Benzonitrile, 4-[2-(methylsulfonyl)ethenyl]-

Base Information

• Chemical Name: Benzonitrile, 4-[2-(methylsulfonyl)ethenyl]-
• CAS No.: 69957-44-4
• Molecular Formula: C10H9 N O2 S
• Molecular Weight: 207.253
• Mol file: 69957-44-4.mol

Synonyms:Benzonitrile, 4-[2-(methylsulfonyl)ethenyl]-;69957-44-4;Benzonitrile,4-[2-(methylsulfonyl)ethenyl]-;Benzonitrile, 4-(2-(methylsulfonyl)ethenyl)-;4-Cyanostyryl-methyl-sulfon;4-Cyanostyryl-methyl-sulfone;OCMYULRMYODANI-VOTSOKGWSA-N;4-[(E)-2-(Methylsulfonyl)ethenyl]benzonitrile #;Benzonitrile, 4-[2-(methylsulfonyl)ethenyl]-(E)-

Chemical Property of Benzonitrile, 4-[2-(methylsulfonyl)ethenyl]-

Chemical Property:

• Vapor Pressure: 1.22E-08mmHg at 25°C
• Boiling Point: 459.9°C at 760 mmHg
• Flash Point: 231.9°C
• PSA: 66.31000
• Density: 1.27g/cm³
• LogP: 2.65438
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 207.03539970
• Heavy Atom Count: 14
• Complexity: 347

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)C=CC1=CC=C(C=C1)C#N
• Isomeric SMILES: CS(=O)(=O)/C=C/C1=CC=C(C=C1)C#N

Technology Process of Benzonitrile, 4-[2-(methylsulfonyl)ethenyl]-

There total 3 articles about Benzonitrile, 4-[2-(methylsulfonyl)ethenyl]- 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: 93.0%

4-bromobenzenecarbonitrile (623-00-7) + methyl ethenyl sulphone (3680-02-2) → trans-β-(4-Cyano-styryl)-methyl-sulfon (69957-44-4)

Guidance literature:

With sodium acetate; [PdCl(allyl)]2*[all cis-1,2,3,4-(Ph₂PCH₂)4-cyclopentane]2; In N,N-dimethyl acetamide; at 130 ℃; for 20h;

DOI:10.1055/s-2006-950244

Reference yield: 71.0%

4-cyanophenylacetylene (3032-92-6) + dimethyl sulfoxide (67-68-5,8070-53-9) → trans-β-(4-Cyano-styryl)-methyl-sulfon (69957-44-4)

Guidance literature:

With copper(ll) sulfate pentahydrate; phosphonic acid diethyl ester; trifluoroacetic acid; at 120 ℃; for 10h; stereoselective reaction;

DOI:10.1002/ejoc.201403278

Reference yield:

diethyl methylsulfonylmethylphosphonate (40137-11-9) + 4-cyanobenzaldehyde (105-07-7) → trans-β-(4-Cyano-styryl)-methyl-sulfon (69957-44-4)

Guidance literature:

Yield given;

upstream raw materials:

diethyl methylsulfonylmethylphosphonate

4-cyanobenzaldehyde

4-bromobenzenecarbonitrile

methyl ethenyl sulphone

Downstream raw materials:

cis-β-(4-Cyano-styryl)-methyl-sulfon

Refernces

• 1、 Battace, Ahmed,Zair, Touriya,Doucet, Henri,Santelli, Maurice. "Heck vinylations using vinyl sulfide, vinyl sulfoxide, vinyl sulfone, or vinyl sulfonate derivatives and aryl bromides catalyzed by a palladium complex derived from a tetraphosphine". . p. 3495 - 3505. Retrieved 2008/02/10.