55001-10-0

Basic information

• Product Name: (3-oxo-cyclohexyl)-phosphonic acid dimethyl ester
• Synonyms: (3-oxo-cyclohexyl)-phosphonic acid dimethyl ester
• CAS NO: 55001-10-0
• Molecular Weight: 206.178
• Mol File: 55001-10-0.mol

Chemical Properties

• CAS DataBase Reference: (3-oxo-cyclohexyl)-phosphonic acid dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (3-oxo-cyclohexyl)-phosphonic acid dimethyl ester(55001-10-0)
• EPA Substance Registry System: (3-oxo-cyclohexyl)-phosphonic acid dimethyl ester(55001-10-0)

Safety Data

• Hazardous Substances Data: 55001-10-0(Hazardous Substances Data)

Upstream product

• 930-68-7 cyclohexenone 
• 96-36-6 methyl phosphite 
• 868-85-9 Dimethyl phosphite 
• 36198-87-5 dimethyl trimethylsilyl phosphite 

Relevant articles and documents

PS-BEMP as a basic catalyst for the phospha-Michael addition to electron-poor alkenes

PS-BEMP was used as a heterogeneous catalyst for the phospha-Michael addition of phosphorus nucleophiles to a variety of electron-poor alkenes. The addition reactions were generally performed with equimolar amounts of reagents under solvent free conditions. The protocol proved to be very efficient for the addition to aromatic, non-aromatic and cyclic ketones, giving good yields (78-85%) in all cases. The protocol was also extended with good results to α,β-unsaturated esters and nitriles. This demonstrates that PS-BEMP is a good catalyst for the phospha-Michael addition to electron-poor alkenes.

Photochemical SET induced 1,4-conjugate additions of silyl phosphites to cyclic enones

Irradiation of cyclic enones 5-8 in the presence of Me3SiOP(OMe)2 or Me3SiOP(OEt)2 gives phosphonosilylation products of 1,4-conjugate addition which are hydrolyzed to the phosphonoketones 11-14 in 82-92% isolat

Trimethylsilyl triflate promoted 1,4-addition of silyl phosphites to cyclic enones

A catalytic amount of trimethylsilyl triflate (TMSOTf) remarkably facilitates the selective conugate addition of a variety of silyl phosphites, prepared in situ from dialkyl phosphites and N,O-bis(trimethylsily)acetamide, to cyclic enones giving 1,4-adducts in high yields.

TRIMETHYLALUMINUM PROMOTED CONJUGATE ADDITIONS OF DIMETHYLPHOSPHITE TOα,β-UNSATURATED ESTERS AND KETONES

The effective conjugate addition of a dimethyl phosphonate moiety to α,β-unsaturated esters and ketones is described.This addition is promoted specifically by trimethylaluminum and does not occur with other Lewis acids which have been examined to date.