Benzene, 1-methyl-4-(2-propenylsulfinyl)-

Base Information

• Chemical Name: Benzene, 1-methyl-4-(2-propenylsulfinyl)-
• CAS No.: 10381-71-2
• Molecular Formula: C10H12OS
• Molecular Weight: 180.271
• DSSTox Substance ID: DTXSID50453789
• Nikkaji Number: J758.077K
• Mol file: 10381-71-2.mol

Synonyms:Benzene, 1-methyl-4-(2-propenylsulfinyl)-;1-methyl-4-prop-2-enylsulfinylbenzene;10381-71-2;p-Tolylallyl sulfoxide;SCHEMBL6912656;DTXSID50453789

Chemical Property of Benzene, 1-methyl-4-(2-propenylsulfinyl)-

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 180.06088618
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)CC=C

Technology Process of Benzene, 1-methyl-4-(2-propenylsulfinyl)-

There total 11 articles about Benzene, 1-methyl-4-(2-propenylsulfinyl)- 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: 98.0%

allyl 4-methylbenzenesulfinate (31536-19-3) → p-tolyl allyl sulfoxide (10381-71-2)

Guidance literature:

palladium(II) acetylacetonate; triethylaluminum; triphenylphosphine; In toluene; at 80 ℃;

DOI:10.1007/BF00961708

Reference yield: 86.0%

3-[(4-methylphenyl)sulfinyl]propanoic acid tert-butyl ester (911820-09-2) + Allyl acetate (591-87-7) → p-tolyl allyl sulfoxide (10381-71-2)

Guidance literature:

With potassium hydroxide; 1,2-bis-(diphenylphosphino)ethane; bis(η3-allyl-μ-chloropalladium(II)); In dichloromethane; water; at 20 ℃; for 1h;

DOI:10.1021/jo061359u

Reference yield: 57.0%

allyl (p-tolyl)sulfide (1516-28-5) → p-tolyl allyl sulfoxide (10381-71-2) + 1-methyl-4-(prop-2-ene-1-sulfonyl)benzene (3112-87-6)

Guidance literature:

With Corynebacterium equi; at 30 ℃; for 72h; Product distribution;

upstream raw materials:

p-methylbenzenesulfenyl chloride

allyl alcohol

allyl (p-tolyl)sulfide

allyl 4-methylbenzenesulfinate

Downstream raw materials:

(2'E,3RS,S_SR_S)-3-methyl-3-<3'-<(4-methylphenyl)sulfinyl>prop-2'-enyl>cyclopentanone

(2'E,4RS,S_SR_S)-dihydro-2,2-dimethyl-5-<<(4-methylphenyl)sulfinyl>prop-2'-enyl>-3(2H)-furanone

(E)-5-Methyl-1-(toluene-4-sulfinyl)-hept-1-en-4-ol

5-Methyl-3-(toluene-4-sulfinyl)-hept-1-en-4-ol

Refernces

• 1、 Dzhemilev, U. M.,Kunakova, R. V.,Gaisin, R. L.,Valyamova, F. G.,Tolstikov, G. A.. "MECHANISM OF TELOMERIZATION OF 1,3-DIENES WITH SULFINIC ACIDS, CATALYZED BY PALLADIUM COMPLEXES". . p. 1030 - 1033. Retrieved 1990.
• 2、 Kobayashi, Akihiro,Matsuzawa, Tsubasa,Hosoya, Takamitsu,Yoshida, Suguru. "Sulfoxide synthesis from sulfinate esters under Pummerer-like conditions". . p. 5429 - 5432. Retrieved 2020/06/04.
• 3、 -. "1, 2, 3-tri-substituted benzene and method for synthesizing same". . . Retrieved 2017/04/22.