677-24-7

Usage

Chemical Description

Methyl phosphorodichloridate is a chemical compound with the formula CH3POCl2.

Uses

Used in Pharmaceutical and Chemical Industries:
METHYL PHOSPHORODICHLORIDATE is used as a synthetic intermediate for the production of various compounds, including:
1. 4,6-Cyclic phosphate tetrasaccharide: METHYL PHOSPHORODICHLORIDATE is used as a key intermediate in the synthesis of this complex carbohydrate structure, which has potential applications in the development of new drugs and pharmaceuticals.
2. 8-(2′′-hydroxyethoxy)adenosine-5′,2′′-phosphate derivative: METHYL PHOSPHORODICHLORIDATE, synthesized using METHYL PHOSPHORODICHLORIDATE, has potential applications in the development of new drugs targeting adenosine receptors, which play a role in various physiological processes.
3. Analogs of (R)-1-O-hexadecyl-2-palmitoyl-sn-glycero-3-phosphoethanolamine poly(ethylene glycol): METHYL PHOSPHORODICHLORIDATE is used as a synthetic building block in the creation of these analogs, which may have applications in the development of targeted drug delivery systems.
4. Dioxaphosphorino[m,n-x]pyridines compounds: METHYL PHOSPHORODICHLORIDATE is utilized in the synthesis of these novel heterocyclic compounds, which could have potential applications in the development of new pharmaceuticals and agrochemicals.

InChI:InChI=1/CH3Cl2O2P/c1-5-6(2,3)4/h1H3

Upstream product

• 67-56-1 methanol 
• 33576-92-0 O,O-dimethyl O-phenyl phosphorothioate 
• 5314-03-4 O,O-Dimethyl-O-(p-chlorphenyl)-thiophosphat 
• 23272-12-0 methoxydimethylsilyl cyanide 
• 152-20-5 O,O,S-trimethyl phosphorothioate 
• 54262-51-0 O-methyl O-phenyl S-propyl thiophosphate 
• 6840-11-5 phenylthiophosphonic acid dimethyl ester 

Downstream Products

• 409323-33-7 phosphoric acid-chloride methyl ester-p-toluidide 
• 146-17-8 Flavin mononucleotide 
• 34704-85-3 C₁₁H₁₃N₂O₄P 
• 3735-80-6 salioxon 
• 812-00-0 methylphosphate 
• 77075-54-8 Phosphorochloridic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester methyl ester 
• 135439-46-2 O-methyl-1-methyl-1,3,2-diazaphospholidine 
• 950-35-6 methyl paraoxon 
• 104532-43-6 5-Benzyloxy-2-methoxy-[1,3,2]dioxaphosphinane 2-oxide 
• 87799-87-9 bis(2-(benzyloxycarbonyl)phenyl) methyl phosphate 
• 115-89-9 phosphoric acid methyl ester diphenyl ester 
• 135220-16-5 6-(2,4-Dichloro-phenyl)-2-methoxy-[1,2,4]triazolo[4,3-d][1,3,4,2]thiadiazaphosphole 2-oxide 
• 78533-01-4 Phosphorsaeure-(4-tert-butylphenylester)-methylester-chlorid 
• 78804-00-9 4-ethoxy-2-methoxy-5-phenyl-1,3,2-dioxaphosphol-4-ene 2-oxide 

Relevant academic research and scientific papers

Preparation method of bis(2,2,2-trifluoroethyl)methyl phosphate

The invention discloses a synthesis method of bis(2,2,2-trifluoroethyl)methyl phosphate, wherein the method comprises the following steps: step 1, preparing methyl dichlorophosphate by using phosphorus oxychloride and methanol as raw materials; and step 2, preparing bis(2,2,2-trifluoroethyl)methyl phosphate by taking the methyl dichlorophosphate prepared in the step 1, trifluoroethanol, methylbenzene, a second catalyst and an acid-binding agent as raw materials. The method has the advantages of few side reactions and high product purity and yield.

