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1832-53-7

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1832-53-7 Usage

Uses

EMPA is a novel high-affinity, selective antagonist for the OX2 receptor.

Check Digit Verification of cas no

The CAS Registry Mumber 1832-53-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,8,3 and 2 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1832-53:
(6*1)+(5*8)+(4*3)+(3*2)+(2*5)+(1*3)=77
77 % 10 = 7
So 1832-53-7 is a valid CAS Registry Number.
InChI:InChI=1/C3H8O3P/c1-3-6-7(4)5-2/h3H2,1-2H3/q+1

1832-53-7 Well-known Company Product Price

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  • Aldrich

  • (386561)  Ethylmethylphosphonate  98%

  • 1832-53-7

  • 386561-1G

  • 826.02CNY

  • Detail

1832-53-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name ETHYL METHYLPHOSPHONIC ACID

1.2 Other means of identification

Product number -
Other names Ethyl hydrogen methylphosphonate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1832-53-7 SDS

1832-53-7Downstream Products

1832-53-7Relevant articles and documents

Autocatalytic hydrolysis of V-type nerve agents

Yang, Yu-Chu,Szafraniec, Linda L.,Beaudry, William T.,Rohrbaugh, Dennis K.,Procell, Lawrence R.,Samuel, John B.

, p. 8407 - 8413 (1996)

Both V-type nerve agents MeP(O)(OR)(SCH2CH2NR′2), VX (R = C2H5; R′ = i-C3H7) and its isomeric analog RVX (the "Russian V-agent", R = i-C4H9; R′ = C2H5), react slowly but completely with an equimolar amount of H2O via exclusive P-S cleavage to produce the corresponding phosphonic acid (MeP(O)(OR)OH) and 2-aminoethanethiol (HSCH2CH2NR′2). The reaction is believed to be initiated by nucleophilic attack of the deprotonated phosphonic acid on the protonated V-agent to produce a diphosphonate intermediate ((MeP(O)(OR))2O) that rapidly hydrolyzes to regenerate the phosphonic acid. The autocatalytic ionic chain reaction is thus continued in the nearly nonaqueous reaction medium. The viscous final product mixture remains reactive toward freshly added trace amounts of the V-agent, giving the same final reaction half-life of 13-15 h at 23 °C. When water is insufficient and depleted, the diphosphonate intermediate accumulates and reacts with the aminoethanethiol to regenerate the V-agent. This autocatalytic hydrolysis process is not observed with a simpler phosphonothioate analog (MeP(O)(OC2H5)(SC2H5)), which suggests that the attack of the phosphonic acid on the V-agent is intramolecularly assisted by the protonated amino group.

Catalytic degradation of the nerve agent vx by water-swelled polystyrene-supported ammonium fluorides

Marciano, Daniele,Goldvaser, Michael,Columbus, Ishay,Zafrani, Yossi

, p. 8549 - 8553 (2011)

The catalytic degradation of the nerve agent VX (O-ethyl S-2-(diisopropylamino)ethyl methylphosphonothioate) by water-swelled polymer-supported ammonium fluorides is described. VX (0.06-0.53 mol/mol F -) is rapidly degraded (t1/2 ~ 10-30 min) to form the G-analogue (O-ethyl methylphosphonofluoridate), which hydrolyzes (t 1/2 ~ 1-1.5 h) to the nontoxic EMPA (ethyl methylphosphonic acid). The toxic desethyl-VX is not formed. The catalytic effect of fluoride is maintained even when 6 equiv of VX are loaded. GB (O-isopropyl methylphosphonofluoridate) and desethyl-VX agents are also degraded under these conditions.

Effective, Facile, and Selective Hydrolysis of the Chemical Warfare Agent VX Using Zr6-Based Metal-Organic Frameworks

Moon, Su-Young,Wagner, George W.,Mondloch, Joseph E.,Peterson, Gregory W.,DeCoste, Jared B.,Hupp, Joseph T.,Farha, Omar K.

, p. 10829 - 10833 (2015)

The nerve agent VX is among the most toxic chemicals known to mankind, and robust solutions are needed to rapidly and selectively deactivate it. Herein, we demonstrate that three Zr6-based metal-organic frameworks (MOFs), namely, UiO-67, UiO-67-NH2, and UiO-67-N(Me)2, are selective and highly active catalysts for the hydrolysis of VX. Utilizing UiO-67, UiO-67-NH2, and UiO-67-N(Me)2 in a pH 10 buffered solution of N-ethylmorpholine, selective hydrolysis of the P-S bond in VX was observed. In addition, UiO-67-N(Me)2 was found to catalyze VX hydrolysis with an initial half-life of 1.8 min. This half-life is nearly 3 orders of magnitude shorter than that of the only other MOF tested to date for hydrolysis of VX and rivals the activity of the best nonenzymatic materials. Hydrolysis utilizing Zr-based MOFs is also selective and facile in the absence of pH 10 buffer (just water) and for the destruction of the toxic byproduct EA-2192.

