p-Tolyl [2-(trimethylsilyl)ethynyl] sulfone

Base Information

• Chemical Name: p-Tolyl [2-(trimethylsilyl)ethynyl] sulfone
• CAS No.: 34452-56-7
• Molecular Formula: C12H16 O2 S Si
• Molecular Weight: 252.409
• Hs Code.: 2931900090
• European Community (EC) Number: 627-232-0
• DSSTox Substance ID: DTXSID40408081
• Nikkaji Number: J1.134.261B
• Mol file: 34452-56-7.mol

Synonyms:p-Tolyl [2-(trimethylsilyl)ethynyl] sulfone;34452-56-7;Trimethyl(tosylethynyl)silane;Trimethyl-[2-(4-methylphenyl)sulfonylethynyl]silane;SCHEMBL2499107;DTXSID40408081;MMUNNGUGQXEUBR-UHFFFAOYSA-N;p-Tolyl 2-(trimethylsilyl)ethynyl!;trimethylsilyl p-tolylsulfonylacetylene;AKOS024375443;J-019616;p-Tolyl [2-(trimethylsilyl)ethynyl] sulfone, 98%;p-Tolyl [2-(trimethylsilyl)ethynyl] sulfone, purum, >=97.0% (CHN);InChI=1/C12H16O2SSi/c1-11-5-7-12(8-6-11)15(13,14)9-10-16(2,3)4/h5-8H,1-4H

Chemical Property of p-Tolyl [2-(trimethylsilyl)ethynyl] sulfone

Chemical Property:

• Vapor Pressure: 0.000328mmHg at 25°C
• Melting Point: 80-83 °C(lit.)
• Refractive Index: 1.514
• Boiling Point: 330°C at 760 mmHg
• Flash Point: 153.4°C
• PSA: 42.52000
• Density: 1.085g/cm³
• LogP: 3.68780
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 252.06402746
• Heavy Atom Count: 16
• Complexity: 392

Purity/Quality:

98%, ^*data from raw suppliers

p-Tolyl [2-(trimethylsilyl)ethynyl] sulfone 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)C#C[Si](C)(C)C

Technology Process of p-Tolyl [2-(trimethylsilyl)ethynyl] sulfone

There total 4 articles about p-Tolyl [2-(trimethylsilyl)ethynyl] sulfone 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: 97.0%

p-toluenesulfonyl chloride (98-59-9) + Bis(trimethylsilyl)ethyne (14630-40-1) → trimethylsilyl p-tolylsulfonylacetylene (34452-56-7)

Guidance literature:

With aluminium trichloride; In dichloromethane;

DOI:10.1002/(SICI)1099-0690(199809)1998:9<1997::AID-EJOC1997>3.0.CO;2-A

Reference yield: 39.0%

(E)-1-(phenylseleno)-1-(trimethylsilyl)-2-(p-tolylsulfonyl)ethene (86409-87-2) → trimethylsilyl p-tolylsulfonylacetylene (34452-56-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1021/jo00166a030

Reference yield:

p-tolyl benzeneselenosulfonate (68819-94-3) → trimethylsilyl p-tolylsulfonylacetylene (34452-56-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / azobis(isobutyronitrile) / benzene / 96 h / 80 °C / sealed glass tube

2: 39 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 3 h / Ambient temperature

With 2,2'-azobis(isobutyronitrile); 3-chloro-benzenecarboperoxoic acid; In dichloromethane; benzene;

DOI:10.1021/jo00166a030

upstream raw materials:

(E)-1-(phenylseleno)-1-(trimethylsilyl)-2-(p-tolylsulfonyl)ethene

p-toluenesulfonyl chloride

Bis(trimethylsilyl)ethyne

p-tolyl benzeneselenosulfonate

Downstream raw materials:

3,3-dimethyl-4-(p-tolylsulfonyl)-5-(trimethylsilyl)-3H-pyrazole

3,3-dimethyl-4-(p-tolylsulfonyl)-5-(trimethylsilyl)-3H-pyrazole

ethynyl p-tolyl sulfone

Trimethyl-[3-(toluene-4-sulfonyl)-bicyclo[2.2.1]hepta-2,5-dien-2-yl]-silane