69814-30-8

Basic information

• Product Name: 2-Decanol, 1-(phenylseleno)-
• CAS NO: 69814-30-8
• Molecular Formula: C16H26OSe
• Molecular Weight: 313.342
• Mol File: 69814-30-8.mol

Chemical Properties

• CAS DataBase Reference: 2-Decanol, 1-(phenylseleno)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Decanol, 1-(phenylseleno)-(69814-30-8)
• EPA Substance Registry System: 2-Decanol, 1-(phenylseleno)-(69814-30-8)

Safety Data

• Hazardous Substances Data: 69814-30-8(Hazardous Substances Data)

Upstream product

• 5707-04-0 Phenylselenyl chloride 
• 124-19-6 nonan-1-al 
• 22859-62-7 lithio-phenylselenyl-methane 
• 101327-56-4 Se-phenyl(selenothioperoxy)benzoate 
• 113815-44-4 C₁₀H₂₁BrHgO 
• 1666-13-3 diphenyl diselenide 
• 2179-79-5 phenyl selenocyanate 
• 71098-88-9 N-phenylselanylphthalimide 
• 872-05-9 1-Decene 
• 20343-90-2 bis(phenylseleno)methane 

Downstream Products

• 872-05-9 1-Decene 
• 2404-44-6 1,2-Epoxydecane 
• 134480-05-0 1,1-dichloro-1-phenylseleno methane 
• 693-54-9 Decan-2-one 
• 5935-14-8 1-(methoxymethyl)nonanol 
• 5935-15-9 2-methoxydecaol 

Relevant articles and documents

A New Route to Epoxides and Ketones by m-Chloroperbenzoic Acid Oxidation of β-Hydroxyalkyl Phenyl Selenides and Tellurides

Treatment of primary (β-hydroxy)alkyl phenyl selenides with m-chloroperbenzoic acid (3-5 mol equiv.) in tetrahydrofuran or methanol gives the corresponding epoxides in high yield. cis-1-Methylene-4-t-butylcyclohexane oxide is obtained stereospecifically from 4-t-butyl-1-(phenylselenomethyl)cyclohexanol prepared by the addition of α-(phenylseleno)methyl anion to 4-t-butylcyclohexanone.On the other hand, similar oxidation of secondary (β-hydroxy)alkyl phenyl selenides affords the unexpected carboxylic acids or their esters.When a phenyl group is present on the carbon bearing the OH moiety in β-hydroxyselenides and tellurides , the oxidation is accompanied by phenyl migration to afford ketones.The reaction can be applied to one-carbon-homologated ring expansion of the benzene-ring-fused cyclic ketones by combining with the addition of an α-(phenylseleno)methyl or α-(phenyltelluro)methyl moiety to the ketones.

Oxidative Conversion of β-Hydroxyselenides to Epoxides and Ketones with meta-Chloroperbenzoic Acid

Treatment of β-hydroxy-primary-alkyl and β-hydroxy-β-phenyl-primary-alkyl phenyl selenides with 3-5 equiv. of m-chloroperbenzoic acid in methanol or tetrahydrofuran gives the corresponding epoxides and phenyl migrated ketones, respectively in high yields.

Regioselective Oxyselenenylation

The regioselective oxyselenenylation of terminal olefins or cycloalkenes was achieved via olefin oxymercuration and subsequent radical substitution by selenenylating reagent such as S-benzoyl Se-phenyl selenosulfide, diphenyl diselenide, or phenylselenocy

N-PHENYLSELENOPHTHALIMIDE (NPSP) A VALUABLE SELENENYLATING AGENT

The phenylseleno group (PhSe) has evolved in recent years as a very useful and versatile functionality.Its facile introduction into organic molecules and its subsequent oxidative or reductive removal, has allowed many important synthetic transformations.D