ChemicalBook Product Catalog Chemical Reagents Organic reagents Phosphine ligand Triethyl phosphonoacetate

Triethyl phosphonoacetate

Triethyl phosphonoacetate Basic information
Product Name:Triethyl phosphonoacetate
Synonyms:AURORA KA-1452;ETHOXYCARBONYLMETHANEPHOSPHONIC ACID DIETHYL ESTER;DIETHYL ETHOXYCARBONYLMETHANEPHOSPHONATE;PHOSPHONOACETIC ACID TRIETHYL ESTER;O,O-DIETHYL ETHOXYCARBONYLMETHYL PHOSPHONATE;ethyldiethoxyphosphorylacetate;phosphono-aceticacitriethylester;tl465
CAS:867-13-0
MF:C8H17O5P
MW:224.19
EINECS:212-757-6
Product Categories:Thiophenes;Wittig Reagents;Horner-Emmons Reaction;Synthetic Organic Chemistry;Wittig & Horner-Emmons Reaction;867-13-0
Mol File:867-13-0.mol
Triethyl phosphonoacetate Structure
Triethyl phosphonoacetate Chemical Properties
Melting point -24°C
Boiling point 142-145 °C9 mm Hg(lit.)
density 1.13 g/mL at 25 °C(lit.)
vapor pressure 0.61Pa at 25℃
refractive index n20/D 1.431(lit.)
Fp 165°C
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form Liquid
color Clear
Specific Gravity1.130
Water Solubility Slightly miscible with water.
BRN 1343714
InChIKeyGGUBFICZYGKNTD-UHFFFAOYSA-N
LogP1.13 at 30℃
CAS DataBase Reference867-13-0(CAS DataBase Reference)
EPA Substance Registry SystemAcetic acid, (diethoxyphosphinyl)-, ethyl ester (867-13-0)
Safety Information
Hazard Codes N,Xi,Xn
Risk Statements 51/53-36/37/38
Safety Statements 61-37/39-26-36
RIDADR UN 3082 9/PG 3
WGK Germany 3
RTECS AG9800000
Hazard Note Harmful
TSCA Yes
HazardClass 9
PackingGroup III
HS Code 29310095
MSDS Information
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Triethyl phosphonoacetate English
SigmaAldrich English
ACROS English
ALFA English
Triethyl phosphonoacetate Usage And Synthesis
Chemical PropertiesTriethyl phosphonoacetate is Colorless to light yellow liqui
UsesTriethyl phosphonoacetate serves as a reactant used in Horner-Wadsworth-Emmons reactions, Tsuji-Trost type reactions, Intramolecular Heck-type cyclization and isomerizations and Intramolecular aryne-ene reactions. In Horner-Wadsworth-Emmons reaction, it is utilized as a reagent to prepare chiral 2-methylcyclopropanecarboxylic acid from (S)-propylene oxide.
UsesTriethyl phosphonoacetate is used for Horner-Emmons modification.
Purification MethodsPurify it by fractional distillation, preferably in vacuo. NMR has P resonance at 19.5 relative to orthophosphate. [Kosolapoff & Powell J Am Chem Soc 68 1103 1946, Kosolapoff & Powell J Am Chem Soc 72 4198 1950, Speziale & Freeman J Org Chem 23 1586 1958, Beilstein 4 IV 3613.]
Triethyl phosphonoacetate Preparation Products And Raw materials
Preparation Products2-(AMINOMETHYL)CYCLOPROPANECARBOXYLIC ACID-->3-(2-FURYL)PROPANOIC ACID-->ETHYL 3-(2-FURYL)PROPIONATE-->(+/-)-4-AMINO-3-(5-CHLORO-2-THIENYL)-BUTANOIC ACID-->TRIETHYLPHOSPHONODIFLUOROACETATE-->Methyl diethylphosphonoacetate-->Dihydrocaffeic acid-->Ethyl 4-methoxycinnamate-->ETHYL 3-(2-FURYL)ACRYLATE-->5-PHENYL-N-VALERIC ACID METHYL ESTER-->(1-BENZYLPIPERIDIN-4-YLIDENE)ACETIC ACID ETHYL ESTER-->Diethyl (benzyloxycarbonylmethyl)phosphonate, 98 %-->ETHYL 4-METHYLVALERATE-->ETHYL GERANATE-->ethyl 2-(oxetan-3-ylidene)acetate-->(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxylic acid-->(1R,2R)-2-Methylcyclopropane-1-carboxylic acid-->TRANS-2-DECEN-1-OL-->3-METHYL-1,3-BUTANEDIOL
2-(((3aR,4S,6R,6aS)-6-(7-aMino-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyriMidin-3-yl)-2,2-diMethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethanol (3aR,4S,6R,6aS)-6-(7-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)aMino)-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyriMidin-3-yl)-2,2- Ticagrelor Related Compound 3 TRANSAMINE 1,2-Cyclopentanediol, 3-[7-aMino-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyriMidin-3-yl]-5-(2-hydroxyethoxy)-, (1S,2S,3R,5S)- 4-Chloro-2-propylsulfanyl-pyrimidine Ticagrelor Related Compound 44 2-(2-Chloroacetamido)-5-nitro-2'-chlorobenzophenone Triethyl 2-chloro-2-phosphonoacetate Triethylphosphine TRIETHYL PHOSPHONOACETATE, (DIETHYL ETHOXYCARBONYLMETHYL- PHOSPHONATE; PHOSPHONOACETIC ACID TRIETHYL ESTER) TRIETHYL PHOSPHONOACETATE-2-13C, 99 ATOM % 13C,TRIETHYL PHOSPHONOACETATE-2-13C TRIETHYL PHOSPHONOACETATE, [ACETATE-1,2-14C] TRIETHYL PHOSPHONOACETATE-1-13C, 99 ATOM % 13C,TRIETHYL PHOSPHONOACETATE-1-13C TRIETHYL PHOSPHONOACETATE, (DIETHYL ETHOXYCARBONYLMETHYL- PHOSPHONATE; PHOSP Triethyl 2-fluoro-2-phosphonoacetate acetic acid, triethoxy-, ethyl ester ETHYLPHOSPHONIC ACID
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