Trimethyl phosphonoacetate
Synonym(s):(Carboxymethyl)phosphonic acid trimethyl ester;NSC 84262
- CAS NO.：5927-18-4
- Empirical Formula: C5H11O5P
- Molecular Weight: 182.11
- MDL number: MFCD00008452
- EINECS: 227-663-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-01-18 19:20:56
What is Trimethyl phosphonoacetate?
Chemical properties
clear colorless to light yellow liquid
The Uses of Trimethyl phosphonoacetate
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.
What are the applications of 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 core
Organocatalytic oxa-Michael reactions
Prenylation and geranylation of oxindoles
Intramolecular Horner-Wadsworth-Emmons reactions
Olefin cross-metathesis / heterocyclization
Definition
ChEBI: Trimethyl phosphonoacetate is a phosphonic ester.
Properties of Trimethyl phosphonoacetate
| Melting point: | 242 °C |
| Boiling point: | 118 °C0.85 mm Hg(lit.) |
| Density | 1.125 g/mL at 25 °C(lit.) |
| refractive index | n |
| Flash point: | >230 °F |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| form | Liquid |
| color | Clear colorless to light yellow |
| Specific Gravity | approximate 1.265ｇ/ml (20℃) |
| 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) |
Safety information for Trimethyl phosphonoacetate
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H227:Flammable liquids H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for Trimethyl phosphonoacetate
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