| Identification | More | [Name]
Trimethyl phosphonoacetate | [CAS]
5927-18-4 | [Synonyms]
ACETIC ACID, (DIMETHOXYPHOSPHINYL)-, METHYL ESTER
(DIMETHOXYPHOSPHINYL)ACETIC ACID METHYL ESTER
DIMETHYL METHOXYCARBONYLMETHANEPHOSPHONATE
DIMETHYL (METHOXYCARBONYL)METHYLPHOSPHONATE
DIMETHYLPHOSPHONOACETIC ACID METHYL ESTER
Methyl (dimethoxyphosphoryl)acetate
METHYL DIMETHYLPHOSPHONOACETATE
PHOSPHONOACETIC ACID TRIMETHYL ESTER
TRIMETHYL PHOSPHONACETATE
TRIMETHYL PHOSPHONOACETATE
(dimethoxyphosphinyl)-aceticacimethylester
Trimethylphosphoroacetate
Dimethyl methoxycarbonylmethylphosphonate~Phosphonoacetic acid trimethyl ester
TMPA
(Dimethoxy-phosphoryl)-aceticacidmethylester
Trimethylphosphonoacetate,98%
trimethylacetyl phosphate
TRIMETHYL PHOPHONOACETATE
Dimethyl (methoxycarbonyl)methylphosphonate, 98 %
(Dimethoxyphosphinyl)acetic acid methyl | [EINECS(EC#)]
227-663-0 | [Molecular Formula]
C5H11O5P | [MDL Number]
MFCD00008452 | [Molecular Weight]
182.11 | [MOL File]
5927-18-4.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to light yellow liquid | [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 | [color ]
Clear colorless to light yellow | [Specific Gravity]
approximate 1.265ｇ/ml (20℃) | [Water Solubility ]
Slightly miscible with water. | [BRN ]
1865177 | [InChI]
1S/C5H11O5P/c1-8-5(6)4-11(7,9-2)10-3/h4H2,1-3H3 | [InChIKey]
SIGOIUCRXKUEIG-UHFFFAOYSA-N | [SMILES]
COC(=O)CP(=O)(OC)OC | [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]
5927-18-4(EPA Substance) |
| Hazard Information | Back Directory | [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. | [reaction suitability]
reaction type: C-C Bond Formation | [Synthesis]
The trimethyl phosphonoacetate is prepared from trimethyl phosphite and methyl chloroacetate through Michael Arbuzov rearrangement reaction. The synthetic method satisfies the chemical equations that CH2ClCOOH + CH3OH → CH5ClO2 + H2O, CH5ClO2 + C3H9O3P → C5H11O5P + CH3Cl. |
|
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IGM RESINS
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021-52080993 13917193189 |
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http://igmresins.com |
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J & K SCIENTIFIC LTD.
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18210857532 18210857532 |
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https://www.jkchemical.com |
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Alfa Aesar
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400-6106006 |
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Energy Chemical
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400-0056266 |
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www.energy-chemical.com |
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