2,4,6-Triphenylselenane

Base Information

• Chemical Name: 2,4,6-Triphenylselenane
• CAS No.: 96282-40-5
• Molecular Formula: C₂₃H₂₂Se
• Molecular Weight: 377.388
• DSSTox Substance ID: DTXSID90538100

Synonyms:2,4,6-Triphenylselenane;96282-40-5;2,4,6-triphenylselenacyclohexane;DTXSID90538100

Chemical Property of 2,4,6-Triphenylselenane

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 378.08867
• Heavy Atom Count: 24
• Complexity: 334

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CC([Se]C1C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of 2,4,6-Triphenylselenane

There total 7 articles about 2,4,6-Triphenylselenane 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: 79.0%

2,4,6-triphenyl-4H-selenopyran (85017-65-8) → 2,4,6-triphenyl-1-selenocyclohexane (96282-40-5)

Guidance literature:

With triethylsilane; trifluoroacetic acid;

DOI:10.1007/s10593-009-0239-1

Reference yield: 67.0%

1,3,5-triphenyl-1,5-pentanedione (6263-84-9) → C23H17Se(1+)*Cl(1-) (1221398-24-8) + 2,4,6-triphenyl-4H-selenopyran (85017-65-8) + 2,4,6-triphenyl-1-selenocyclohexane (96282-40-5) + 2,4,6-triphenyl-2,6-di(hydroseleno)-1-selenocyclohexane (96282-38-1)

Guidance literature:

With hydrogenchloride; selenium; In ethanol; for 8h; Electrochemical reaction;

DOI:10.1134/S1070427208030208

Reference yield: 58.0%

2,4,6-triphenyl-4H-selenopyran (85017-65-8) → 2,4,6-triphenyl-1-selenocyclohexane (96282-40-5) + 2,4,6-triphenylselenopyrilium perchlorate

Guidance literature:

With perchloric acid; hydrogen selenide; In diethyl ether; trifluoroacetic acid; for 12h; Product distribution; other solvent;

DOI:10.1007/BF00505956

upstream raw materials:

1,3,5-triphenyl-1,5-pentanedione

2,4,6-triphenyl-4H-selenopyran

2,4,6-triphenyl-2,6-di(hydroseleno)-1-selenocyclohexane

Refernces

A ionic hydrogenation of aryl-substituted 4H-selenopyrans

10.1007/s10593-009-0239-1

The research details the ionic hydrogenation of aryl-substituted 4H-selenopyrans, aiming to overcome the challenges associated with traditional hydrogenation methods that lead to the elimination of elemental selenium. The study successfully reports the first instance of ionic hydrogenation of 2,4,6-triaryl-4H-selenopyrans to produce the corresponding 2,4,6-triarylselenacyclohexanes. Key chemicals used in the process include triethylsilane as the reducing agent, trifluoroacetic acid as the catalyst, and helium as the gas carrier in GC/MS analysis. The research concluded that the isomer content of the product obtained through ionic hydrogenation was identical to that obtained by disproportionation, with the major isomer present in more than 97% purity for 2,4,6-triphenylselenacyclohexane (3), and about 70% for (p-methoxyphenyl)-2,6-diphenyl-4-selenacyclohexane (4). The findings provide a new method for the synthesis of aryl-substituted selenacyclohexanes with high isomer selectivity.

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