The chlorination reaction of O-alkyl S-alkyl(aryl) thiophosphoric(-nic) acid derivatives with phosphorus oxychloride

It is reported that a variety of O-alkyl S-alkyl(aryl) thiophosphoric(-nic) acid derivatives 4 can be readily chlorinated with phosphorus oxychloride giving S-alkyl(aryl) thiophosphoro(-no)chloridates 2 and O-alkyl phosphorodichloridates 3.

THE ISOMERIZATION/CHLORINATION OF O,O-DIALKYL PHENYLTHIOPHOSPHONATES WITH PHOSPHORUS OXYCHLORIDE - A NEW CONVENIENT SYNTHESIS OF S-ALKYL PHENYLTHIOPHOSPHONIC ACID DERIVATIVES

A new method for the synthesis of S-alkyl phenylthiophosphonic acid derivatives is reported.The chlorination of O,O-dialkyl phenylthiophosphonates with phosphorus oxychloride proceeds with isomerization to give S-alkyl phenylthiophosphonochloridates, which react further with various nucleophiles in the presence of triethylamine to give the title compounds.Key words: Phosphonothionate; phosphonothiolate; phosphonodithiolate; phosphonamidethiolate; isomerization; chlorination.

ORGANOSILICON AND ORGANOPHOSPHORUS COMPOUNDS WITH PSEUDOHALIDE GROUPS 3. REACTIONS OF ALKOXYDIMETHYLSILYL CYANIDES WITH TETRACOORDINATED PHOSPHORUS HALIDES

The reactions of alkoxydimethylsilyl cyanides with some tetracoordinated phosphorus chlorides and fluorides were investigated.It was shown that the investigated reactions are realized primarily with the replacement of two halogen atoms by functional groups.The transformations of the phosphorus acid cyanides obtained with metal fluorides were studied. Keywords: silyl cyanides, phosphorus(IV) halides, substitution reactions, metal fluorides.

A convenient synthesis of S-alkyl O-aryl thiophosphoric acid derivatives

A new convenient synthesis of S-alkyl O-aryl thiophosphoric acid derivatives is reported. The chlorination of O-aryl O,O-dialkyl thiophosphates with phosphorus oxychloride proceeds with isomerization to give S-alkyl O-aryl thiophosphorochloridates, which react further with various nucleophiles in the presence of base to give the title compounds.

Exocyclic Cleavage in the Alkaline Hydrolysis of Methyl Ethylene Phosphate: Evidence Against the Significance of Stereoelectronic Acceleration in Reactions of Cyclic Phosphates

The hydrolysis of methyl ethylene phosphate serves as a mechanistic probe of phosphate reactivity and as a model for enzyme catalysis.Early reports, based on proton NMR and GC analysis, indicated that observable amounts of exocyclic cleavage products are obtained in the alkaline hydrolysis reaction .However, later reports based on phosphorus NMR analysis of reactions in 5 M sodium hydroxide by advocates of a stereoelectronic theory indicated that, consistent with the theory, ring cleavage is the exclusive initial process .In the present study, the products of the reaction of methyl ethylene phosphate with hydroxide under a variety of conditions were determined by proton NMR and by phosphorus NMR with and without rapid quenching.Reactions of the products were also analyzed.The products of exocyclic cleavage, methanol and ethylene phosphate, are produced in the initial reaction to the extent that was reported in 1969.Subsequent reaction of the ring-cleaved products is too slow to account for the initial production of methanol.These data suggest that ring strain and apicophilicities of substituents, rather, than orbital interactions, account for the substantial differences in the reactivity of phosphate esters.

Phosphorodiamidates, III: Synthesis of Akyl Phosphorodiamidates

In previous papers we described procedures to synthesize phenyl and 4-nitrophenyl phosphorodiamidates.In this paper a procedure is described to synthesize N,N'-disubstituted phosphorodiamidates from alkyl phosphorodichloridates and primary amines.