But-1-enyl-p-tolyl sulphone

Base Information

• Chemical Name: But-1-enyl-p-tolyl sulphone
• CAS No.: 111895-49-9
• Molecular Formula: C₁₁H₁₄O₂S
• Molecular Weight: 210.297
• Nikkaji Number: J436.217I
• Mol file: 111895-49-9.mol

Synonyms:But-1-enyl-p-tolyl sulphone;111895-49-9;1-[(E)-but-1-enyl]sulfonyl-4-methylbenzene;1-([e]-But-1-enyl)sulfonyl-4-methylbenzene;(E)-1-Tosyl-1-butene;1-[(E)-BUT-1-ENYL]SULFONYL-4-METHYL-BENZENE

Chemical Property of But-1-enyl-p-tolyl sulphone

Chemical Property:

• Vapor Pressure: 7.65E-05mmHg at 25°C
• Boiling Point: 352.7°Cat760mmHg
• Flash Point: 197.8°C
• PSA: 42.52000
• Density: 1.103g/cm³
• LogP: 3.77320
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 210.07145086
• Heavy Atom Count: 14
• Complexity: 277

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CS(=O)(=O)C1=CC=C(C=C1)C
• Isomeric SMILES: CC/C=C/S(=O)(=O)C1=CC=C(C=C1)C

Technology Process of But-1-enyl-p-tolyl sulphone

There total 5 articles about But-1-enyl-p-tolyl sulphone 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:

acetophenone p-toluenesulfonylhydrazone (4545-21-5) + ethenylcyclopropane (693-86-7) → (Z)-1-tosyl-1-butene (139950-88-2) + trans-1-(p-toluenesulfonyl)-1-butene (111895-49-9)

Guidance literature:

With tert.-butylhydroperoxide; diphenyl hydrogen phosphate; tetrakis(acetonitrile)copper(I)tetrafluoroborate; iodine; In decane; acetonitrile; at 20 ℃; for 12h; Overall yield = 50 %; Overall yield = 22.3 mg;

DOI:10.1021/acs.orglett.6b01360

Reference yield:

1-[1-(Toluene-4-sulfonylmethyl)-propyl]-pyrrolidine → trans-1-(p-toluenesulfonyl)-1-butene (111895-49-9)

Guidance literature:

With sodium carbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; Ambient temperature;

DOI:10.1246/bcsj.65.75

Reference yield:

1-Methyl-4-(1-phenylselanyl-butane-1-sulfonyl)-benzene → trans-1-(p-toluenesulfonyl)-1-butene (111895-49-9)

Guidance literature:

With dihydrogen peroxide; In tetrahydrofuran; Yield given; 0 deg C - 1 h, room temp. - 2h;

DOI:10.1246/bcsj.60.1767

upstream raw materials:

1-(butylsulfonyl)-4-methylbenzene

sodium 4-methylbenzenesulfinate

acetophenone p-toluenesulfonylhydrazone

ethenylcyclopropane

Downstream raw materials:

2-ethyl-1,3-di-p-toluenesulfonylpropane

Refernces

• 1、 Hirata, Takaki,Sasada, Yoshihiro,Ohtani, Takashi,Asada, Takahiro,Kinoshita, Hideki,et al.. ""Syn-Effect" in the Conversion of (E)-Vinylic Sulfones to the Corresponding Allylic Sulfones". . p. 75 - 96. Retrieved 2007/10/02.