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Trimethyl phosphonoacetate

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Products Intro: Product Name:Trimethyl phosphonoacetate
CAS:5927-18-4
Purity:0.995 Package:200L PLASTIC DRUM
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Products Intro: Product Name:Trimethyl phosphonoacetate
CAS:5927-18-4
Purity:99% Package:25KG
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CAS:5927-18-4
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CAS:5927-18-4
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Products Intro: Product Name:Trimethyl phosphonoacetate
CAS:5927-18-4
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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;trimethylacetyl phosphate
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;5927-18-4
Mol File:5927-18-4.mol
Trimethyl phosphonoacetate Structure
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 n20/D 1.437(lit.)
Fp >230 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
form Liquid
Specific Gravityapproximate 1.265ｇ/ml (20℃)
color Clear colorless to light yellow
Water Solubility Slightly miscible with water.
BRN 1865177
LogP-0.680 (est)
CAS DataBase Reference5927-18-4(CAS DataBase Reference)
NIST Chemistry ReferenceTrimethyl phosphonoacetate(5927-18-4)
EPA Substance Registry SystemAcetic acid, (dimethoxyphosphinyl)-, methyl ester (5927-18-4)
Safety Information
Safety Statements 23-24/25
WGK Germany 3
F 9
TSCA Yes
HS Code 29310095
MSDS Information
ProviderLanguage
(Dimethoxyphosphinyl)-acetic acid methyl ester English
SigmaAldrich English
ACROS English
ALFA English
Trimethyl phosphonoacetate Usage And Synthesis
Chemical Propertiesclear colorless to light yellow liquid
UsesTrimethyl 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.
ApplicationTrimethyl 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
DefinitionChEBI: Trimethyl phosphonoacetate is a phosphonic ester.
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