14212-98-7

Upstream product

• 13482-64-9 bis(chloromethyl)phosphinic chloride 
• 108-95-2 phenol 
• 1529-17-5 phenyltrimethylsilyl ether 
• 33714-89-5 4-nitrophenyl bis(chloromethyl)phosphinate 
• 622-46-8 carbamic acid phenyl ester 

Downstream Products

• 17052-19-6 phenyl bis(iodomethyl)phosphinate 
• 16165-65-4 Bis-dimethylaminomethyl-phosphinic acid phenyl ester 
• 108-95-2 phenol 
• 87517-93-9 Phenyl (chloromethyl)(triphenylphosphoniomethyl)phosphinate chloride 
• 13274-83-4 di(chloromethyl)phosphinic acid 
• 344601-18-9 Chloromethyl-[(triphenyl-λ⁵-phosphanylidene)-methyl]-phosphinic acid phenyl ester 
• 908809-02-9 [(3,4-Bis-octadecyloxy-butyl)-phenoxy-phosphinoylmethyl]-phosphonic acid 
• 87517-94-0 (R)-Phenyl (3,4-dioctadecoxybut-1-enyl)(chloromethyl)phosphinate 
• 80991-34-0 (S)-Phenyl (3,4-dioctadecoxybutyl)<(diethoxyphosphinyl)methyl>phosphinate 
• 87517-95-1 cis-Phenyl <2-(4-nitrophenyl)ethenyl>(chloromethyl)phosphinate 
• 87517-96-2 trans-Phenyl <2-(4-nitrophenyl)ethenyl>(chloromethyl)phosphinate 

Relevant academic research and scientific papers

Reaction of chloromethyliso(thio)cyanato(thio)phosphonates(-phosphinates) with phenol, ethanol, and thiols

(Chloromethyl)isocyanatophosphonates(-phosphinates) take up phenol to form carbamates whose β-cleavage gives rise to phenyl (chloromethyl) phosphonates(-phosphinates). (Chloromethyl)(thio)phosphinic-(phosphonic) isothiocyanates react with phenol at 20°C in the absence of catalyst to afford phenyl phosphinates(-phosphonates). (Alkylsulfanyl)carbamates formed by addition of thiols to (chloromethyl)iso(thio)cyanastophosphonates(-phosphinates) under the action of an equimolar amount of triethylamine undergo cyclization into 1,3,4-oxaza(thiaza)phospholines. 2004 MAIK "Nauka/ Interperiodica".

Reactions of α-aminoalkylphosphonates with iso(thio) cyanatophosphates(phosphonates, phosphinates). Synthesis of 1,3,4- diazaphospholidines and 1,3,4-oxaza(thiaza)phospholines

Phenyl α-aminoalkylphosphonates add to phenyl iso(thio)cyanates to give saturated heterocycles, 1,3,4-diazaphospholidin-2-(thi)ones. The reaction of diphenyl (α-methylamino)benzylphosphonate with diethyl isothiocyanatophosphate involves initial formation of 1,3,4-tiazaphospholidine- 2-thiones containing exo- and endocyclic phosphorus atoms. These products are readily hydrolyzed in air, yielding diethyl isothiocyanatophosphate and phenyl hydrogen (α-methylamino)benzylphosphonate. The final products of the reaction of chloromethyl isocyanatophosphonates with aminoalkylphosphonates are 1,3,4-oxazaphospholines. Phenyl aminoalkylphosphonates react with chloromethyl isocyanatophosphonates to give saturated heterocycles, 1,3,4- diazaphospholidines, whereas with chloromethyl isothiocyanatophosphonates 1,3,4-thiazaphospholines are formed.

The inverted micellar catalysis of the reaction of 2-aminomethylphenols with 4-nitrophenyl bis(chloromethyl)phosphinate

The parameters of the reaction of para-substituted 2-aminomethylphenols with 4-nitrophenyl bis(chloromethyl)phosphinate in toluene catalyzed by reversed micelles of polyethylene glycol-600 monolaurate depend on the nucleophile structure. The efficiency of

Reaction of (chloromethyl)phosphonic(-phosphinic) chlorides with silylated protic nucleophiles

Reactions of (chloromethyl)phosphonic(-hosphinic) chlorides with trimethylalkoxy(-phenoxy, -dialkylamino)silanes are accompanied by elimination of trimethylchlorosilane and lead to formation of related substitution products. Reactions of bis(chloromethyl)phosphinic chloride and (chloromethyl)phosphinic dichloride with neutral and hydrogen silyl phosphites were studied. The reactions of bis(chloromethyl)phosphinic chloride with tris(trimethylsilyl)phosphite, diethyl trimethylsilyl phosphite, and bis(trimethylsilyl) hydrogen phosphite yield trimethylsilyl bis(chloromethyl)phosphinate. Similar reactions with (chloromethyl)phosphonic dichloride resulted in isolation of bis(trimethylsilyl) (chloromethyl)phosphonate.