Dibenzyl sulfoxide

Base Information

• Chemical Name: Dibenzyl sulfoxide
• CAS No.: 621-08-9
• Deprecated CAS: 56573-82-1
• Molecular Formula: C14H14OS
• Molecular Weight: 230.331
• Hs Code.: 2930 90 98
• European Community (EC) Number: 210-668-7
• NSC Number: 55
• UNII: 554PDF1275
• DSSTox Substance ID: DTXSID8022088
• Nikkaji Number: J6.830F
• Wikidata: Q5805477
• ChEMBL ID: CHEMBL190496
• Mol file: 621-08-9.mol

Synonyms:Dibenzyl sulfoxide;Benzyl sulfoxide;621-08-9;Dibenzylsulfoxide;Tardiol D;Sulfoxide, dibenzyl;Dibenzyl sulphoxide;benzylsulfinylmethylbenzene;Bis(phenylmethyl) sulfoxide;(Sulfinylbis(methylene))dibenzene;NSC 55;Benzene, 1,1'-[sulfinylbis(methylene)]bis-;EINECS 210-668-7;BRN 2049262;BENZENE, 1,1'-(SULFINYLBIS(METHYLENE))BIS-;AI3-62190;MLS002637483;CHEMBL190496;NSC-55;UNII-554PDF1275;1,1'-(sulfinyldimethanediyl)dibenzene;554PDF1275;1,1'-[sulfinylbis(methylene)]dibenzene;4-06-00-02651 (Beilstein Handbook Reference);Dibenzylsulfoxyd;Benzyl sulphoxide;Preventol CI 5;(phenylmethanesulfinylmethyl)benzene;DIBENZYL-SULFOXIDE;SULFOXIDE,DIBENZYL;benzylsulfinyl-methyl-benzene;NSC55;WLN: R1SO&1R;SCHEMBL340372;sulfinylbis(methylene)dibenzene;Benzyl sulfoxide (6CI,8CI);[(Benzylsulfinyl)methyl]benzene;DTXSID8022088;BDBM22781;(phenylmethyl)sulfinylmethylbenzene;[(Benzylsulfinyl)methyl]benzene #;MFCD00004782;[(phenylmethane)sulfinylmethyl]benzene;AKOS004907768;Benzene,1'-[sulfinylbis(methylene)]bis-;NCGC00246832-01;AC-16487;AS-61321;LS-31198;SMR001547021;1,1'-[sulfinylbis(methylene)]bis-benzene;CS-0204274;D0001;FT-0624664;D95355;A833587;AE-641/05560032;1,1'-(SULFINYLBIS(METHYLENE))BIS(BENZENE);Q5805477;Z316995896

Chemical Property of Dibenzyl sulfoxide

Chemical Property:

• Appearance/Colour: Off-white to pale yellow crystalline powder
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 130-132 °C(lit.)
• Refractive Index: 1.5700 (estimate)
• Boiling Point: 443.477 °C at 760 mmHg
• Flash Point: 222.007 °C
• PSA: 36.28000
• Density: 1.197 g/cm³
• LogP: 4.00120
• Storage Temp.: Store below +30°C.
• Solubility.: 0.3g/l
• Water Solubility.: 318.82mg/L at 20℃
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 230.07653624
• Heavy Atom Count: 16
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

BenzylSulfoxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C1=CC=C(C=C1)CS(=O)CC2=CC=CC=C2

Technology Process of Dibenzyl sulfoxide

There total 66 articles about Dibenzyl 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: 99.2%

C15H18OS → Dibenzyl sulfoxide (621-08-9)

Guidance literature:

C₁₅H₁₈OS; With propyl benzoate; potassium nitrate; In dimethyl sulfoxide; at 27 ℃; for 1.66667h;

With nickel(II) carbonate; In dimethyl sulfoxide; at 37 ℃; for 2h; Temperature;

Reference yield: 96.0%

dibenzyl sulfide (538-74-9) → Dibenzyl sulfoxide (621-08-9) + dibenzyl sulfone (620-32-6)

Guidance literature:

With ortho-nitrophenylsulfinyl chloride; In acetonitrile; at -25 ℃; for 5h;

DOI:10.1016/S0040-4039(00)82371-0

Reference yield: 84.0%

benzyl bromide (100-39-0) + 2-carbomethoxyethenyl benzyl sulfoxide (116548-67-5) → Dibenzyl sulfoxide (621-08-9)

Guidance literature:

2-carbomethoxyethenyl benzyl sulfoxide; With sodium methylate; In tetrahydrofuran; methanol; at -78 ℃;

benzyl bromide; In tetrahydrofuran; methanol; at -78 - 20 ℃;

DOI:10.1039/b917217c

upstream raw materials:

peracetic acid

dibenzyl sulfide

Perbenzoic acid

chloroform

Downstream raw materials:

dibenzyl sulfone

dibenzyl(imino)-λ⁶-sulfanone

Benzyl-α-brombenzylidensulfoxid

(E)-1,2-diphenyl-ethene

Refernces

• 1、 Chaubey, Surabhi,Yadav, Rajesh K.,Tripathi, Santosh K.,Yadav, Bal Chandra,Singh, Sudhir N.,Kim, Tae Wu. "Covalent Triazine Framework as an Efficient Photocatalyst for Regeneration of NAD(P)H and Selective Oxidation of Organic Sulfide". . p. 150 - 159. Retrieved 2022.
• 2、 Bahrami, Kiumars,Khodaei, Mohammad M.,Yousefi, Behrooz H.,Arabi, Mehdi Sheikh. "Corrigendum to "TMSCl-promoted selective oxidation of sulfides to sulfoxides with hydrogen peroxide" (Tetrahedron Letters (2010) 51, (6939-6941) DOI: 10.1016/j.tetlet.2010.10.171)". . p. 2002 - 2003. Retrieved 2011.
• 3、 D?ren, René,Hartmann, Jens,Leibauer, Benjamin,Panth?fer, Martin,Mondeshki, Mihail,Tremel, Wolfgang. "Magneli-type tungsten oxide nanorods as catalysts for the selective oxidation of organic sulfides". . p. 14027 - 14037. Retrieved 2021/10/19.