4779-09-3

Basic information

• Product Name: Phosphorimidic acid, [(4-methylphenyl)sulfonyl]-, triethyl ester
• CAS NO: 4779-09-3
• Molecular Formula: C13H22NO5PS
• Molecular Weight: 335.361
• Mol File: 4779-09-3.mol

Chemical Properties

• CAS DataBase Reference: Phosphorimidic acid, [(4-methylphenyl)sulfonyl]-, triethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphorimidic acid, [(4-methylphenyl)sulfonyl]-, triethyl ester(4779-09-3)
• EPA Substance Registry System: Phosphorimidic acid, [(4-methylphenyl)sulfonyl]-, triethyl ester(4779-09-3)

Safety Data

• Hazardous Substances Data: 4779-09-3(Hazardous Substances Data)

Upstream product

• 127-65-1 chloroamine-T 
• 21849-40-1 dibromamine-T 
• 122-52-1 triethyl phosphite 
• 71996-32-2 N-(5λ⁴-dibenzo[b,d]thiophen-5-ylidene)-4-methylbenzenesulfonamide 
• 17437-51-3 N-(ethoxycarbonyl)triphenylphosphinimine 
• 70-55-3 toluene-4-sulfonamide 
• 1972-28-7 diethylazodicarboxylate 

Downstream Products

• 3184-00-7 Phosphorsaeure-diaethylester- 

Relevant articles and documents

A facile noncatalytic pathway for the nitrene transfer process: Expeditious access to aziridines

A fast and efficient method has been developed for generation of sulfonyl nitrene from N,N-dibromo-p-toluenesulfonamide (TsNBr2) in the presence of a base without any catalyst. This method was applied to produce aziridines from different kinds of olefins within a short time in high yields. The Royal Society of Chemistry.

Generation of nitrene by the photolysis of N-substituted iminodibenzothiophene

(Chemical Equation Presented) To evaluate the ability of dibenzothiophene N-substituted sulfilimines as photochemical nitrene sources, their photolyses in the presence of several trapping reagents, such as sulfides, olefins, and phosphorus compounds, were performed. In the reactions, the corresponding imino-transfer compounds, namely sulfilimines, aziridines, and iminophosphoranes, were formed in good yields, indicating dibenzothiophene N-tosyl and N-acylsulfilimines have a potent nature as nitrogen sources.

Synthesis of N-Acyl-, N-Sulfonyl-, and N-Phosphinylphospha-λ5-azenes by a Redox-Condensation Reaction Using Amides, Triphenylphosphine, and Diethyl Azodicarboxylate

The reaction of phosphines and amides with diethyl azodicarboxylate (DAD) produced phospha-λ5-azenes.Thus aromatic amides and those aliphathic amides with electron-withdrawing substituents gave N-acyl-P,P,P-triphenylphospha-λ5-azenes (5) when triphenylphosphine (TPP) was employed.Both aryl- and alkylsulfonamides reacted with TPP and DAD to produce the N-sulfonylphospha-λ5-azenes (9).Diphenylphosphinamide (10) and ethyl carbamate (12) also produced the respective phosphazenes (11 and 13) with TPP and DAD.Secondary carboxamides and sulfonamides did not react with TPP and DAD.The reaction of triethyl phosphite with sulfonamides in the presence of DAD produced the phosphorimidates (20) in an analogous reaction, along with the corresponding N,N-diethylsulfonamides and the deethylated adduct of triethyl phosphite and DAD (23).Triethyl phosphite-DAD failed, however, to give a phosphorimidate with carboxamides but gave, instead, the rearranged adduct of DAD and triethyl phosphite (19).Tris(dimethylamino)phosphine reacted with sulfonamides and DAD but the products were the corresponding ethyl N-sulfonylcarbamates (26) rather than the phosphazenes.Tris(dimethylamino)phosphine reacted with azodicarbonamide (a molecule which contains both the azo and carboxamide groups) with the production of N,N-dimethylurea, again without formation of the phosphazene.Finally, the reaction of triphenylarsine with benzenesulfonamide and DAD produced N-(phenylsulfonyl)triphenylarsa-λ5-azene (30) but triphenylstibene with DAD and benzenesulfonamide only gave triphenylstibene oxide.Mechanistic possibilities for these reactions are also discussed.