(Diethoxyphosphinyl)acetic acid
2-(diethoxyphosphoryl)acetic acid · NSC 272281 · Diethyl sulfonic acid · Venadaparib Impurity 39 · Mirogabalin Impurity 60 · acetyl diethyl phosphate · Diethyl phosphonoacetate · Diethylphosphoacetic acid
식별자 및 물리적 특성
| CAS No. | 3095-95-2 |
|---|---|
| 분자식 | C6H13O5P |
| 평균 분자량 | 196.14 g/mol |
| 단동위원소 질량 | 196.05006015 g/mol |
| SMILES | CCOP(=O)(CC(=O)O)OCC |
| InChIKey | DVQMPWOLBFKUMM-UHFFFAOYSA-N |
| PubChem CID | 36704 |
| EC No. | 608-560-3 |
| DTXSID | DTXSID10953093 |
화학 및 물리적 성질
| XLogP | -0.2 |
|---|---|
| 극성 표면적 | 72.8 |
| 수소 결합 공여자 수 | 1 |
| 수소 결합 수용자 수 | 5 |
| 회전 가능 결합 수 | 6 |
| 무거운 원자 수 | 12 |
| 형식 전하 | 0 |
| 복잡도 | 180 |
| 끓는 점 | 150 °C/0.05 mmHg (lit.) |
| 밀도 | 1.220 g/mL at 25 °C (lit.) |
| 굴절률 | n20/D 1.445(lit.) |
| 인화점 | >230 °F |
| 저장 조건 | Keep in dark place,Sealed in dry,Room Temperature |
| 물리적 상태 | 점성 액체 |
| pKa(산도 계수) | 3.48±0.10(Predicted) |
| 비중 | 1.220 |
| 색상 | 무색~황색으로 투명함 |
| InChI | InChI=1S/C6H13O5P/c1-3-10-12(9,11-4-2)5-6(7)8/h3-5H2,1-2H3,(H,7,8) |
| InChIKey | DVQMPWOLBFKUMM-UHFFFAOYSA-N |
| SMILES | C(O)(=O)CP(OCC)(OCC)=O |
화학적 성질
clear colorless to yellow viscous liquid
안전 및 규제
| GHS 분류 | WarningH302 (87.8%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 49 reports by companies from 6 notifications to the ECHA C&L Inventory. |
|---|---|
| 규제 정보 | Status: Active Update: 06-05-2015 https://echa.europa.eu/registration-dossier/-/registered-dossier/5850 |
| Hazard Classes and Categories | Acute Tox. 4 (87.8%) |
| 수질 위해 등급(WGK) | 3 |
| 관세 코드 | 29319090 |
| 위험 문구(R) | 22-36/37/38 |
| 위험 표시 | Xn |
| 안전 문구(S) | 37/39-26 |
| 위험 등급 | Acute Tox. 4 Oral |
| 저장 분류 | 10 - Combustible liquids |
용도
개요
Diethylphosphonoacetic Acid (DPA) is a Horner-Wadsworth-Emmons (HWE) reagent. The mixed anhydride of trifluoroacetic acid—diethylphosphonoacetic acid Treat a 21-hydroxy-20-keto steroid leads directly to cardenolides by an intramolecular Horner-Emmons reaction. It could also used as a dummy template to prepare a molecularly imprinted polymer for use as an artificial receptor for organophosphorus pesticides (OPPs)[1-3].
용도
Diethylphosphonoacetic Acid is a reagent that is used for enantioselective preparation of α-phosphoryl-α,β-unsatd.-δ-aryl-δ-lactones from nonracemic β-hydroxyaldehydes and their conversion to α-methylene-δ-aryl-δ-lactones.
제조 및 합성 방법
생산 방법
Diethylphosphonoacetic acid is synthesised using triethyl phosphonoacetate as a raw material by chemical reaction. The specific synthesis steps are as follows:After dissolving triethyl phosphonoacetate (1.7 g, 7.5 mmol) in ethanol / water (15 mL ie 14: 1) at room temperature, potassium hydroxide (424.2 mg, 7.56 mmol, ) 6597-4400) was added and stirred at room temperature. The reaction was neutralized with 1N HCl to pH 4, the ethanol was removed by distillation under reduced pressure, diluted with chloroform (20 mL), washed with water (10 mL) and saturated brine (10 mL). The separated organic layer was dried over anhydrous sodium sulfate, filtered and distilled under reduced pressure to obtain 2-(diethoxyphosphoryl)acetic acid 4 (1.48 gm, 100percent).