocatalysts, demonstrating their ability to catalyze the conversion of benzyl halides into trans-stilbenes under basic conditions with yields up to 99%. The researchers hypothesized that sulfenate anions, known for their reactivity, could serve as catalysts based on their behavior in a palladium-catalyzed conversion of aryl benzyl sulfoxides into diaryl sulfoxides. They optimized the reaction conditions using benzyl phenyl sulfoxide as the catalyst precursor and KOtBu as the base in cyclopentyl methyl ether (CPME) solvent at 80°C. The study explored various benzyl halides, finding that benzyl chlorides were more effective than bromides. The scope of the transformation included substrates with alkyl, halide, and fluorine substituents, achieving good to excellent yields. Mechanistic studies supported the intermediacy of sulfenate anions and identified the deprotonated sulfoxide as the catalyst's resting state. The research also demonstrated the scalability of the reaction and the potential use of different sulfoxide precatalysts, including DMSO.

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 833-82-9 (benzylsulfinyl)benzene

Send

Send

Metric Ton KG G Pound L ML

Send

Send