4546-11-6

Upstream product

• 71-23-8 propan-1-ol 
• 993-13-5 methylphosphonic acid 
• 15110-09-5 methyl-phosphonic acid-chloride propyl ester 
• 676-97-1 methylphosphonic acid dichloroanhydride 

Downstream Products

• 6410-56-6 methylphosphonic acid dipropyl ester 

Relevant academic research and scientific papers

Surface mediated synthesis of unsymmetrical O,O-dialkyl alkyl pyrophosphonates using neutral alumina: potential Chemical Weapons Convention related compounds

The surface mediated synthesis of unsymmetrical O,O'- dialkyl alkyl pyrophosphonates from O-alkyl alkylphosphonic acid is described. These pyrophosphonates are listed in schedule 2B4 of Chemical Weapon Convention (CWC). The effect of the presence of chromatographic grade of AI2O 3 on the phosphorylation of a series of alkyl phosphonic acids has also been investigated. For phosphonic acids having different alkyl groups, it was observed that higher yields of the more hindered pyrophosphonates were formed in the presence of AI2O3. This method has an advantage over the conventional methods in terms of easy work-up, reduced reaction time and high yields.

Microwave-assisted ionic liquid-catalyzed selective monoesterification of alkylphosphonic acids—an experimental and a theoretical study

It is well-known that the P-acids including phosphonic acids resist undergoing direct es-terification. However, it was found that a series of alkylphoshonic acids could be involved in mo-noesterification with C2–C4 alcohols under microwave (MW) irradiation in the presence of [bmim][BF4] as an additive. The selectivity amounted to 80–98%, while the isolated yields fell in the range of 61–79%. The method developed is a green method for P-acid esterification. DFT calculations at the M062X/6–311+G (d,p) level of theory (performed considering the solvent effect of the corresponding alcohol) explored the three-step mechanism, and justified a higher enthalpy of activation (160.6–194.1 kJ·mol–1) that may be overcome only by MW irradiation. The major role of the [bmim][BF4] additive is to increase the absorption of MW energy. The specific chemical role of the [BF4] anion of the ionic liquid in an alternative mechanism was also raised by the computations.

DCC-Celite hybrid immobilized solid support as a new, highly efficient reagent for the synthesis of O-alkyl hydrogen alkylphosphonates under solvent-free conditions

An efficient and solvent-free synthesis of O-alkyl hydrogen alkyl phosphonates is described. The methodology involves the condensation of alkyl phosphonic acids using DCC-Celite under solvent-free conditions.

Phosphorus-containing compounds and uses thereof

This invention concerns a new family of phosphorus-containing compounds containing a moiety JQA— in which:A is absent or is —O—, —S— or —NR2—;Q is absent or (if A is —O—, —S— or —NR2—) Q may be —V—, —OV—, —SV—, or —NR2V—, where V is an aliphatic, heteroaliphatic, aryl, or heteroaryl moiety, such that J is linked to the cyclohexyl ring directly, through A or through VA, OVA, SVA or NR2VA; 1 K is O or S;each occurrence of Y is independently —O—, —S—, —NR2—, or a bond linking a R5 moiety to P;each occurrence of R2 and R5 is independently an aliphatic, heteroaliphatic, aryl, or heteroaryl moiety, or H; andeach occurrence of R6 is independently —PK(YR5)(YR5), —SO2(YR5) or —C(O)(YR5); so long as any R2, or R5 moiety linked directly to P is not H;wherein two R2, R5 and/or R6 moieties may be chemically linked to one another to form a ring;each occurrence of G is independently —O—, —S—, —NR2— or (M)X;each occurrence of M is independently a substituted or unsubstituted methylene moiety, and any M-M′ moiety may be saturated or unsaturated;each occurrence of x is independently an integer from 1-6; and the other variables are as defined herein.

Preparation, derivatization with trimethylsilyldiazomethane, and GC/MS analysis of a "pool" of alkyl methylphosphonic acids for use as qualitative standards in support of counterterrorism and the chemical weapons convention

There are hundreds of nerve agents in the class of alkyl methylphosphonofluoridates covered by Schedule 1 of the CWC (Chemical Weapons Convention). Hydrolysis of these sarin-like nerve agents results in an equal number of alkyl methylphosphonic acids. These alkyl methylphosphonic acids are persistent and provide good evidence of specific agent production or use. In order to support the CWC and counterterrorism activities, it is desirable to have ready access to each of these hydrolysis products for use as qualitative standards. A means for simultaneously producing multiple alkyl methylphosphonates from methylphosphonic acid and the corresponding alcohols was developed. Derivatization of these alkyl methylphosphonic acids with trimethylsilyldiazomethane yields the corresponding methyl esters which are suitable for GC/MS analysis.

Solid-phase synthesis of some alkyl hydrogen methylphosphonates

Eleven alkyl hydrogen methylphosphonates of structure RO(HO) P(O)Me were made by phosphoramidite chemistry on hydroxymethyl polystyrene resin; R = Me, Et, n-Pr, i-Pr, n-Bu, n-hexyl, n-octyl, cyclohexyl, cycloheptyl, cyclooctyl, and 3,3-dimethylbutan-2-yl

Phosphorus-containing compounds and uses thereof

This invention concerns a new family of phosphorus-containing compounds containing a moiety JQA—in which: A is absent or is —O—, —S— or —NR2—; Q is absent or (if A is —O—, —S— or —NR2—) Q may be —V—, —OV—, —SV—, or —NR2V—, where V is an aliphatic, heteroaliphatic, aryl, or heteroaryl moiety, such that J is linked to the cyclohexyl ring directly, through A or through VA, OVA, SVA or NR2VA; K is O or S; each occurrence of Y is independently —O—, —S—, —NR2—, or a chemical bond linking a R5 moiety to P; and the other variables are as defined herein.