86299-67-4

Basic information

• Product Name: 4-tert-Butyl-2-ethyl-6-phenyl-4H-1,4-oxaphosphorin-4-oxid
• CAS NO: 86299-67-4
• Molecular Weight: 276.315
• Mol File: 86299-67-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-tert-Butyl-2-ethyl-6-phenyl-4H-1,4-oxaphosphorin-4-oxid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-tert-Butyl-2-ethyl-6-phenyl-4H-1,4-oxaphosphorin-4-oxid(86299-67-4)
• EPA Substance Registry System: 4-tert-Butyl-2-ethyl-6-phenyl-4H-1,4-oxaphosphorin-4-oxid(86299-67-4)

Safety Data

• Hazardous Substances Data: 86299-67-4(Hazardous Substances Data)

Upstream product

• 70-11-1 α-bromoacetophenone 
• 86299-91-4 di(1-butynyl)-tert-butylphosphane 
• 86299-61-8 4-(1-Butinyl)-4-tert-butyl-2-ethyl-6-phenyl-4H-1,4-oxaphosphorin-4-ium-bromid 

Downstream Products

• 86299-85-6 1-tert-Butyl-1-chloro-4-methyl-3-phenyl-1λ⁵-phosphinine 
• 86299-95-8 1-tert-Butyl-1-chloro-3-methyl-5-phenyl-1λ⁵-phosphinine 
• 86299-79-8 4-Methyl-3-phenyl-λ³-phosphorin 
• 86299-73-2 1-tert-Butyl-1,6-dihydro-4-methyl-5-phenyl-3(2H)-phosphorinon-1-oxid 

Relevant articles and documents

Synthesis of 3,4- and 3,5-Disubstituted λ3- and λ5-Phosphorines from 5-Aryl-1-tert-butyl-1,6-dihydro-4-methyl-3(2H)-phosphorinone 1-Oxides

Starting from di(1-butynyl)-tert-butylphosphane (4) by reaction with aryl(bromomethyl)ketones the 4-(1-butynyl)-4-tert-butyl-2-ethyl-6-R-4H-1,4-oxaphosphorin-4-ium bromides 5 are formed.By alkaline degradation 5 give the 4-tert-butyl-2-ethyl-6-R-4H-1,4-oxaphosphorine 4-oxides 6.Treatment of 6 with refluxing ethanolic hydrochloric acid induces ether cleavagefollowed by aldol condensation to give the 5-aryl-1-tert-butyl-1,6-dihydro-4-methyl-3(2H)-phosphorinone 1-oxides (7).Reduction of 7 with silicochloroform leads to the 3-aryl-1-tert-butyl-1-chloro-4-methyl-λ5-phodphorins 8, which are thermolyzed at 250 - 270 deg C to give the 3-aryl-4-methyl-λ3-phosphorins 9 in good yields.During the reaction of 7 with silicochloroform 1,2-migration of the methyl group occurs to some extent - depending on the nature of the aryl group - and the 3-aryl-1-tert-butyl-1-chloro-5-methyl-λ5-phosphorins 12 are formed, which are thermolyzed to give the corresponding 3-aryl-5-methyl-λ3-phosphorins 10. - The 1H NMR, 13C NMR, 31P NMR, IR, UV, and mass spectra are discussed.