Benzyl methyl sulfoxide

Base Information

• Chemical Name: Benzyl methyl sulfoxide
• CAS No.: 824-86-2
• Molecular Formula: C8H10 O S
• Molecular Weight: 154.233
• European Community (EC) Number: 212-539-0
• DSSTox Substance ID: DTXSID901002662
• Nikkaji Number: J100.173F
• ChEMBL ID: CHEMBL174361
• Mol file: 824-86-2.mol

Synonyms:Benzyl methyl sulfoxide;824-86-2;Methyl benzyl sulfoxide;methylsulfinylmethylbenzene;Methanesulfinylmethyl-benzene;(methanesulfinylmethyl)benzene;alpha-(Methylsulphinyl)toluene;CHEMBL174361;Benzene, [(methylsulfinyl)methyl]-;EINECS 212-539-0;Sulfoxide, benzyl methyl;methylsulinylmethylbenzene;(methylsulfinylmethyl)benzene;SCHEMBL230204;DS 1;[(Methanesulfinyl)methyl]benzene;(+/-)-Benzyl Methyl Sulfoxide;CHEBI:167326;[(Methylsulfinyl)methyl]benzene #;DTXSID901002662;BDBM50224863;AKOS006283932;FT-0671555

Chemical Property of Benzyl methyl sulfoxide

Chemical Property:

• Melting Point: 51 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 116-118 °C(Press: 0.8 Torr)
• Flash Point: 153.397oC
• PSA: 36.28000
• Density: 1.170±0.06 g/cm3(Predicted)
• LogP: 2.43080
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 154.04523611
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl benzyl sulfoxide ^*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: CS(=O)CC1=CC=CC=C1
• Uses: Methyl Benzyl Sulfoxide (cas# 824-86-2) is a compound useful in organic synthesis.

Technology Process of Benzyl methyl sulfoxide

There total 30 articles about Benzyl methyl 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: 95.0%

[(methylthio)methyl]-benzene (766-92-7) → benzylmethylsulfoxide (824-86-2) + benzyl-methyl sulfone (3112-90-1)

Guidance literature:

With titanium(IV) isopropylate; (R)-1,1'-Bi-2-naphthol; 2-(furan-2-yl)-prop-2-yl-hydroperoxide; water; In toluene; at 0 ℃; for 23h;

DOI:10.1016/S0957-4166(02)00326-9

Reference yield: 81.0%

benzyl chloride (100-44-7) + dimethyl sulfoxide (67-68-5,8070-53-9) → benzylmethylsulfoxide (824-86-2) + benzaldehyde (100-52-7)

Guidance literature:

With phenyltrimethylammonium tribromide; at 90 ℃; for 6h; Temperature;

DOI:10.1021/acs.joc.9b03041

Reference yield: 76.0%

bromobenzene (108-86-1,52753-63-6) + dimethyl sulfoxide (67-68-5,8070-53-9) → benzylmethylsulfoxide (824-86-2)

Guidance literature:

With N-(dicyclohexylphosphino)-2-(2'-methylphenyl)-1H-indole; palladium diacetate; lithium tert-butoxide; at 110 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1021/ja4009776

upstream raw materials:

[(methylthio)methyl]-benzene

C₁₄H₁₃⁽²⁾HN₂O₃

α-Brommethyl-benzylsulfoxid

erythro-2-methylsulphinyl-1,2-diphenylethanol

Downstream raw materials:

(3S,4R)-4-Methanesulfinyl-3-methyl-4-phenyl-butyric acid methyl ester

1H,3H-benzo[de]isochromene

benzyl-methyl sulfone

C₂₁H₁₆Cl₂N₂O₅S

Refernces

• 1、 Pakvojoud, Saeedeh,Hatefi Ardakani, Mehdi,Saeednia, Samira,Heydari-Bafrooei, Esmaeil. "Efficient, selective and mild oxidation of sulfides and oxidative coupling of thiols catalyzed by Pd(II)-isatin Schiff base complex immobilized into three-dimensional mesoporous silica KIT-6". . p. 561 - 580. Retrieved 2020.
• 2、 Anselmi, Silvia,Liu, Siyu,Kim, Seong-Heun,Barry, Sarah M.,Moody, Thomas S.,Castagnolo, Daniele. "A mild and chemoselective CALB biocatalysed synthesis of sulfoxides exploiting the dual role of AcOEt as solvent and reagent". supporting information. p. 156 - 161. Retrieved 2021/01/14.
• 3、 Ahmed, Ahmed Ezzat,El-kott, Attalla,Khames, Ahmed,Zein, Mohamed Abdellatif,Zhao, Peng. "Green synthesis of gold nanoparticles (Au NPs) using Tribulus terrestris extract: Investigation of its catalytic activity in the oxidation of sulfides to sulfoxides and study of its anti-acute leukemia activity". . . Retrieved 2021/07/16.