5,5-Dimethyl-3-(phenylselanyl)cyclohex-2-en-1-one

Base Information

• Chemical Name: 5,5-Dimethyl-3-(phenylselanyl)cyclohex-2-en-1-one
• CAS No.: 78998-88-6
• Molecular Formula: C14H16OSe
• Molecular Weight: 279.24
• DSSTox Substance ID: DTXSID90506849
• Mol file: 78998-88-6.mol

Synonyms:78998-88-6;5,5-Dimethyl-3-(phenylselanyl)cyclohex-2-en-1-one;DTXSID90506849

Chemical Property of 5,5-Dimethyl-3-(phenylselanyl)cyclohex-2-en-1-one

Chemical Property:

• PSA: 17.07000
• LogP: 2.28910
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 280.03664
• Heavy Atom Count: 16
• Complexity: 298

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(=CC(=O)C1)[Se]C2=CC=CC=C2)C

Technology Process of 5,5-Dimethyl-3-(phenylselanyl)cyclohex-2-en-1-one

There total 4 articles about 5,5-Dimethyl-3-(phenylselanyl)cyclohex-2-en-1-one 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: 88.0%

5,5-dimethyl-3-(phenylseleno)-2-cyclohexen-1-ol (78998-82-0) → 5,5-dimethyl-3-(phenylseleno)-2-cyclohexen-1-one (78998-88-6)

Guidance literature:

With tert.-butylhydroperoxide; dimesityl diselenide; In benzene; for 0.25h; Heating;

DOI:10.1016/S0040-4039(01)90493-9

Reference yield: 83.0%

phenyl trimethylsilyl selenide (33861-17-5) + 3-acetyloxy-5,5-dimethyl-2-cyclohexenone (18369-65-8) → 5,5-dimethyl-3-(phenylseleno)-2-cyclohexen-1-one (78998-88-6)

Guidance literature:

With zinc(II) iodide;

DOI:10.1021/jo00181a020

Reference yield:

diphenyl diselenide (1666-13-3) + 5,5-dimethyl-3-iodocyclohex-2-en-1-one (56671-85-3) → 5,5-dimethyl-3-(phenylseleno)-2-cyclohexen-1-one (78998-88-6)

Guidance literature:

With sodium tetrahydroborate; acetic acid; Yield given. Multistep reaction; 1.) EtOH, room temp., 2.) EtOH, room temp., 6 h;

DOI:10.1016/S0040-4020(97)00454-7

upstream raw materials:

phenyl trimethylsilyl selenide

3-acetyloxy-5,5-dimethyl-2-cyclohexenone

5,5-dimethyl-3-(phenylseleno)-2-cyclohexen-1-ol

3-chloro-5,5-dimethylcyclohex-2-en-1-one

Downstream raw materials:

5,5-dimethyl-3-(phenylseleno)-2-cyclohexen-1-ol

3-butyl-5,5-dimethylcyclohex-2-en-1-one

3,5,5-Trimethylcyclohex-2-en-1-one

5,5-dimethyl-3-[(E)-2-phenylvinyl]cyclohex-2-en-1-one