122700-51-0

Basic information

• Product Name: cis-2-(diphenylphosphinoyl)-5-tert-butyl-1,3-dioxane
• CAS NO: 122700-51-0
• Molecular Weight: 344.39
• Mol File: 122700-51-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: cis-2-(diphenylphosphinoyl)-5-tert-butyl-1,3-dioxane(CAS DataBase Reference)
• NIST Chemistry Reference: cis-2-(diphenylphosphinoyl)-5-tert-butyl-1,3-dioxane(122700-51-0)
• EPA Substance Registry System: cis-2-(diphenylphosphinoyl)-5-tert-butyl-1,3-dioxane(122700-51-0)

Safety Data

• Hazardous Substances Data: 122700-51-0(Hazardous Substances Data)

Upstream product

• 142572-24-5 2-N,N-Dimethylamino-5-t-butyl-1,3-dioxane 
• 2819-05-8 2-tert-butylpropane-1,3-diol 
• 759-24-0 tert-butylmalonic acid diethyl ester 

Relevant articles and documents

A solution and solid state conformation of 2-diphenylphosphinoyl-1,3-dioxanes. The nature of O-C-P anomeric interactions

Diastereoisomeric 2-diphenylphosphinoyl-1,3-dioxanes 1-4 were synthesized either via the Arbuzov reaction of isopropyl diphenylphosphinite with (1,3-dioxan-2-yl) trimethylammonium iodides or via the transacetalization reaction between 1,3-diols and diphenyl (diethoxymethyl) phosphine oxide. The latter reaction afforded less thermodynamically stable isomers of 3 and 4 in a good yield (44 and 56%, respectively). The magnitude of the anomeric effect in this system determined according to the Franck's equation was found to be 19.7 kJ/mol. Both the NMR and X-ray structural data concerning cis-4,6-dimethyl-1,3-dioxane derivatives 4 suggest that the anomeric effect could stem from several interaction, including the no-δ* C-P negative hyper-conjugation and intramolecular hydrogen bond formation.