122081-88-3

Basic information

• Product Name: dimethyl 1-(t-butylamino)-1-phenylmethylphosphonate
• Synonyms: dimethyl 1-(t-butylamino)-1-phenylmethylphosphonate
• CAS NO: 122081-88-3
• Molecular Weight: 271.296
• Mol File: 122081-88-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: dimethyl 1-(t-butylamino)-1-phenylmethylphosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl 1-(t-butylamino)-1-phenylmethylphosphonate(122081-88-3)
• EPA Substance Registry System: dimethyl 1-(t-butylamino)-1-phenylmethylphosphonate(122081-88-3)

Safety Data

• Hazardous Substances Data: 122081-88-3(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 108791-15-7 methyl N-t-butyl-P-(1-chloro-1-phenylmethyl)phosphonamidate 
• 124-41-4 sodium methylate 
• 122-08-7 benzyltrismethylammonium methoxide 
• 6852-58-0 N-benzylidene tert-butylamine 
• 868-85-9 Dimethyl phosphite 
• 55691-59-3 1-chloro-1-phenylmethylphosphonic dichloride 
• 122081-73-6 N-t-butyl-P-(1-chloro-1-phenylmethyl)phosphonamidic chloride 
• 100-52-7 benzaldehyde 

Relevant articles and documents

Evidence for Cyclic Azaphosphiridine Oxide Intermediates in the Methoxide-induced Rearrangements of N-Alkyl α-Chlorophosphonamidates: Formation of Phosphoramidates as well as α-Aminophosphonates

The N-butyl α-chlorophosphonamidates RCHClP(O)(NBut)OMe (R=H, Me, or Ph) react with benzyltrimethylammonium methoxide in tetrahydrofuran-methanol to give two types of rearrangement product, the α-aminophosphonates ButNHCHRP(O)(OMe)2 and the phosphoramidates But(RCH2)NP(O)(OMe)2.For the phosphoramidates it seems necessary to postulate the formation of a cyclic azaphosphiridine oxide intermediate, and its subsequent ring-opening, by nucleophilic attack of methoxide at phosphorus, with cleavage of the P-C bond.The α-aminophosphonates are probably also derived from the azaphosphiridine oxide, by cleavage of the P-N bond.The observation that the proportion of the phosphoramidate (P-C cleavage) increases as R changes from Me to H to Ph accords with this picture, as does the apparent lack of any P-C bond cleavage in the rearrangement of Me2CClP(O)(NHR')OMe (R'=Me or But).