Benzene, (ethenylseleninyl)-

Base Information

• Chemical Name: Benzene, (ethenylseleninyl)-
• CAS No.: 66030-49-7
• Molecular Formula: C8H8OSe
• Molecular Weight: 199.111
• DSSTox Substance ID: DTXSID90446812
• Nikkaji Number: J1.277.931C
• Mol file: 66030-49-7.mol

Synonyms:Benzene, (ethenylseleninyl)-;66030-49-7;Vinylphenyl selenoxide;DTXSID90446812

Chemical Property of Benzene, (ethenylseleninyl)-

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 199.97404
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

99% ，98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C[Se](=O)C1=CC=CC=C1

Technology Process of Benzene, (ethenylseleninyl)-

There total 4 articles about Benzene, (ethenylseleninyl)- 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: 98.5%

vinyl phenyl selenide (35167-28-3) → phenyl vinyl selenoxide (66030-49-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.166667h;

DOI:10.1021/jo00326a035

Reference yield:

diphenyl diselenide (1666-13-3) → phenyl vinyl selenoxide (66030-49-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / tetrahydrofuran / 0 - 20 °C

2: 93 percent / m-CPBA / CH₂Cl₂ / 0.25 h / 0 °C

With 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; 1: Substitution / 2: Oxidation;

DOI:10.1016/S0040-4020(00)00032-6

Reference yield:

Phenylselenyl bromide (34837-55-3) → phenyl vinyl selenoxide (66030-49-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Mg / 1.) THF, reflux, 20 min, 2.) 45 min

2: 98.5 percent / 85percent m-chloroperbenzoic acid / CH₂Cl₂ / 0.17 h / 0 °C

With magnesium; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1021/jo00326a035

upstream raw materials:

vinyl phenyl selenide

diphenyl diselenide

Phenylselenyl bromide

1,1-bis(phenylseleno)ethane

Downstream raw materials:

isopropenyl phenylselenide

vinyl phenyl selenide

Refernces

• 1、 Hagiwara, Hisahiro,Sakai, Hitoshi,Kirita, Miki,Hoshi, Takashi,Suzuki, Toshio,Ando, Masayoshi. "Bisannelation with vinylselenoxide: Synthesis of tricyclo[3.2.1.0(2,7)]octane-6-one and its Congeners". . p. 1445 - 1449. Retrieved 2007/10/03.
• 2、 Reich, Hans J.,Willis, William W.,Clark, Peter D.. "Vinyl Selenides and Selenoxides: Preparation, Conversion to Lithium Reagents, Diels-Alder Reactivity, and Some Comparisons with Sulfur Analogues". . p. 2775 - 2784. Retrieved 2007/10/02.