1-Methyl-4-(propylsulfonyl)benzene

Base Information

• Chemical Name: 1-Methyl-4-(propylsulfonyl)benzene
• CAS No.: 90926-25-3
• Molecular Formula: C10H14 O2 S
• Molecular Weight: 198.286
• NSC Number: 140146
• DSSTox Substance ID: DTXSID20920059
• Nikkaji Number: J2.947.391I
• Wikidata: Q82892710
• Mol file: 90926-25-3.mol

Synonyms:1-methyl-4-(propylsulfonyl)benzene;90926-25-3;1-methyl-4-propylsulfonylbenzene;4-methylphenyl propyl sulfone;1-METHYL-4-(PROPANE-1-SULFONYL)BENZENE;NSC140146;SCHEMBL92881;DTXSID20920059;UUWYUBKTWPLKKD-UHFFFAOYSA-N;AKOS003653124;NSC-140146;CS-0363882;FT-0769884;AB-131/15501008;(4-METHYLPHENYL)(DIOXO)PROPYL-LAMBDA~6~-SULFANE

Chemical Property of 1-Methyl-4-(propylsulfonyl)benzene

Chemical Property:

• Vapor Pressure: 0.000218mmHg at 25°C
• Boiling Point: 336.5°Cat760mmHg
• Flash Point: 185.5°C
• Density: 1.098g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 198.07145086
• Heavy Atom Count: 13
• Complexity: 230

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCS(=O)(=O)C1=CC=C(C=C1)C

Technology Process of 1-Methyl-4-(propylsulfonyl)benzene

There total 16 articles about 1-Methyl-4-(propylsulfonyl)benzene 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: 78.0%

4-methylphenylboronic acid (5720-05-8) + propyl bromide (106-94-5) → 1-(4-tolylsulfonyl)propane (90926-25-3)

Guidance literature:

4-methylphenylboronic acid; With dichloro bis(acetonitrile) palladium(II); potassium pyrosulfite; tetrabutylammomium bromide; tert-butyl XPhos; In N,N-dimethyl-formamide; for 0.166667h; Inert atmosphere;

propyl bromide; In N,N-dimethyl-formamide; at 85 ℃; for 22h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201505918

Reference yield: 68.0%

4-methylphenyl propyl sulfide (24599-52-8) → p-tolyl propyl sulfoxide (21865-09-8) + 1-(4-tolylsulfonyl)propane (90926-25-3)

Guidance literature:

With immobilised lipase B from Candida antarctica; urea hydrogen peroxide adduct; ethyl acetate; at 37 ℃; for 24h; chemoselective reaction; Enzymatic reaction;

DOI:10.1039/d0ob01966f

Reference yield: 62.0%

4-tolyl iodide (624-31-7) + propyl bromide (106-94-5) → 1-(4-tolylsulfonyl)propane (90926-25-3)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; sodium metabisulfite; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tin; potassium hydrogenphosphate trihydrate; tetrabutylammomium bromide; In dimethyl sulfoxide; at 100 ℃; for 10h; Inert atmosphere;

upstream raw materials:

4-toluenesulfonylacetone

(E)-p-tolyl-1-propenyl sulfone

4-methylphenyl propyl sulfide

propyl bromide

Downstream raw materials:

4-Propylsulfonyl-benzoesaeure

1-diacetoxymethyl-4-(propane-1-sulfonyl)-benzene

(E/Z)-1-benzyloxy-3-(4-tolylsulfonyl)pentene

4-(propylsulfonyl)benzonitrile

Refernces

• 1、 Meng, Yingying,Wang, Ming,Jiang, Xuefeng. "Multicomponent Reductive Cross-Coupling of an Inorganic Sulfur Dioxide Surrogate: Straightforward Construction of Diversely Functionalized Sulfones". supporting information. p. 1346 - 1353. Retrieved 2019/12/11.
• 2、 Shavnya, Andre,Hesp, Kevin D.,Mascitti, Vincent,Smith, Aaron C.. "Palladium-Catalyzed Synthesis of (Hetero)Aryl Alkyl Sulfones from (Hetero)Aryl Boronic Acids, Unactivated Alkyl Halides, and Potassium Metabisulfite". supporting information. p. 13571 - 13575. Retrieved 2015/11/16.