| Trimethyl phosphonoacetate Basic information |
| Product Name: | Trimethyl phosphonoacetate |
| Synonyms: | TriMethyl phosphonoacetate, 98% 25GR;Dimethylphosphonoacetic Acid Methyl Ester Methyl Dimethylphosphonoacetate Phosphonoacetic Acid Trimethyl Ester;TriMethyl phosphonoacetat;Aceticacid, 2-(diMethoxyphosphinyl)-, Methyl ester;Dibenzyloxyphosphoiyl three Methyl acetate;(Carboxymethyl)phosphonic acid trimethyl ester;Dimethyl methoxycarbonylmethylphosphonate~Phosphonoacetic acid trimethyl ester;TMPA |
| CAS: | 5927-18-4 |
| MF: | C5H11O5P |
| MW: | 182.11 |
| EINECS: | 227-663-0 |
| Product Categories: | Horner-Emmons Reaction;Synthetic Organic Chemistry;Wittig & Horner-Emmons Reaction;C-C Bond Formation;Horner-Wadsworth-Emmons Reagents;Olefination |
| Mol File: | 5927-18-4.mol |
| Trimethyl phosphonoacetate Chemical Properties |
| Melting point | 242 °C |
| Boiling point | 118 °C0.85 mm Hg(lit.) |
| density | 1.125 g/mL at 25 °C(lit.) |
| refractive index | n |
| Fp | >230 °F |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| form | Liquid |
| Specific Gravity | approximate 1.265ｇ/ml (20℃) |
| color | Clear colorless to light yellow |
| Water Solubility | Slightly miscible with water. |
| BRN | 1865177 |
| CAS DataBase Reference | 5927-18-4(CAS DataBase Reference) |
| NIST Chemistry Reference | Trimethyl phosphonoacetate(5927-18-4) |
| EPA Substance Registry System | Acetic acid, (dimethoxyphosphinyl)-, methyl ester (5927-18-4) |
| MSDS Information |
| Provider | Language |
|---|---|
| (Dimethoxyphosphinyl)-acetic acid methyl ester | English |
| SigmaAldrich | English |
| ACROS | English |
| ALFA | English |
| Trimethyl phosphonoacetate Usage And Synthesis |
| Chemical Properties | clear colorless to light yellow liquid |
| Uses | Trimethyl phosphonoacetate is used in the preparation of sarin A by intramolecular Mannich-type reactions. It is involved in the Horner-Wadsworth-Emmons olefination with aldehydes and ketones to give acrylic esters. It is also involved in oxa-Michael reactions, prenylation of oxindoles and heterocyclization reactions. |
| Application | Trimethyl phosphonoacetate is an important Wittig-horner reagent, which can be used to manufacture important intermediates of natural compounds such as vitamins, drugs, insect pheromones, etc.Reactant involved in:Intramolecular Mannich-type reactions to produce the sarain A diazatricyclic coreOrganocatalytic oxa-Michael reactionsPrenylation and geranylation of oxindolesIntramolecular Horner-Wadsworth-Emmons reactionsOlefin cross-metathesis / heterocyclization |
| Trimethyl phosphonoacetate Preparation Products And Raw materials |
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