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HomeProduct name listTrimethyl phosphonoacetate

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: 2024-10-24 21:11:45
Trimethyl phosphonoacetate Structural

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  n20/D 1.437(lit.)
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)
ghs
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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