Trimethyl phosphonoacetate

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 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 Gravity	approximate 1.265ｇ/ml (20℃)
color	Clear colorless to light yellow
Water Solubility	Slightly miscible with water.
BRN	1865177
LogP	-0.680 (est)
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

Safety Statements	23-24/25
WGK Germany	3
F	9
TSCA	Yes
HS Code	29310095

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 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.

Trimethyl phosphonoacetate Preparation Products And Raw materials

Raw materials	BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE-->PHOSPHONOACETIC ACID-->METHYL DIAZOACETATE-->Methyl chloroacetate
Preparation Products	3-METHOXYCARBONYL-3-SULFOLENE-->(2E,4E,6Z)-methyl deca-2,4,6-trienoate-->(2E)-2-Nonenoic acid methyl ester-->METHYL TRANS-2-HEXENOATE, 98-->tert-Butyl O,O-dimethylphosphonoacetate

Phosphoric acid tris(2-chloro-1-methylethyl) ester (Trifluoromethyl)trimethylsilane Trimethyl thiazole Diphenyl isopropylphenyl phosphate Tris(1,3-dichloro-2-propyl)phosphate Potassium trimethylsilanolate 2-(2-Chloroacetamido)-5-nitro-2'-chlorobenzophenone Tocopheryl acetate TRIETHYL PHOSPHONOACETATE Methyl Ethyl 2-(Chlorosulfonyl)acetate BIS(2,2,2-TRIFLUOROETHYL) (METHOXYCARBONYLMETHYL)PHOSPHONATE Bensulfuron methyl TRIMETHYL PHOSPHONOACETATE, (DIMETHYL METHOXYCARBONYLMETHYLPHOSPHONATE; PHOSPHONOACETIC ACID TRIMETHYL ETHYL METHYLPHOSPHONIC ACID Kresoxim-methyl ACETATE Glatiramer acetate

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