Magnesium Exchanged Zirconium Metal-Organic Frameworks with Improved Detoxification Properties of Nerve Agents

Gil-San-Millan, Rodrigo,López-Maya, Elena,Platero-Prats, Ana E.,Torres-Pérez, Virginia,Delgado, Pedro,Augustyniak, Adam W.,Kim, Min Kun,Lee, Hae Wan,Ryu, Sam Gon,Navarro, Jorge A. R.

, p. 11801 - 11805 (2019)

UiO-66, MOF-808 and NU-1000 metal-organic frameworks exhibit a differentiated reactivity toward [Mg(OMe)2(MeOH)2]4 related to their pore accessibility. Microporous UiO-66 remains unchanged while mesoporous MOF-808 and hierarchical micro/mesoporous NU-1000 materials yield doped systems containing exposed MgZr5O2(OH)6 clusters in the mesoporous cavities. This modification is responsible for a remarkable enhancement of the catalytic activity toward the hydrolytic degradation of P-F and P-S bonds of toxic nerve agents, at room temperature, in unbuffered aqueous solutions.

Degradation of Paraoxon and the Chemical Warfare Agents VX, Tabun, and Soman by the Metal-Organic Frameworks UiO-66-NH2, MOF-808, NU-1000, and PCN-777

De Koning, Martijn C.,Van Grol, Marco,Breijaert, Troy

, p. 11804 - 11809 (2017)

In recent years, Zr-based metal-organic frameworks (MOFs) have been developed that facilitate catalytic degradation of toxic organophosphate agents, such as chemical warfare agents (CWAs). Because of strict regulations, experiments using live agents are not possible for most laboratories and, as a result, simulants are used in the majority of cases. Reports that employ real CWAs are scarce and do not cover the whole spectrum of agents. We here present a comparative study in which UiO-66-NH2, NU-1000, MOF-808, and PCN-777 are evaluated for their effectiveness in the degradation of paraoxon and the chemical warfare agents tabun, VX, and soman, in N-ethylmorpholine buffer (pH 10) as well as in pure water. All MOFs showed excellent ability to degrade the agents under basic conditions. It was further disclosed that tabun is degraded by different mechanisms depending on the conditions. The presence of an amine, either as part of the MOF structure (UiO-66-NH2) or in the agent itself (VX, tabun), is the most important factor governing degradation rates in water. The results show that MOFs have great potential in future protective applications. Although the use of simulants provides valuable information for initial screening and selection of new MOFs, the use of live agents revealed additional mechanisms that should aid the future development of even better catalysts.

Synthesis of alkyl hydrogen alkylphosphonates

Pienaar, Andre,Erasmus, Cornelis M.,Wentzel, Mauritz,Cowley, Eugene H.

, p. 149 - 159 (1999)

The synthesis of alkyl hydrogen alkylphosphonates 1 was studied. Different synthetic routes were investigated and it was found that alkylphosphonic anhydrides can serve as ideal precursors for the synthesis of those half-acids. It was also shown that isopropyl phosphonic dichloride reacts in a unique fashion to produce alkyl hydrogen isopropylphosphonates in moderate yields.

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

ábrányi-Balogh, Péter,Drahos, László,Harsági, Nikoletta,Henyecz, Réka,Keglevich, Gy?rgy

, (2021/09/07)

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.

Oxidative Detoxification of Sulfur-Containing Chemical Warfare Agents by Electrophilic Iodine

Smolkin, Boris,Levi, Noam,Karton-Lifshin, Naama,Yehezkel, Lea,Zafrani, Yossi,Columbus, Ishay

, p. 13949 - 13955 (2018/11/30)

Mild oxidation of sulfur-containing chemical warfare agents was performed in organic medium by electrophilic iodine reagents. Kinetic experiments on sulfur mustard (HD) showed rapid (t1/2 1/2 ~ 90 min). Higher donor number solvents, such as THF, DMF, or DMSO, showed slower rates with both iodine and NIS. The oxidation of the nerve agent O-ethyl-S-2-(N,N-diisopropylaminoethyl)methylphosphonothioate (VX) selectively to the nontoxic ethyl methylphosphonic acid product exhibited fast rates (t1/2 = 6 min) using NIS in DMSO solution. In all other solvents tested with VX, rates were slower (t1/2 ~ 30-70 min). Oxidation experiments under the same conditions with chloroethyl ethyl sulfide (HD simulant) and O,S-diethyl methylphosphonothioate (VX simulant) led to much faster reaction rates. These transformations are believed to proceed through electrophilic iodine attack on the sulfur moiety and display solvent dependency based on the agents' structural and chemical properties.

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