Triethyl phosphonoacetate

Product Name: Triethyl phosphonoacetate
CAS No.: 867-13-0
Chemical Name: Triethyl phosphonoacetate
Synonyms: ETHYL 2-(DIETHOXYPHOSPHORYL)ACETATE;ETHYL DIETHYLPHOSPHONOACETATE;Triethyl phosphonacetate;Ticagrelor Impurity 150;Triethyl phosphonoacetat;CarbethoxyMethyldiethyl Phosphonate;DIETHYLPHOSPHONOACETIC ACID ETHYL ESTER;DIETHYL ETHOXYCARBONYLMETHYLPHOSPHONATE;tl465;NSC 13898
CBNumber: CB3487949
Molecular Formula: C8H17O5P
Formula Weight: 224.19
MOL File: 867-13-0.mol

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Triethyl phosphonoacetate Property

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.)
Flash point:: 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 Gravity: 1.130
Water Solubility: Slightly miscible with water.
BRN: 1343714
InChIKey: GGUBFICZYGKNTD-UHFFFAOYSA-N
LogP: 1.13 at 30℃
CAS DataBase Reference: 867-13-0(CAS DataBase Reference)
EPA Substance Registry System: Acetic acid, (diethoxyphosphinyl)-, ethyl ester (867-13-0)

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H319Causes serious eye irritation

H411Toxic to aquatic life with long lasting effects

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

P391Collect spillage. Hazardous to the aquatic environment

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 79525
Product name: Triethyl phosphonoacetate
Purity: purum, ≥97.0% (GC)
Packaging: 100ml
Price: $107
Updated: 2024/03/01

Sigma-Aldrich

Product number: 79525
Product name: Triethyl phosphonoacetate
Purity: purum, ≥97.0% (GC)
Packaging: 500ml
Price: $397
Updated: 2024/03/01

TCI Chemical

Product number: D1523
Product name: Triethyl Phosphonoacetate
Purity: >97.0%(GC)
Packaging: 25g
Price: $29
Updated: 2024/03/01

TCI Chemical

Product number: D1523
Product name: Triethyl Phosphonoacetate
Purity: >97.0%(GC)
Packaging: 100g
Price: $63
Updated: 2024/03/01

Alfa Aesar

Product number: A14120
Product name: Triethyl phosphonoacetate, 98+%
Packaging: 100g
Price: $90.4
Updated: 2024/03/01

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Triethyl phosphonoacetate Chemical Properties,Usage,Production

Description

Triethyl phosphonoacetate is a reagent for organic synthesis used in the Horner-Wadsworth-Emmons reaction (HWE) or the Horner-Emmons modification. This compound can be added dropwise to sodium methoxide solution to prepare a phosphonate anion. It has an acidic proton that can easily be abstracted by a weak base. When used in an HWE reaction with a carbonyl, the resulting alkene formed is usually the E alkene and is generated with excellent regioselectivity. It can synthesize β-Keto Phosphonates via an acylation reaction of triethyl phosphonoacetate with carboxylic acid chlorides in the presence of magnesium chloride-triethylamine followed by decarbethoxylation. Acylation of triethyl phosphonoacetate using magnesium ethoxide affords acyl phosphonoacetates, which, on treatment with catalytic p-TsOH in water, are converted into 2-aryl-2-oxoalkylphosphonates[1-2].

Chemical Properties

Triethyl phosphonoacetate is Colorless to light yellow liqui

Uses

Triethyl phosphonoacetate is used for Horner-Emmons modification.

Uses

Triethyl 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.

Purification Methods

Purify 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.]

References

[1] D. Kim, D. Rhie, M. S. Kong. “A New Synthesis of 2-Aryl-2-Oxoalkylphosphonates from Triethyl Phosphonoacetate.” Synthetic Communications 25 1 (1995): 2865–2869.
[2] D. Kim, T. Kim, M. S. Kong. “A Practical Synthesis of β-Keto Phosphonates from Triethyl Phosphonoacetate.” Synthetic Communications 32 1 (1996): 2487–2496.

Triethyl phosphonoacetate Preparation Products And Raw materials

Raw materials

Preparation Products

Dihydrocaffeic acid 3-(2-FURYL)PROPANOIC ACID ETHYL 3-(2-FURYL)ACRYLATE 2-(AMINOMETHYL)CYCLOPROPANECARBOXYLIC ACID ETHYL 3-(2-FURYL)PROPIONATE (+/-)-4-AMINO-3-(5-CHLORO-2-THIENYL)-BUTANOIC ACID

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Triethyl phosphonoacetate Suppliers

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View Lastest Price from Triethyl phosphonoacetate manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Triethyl phosphonoacetate 867-13-0
Price: US $0.00/KG
Min. Order: 1KG
Purity: 98%min
Supply Ability: 30tons/month
Release date: 2023-01-09

Hebei Weibang Biotechnology Co., Ltd

Product: Triethyl phosphonoacetate 867-13-0
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-10-31

Hebei Yanxi Chemical Co., Ltd.

Product: Triethyl phosphonoacetate 867-13-0
Price: US $30.00-7.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 20 tons
Release date: 2023-10-07

867-13-0, Triethyl phosphonoacetate Related Search:

Ethyl bromoacetate Mefenpyr-diethyl Diethyl malonate Diethyl carbonate Triethyl borate Ethyl acetate Ethyl trifluoroacetate Diethyl phthalate Ethyl phenylacetate Triethyl orthoacetate Triethyl phosphite Ethyl chloroacetate acetic acid, triethoxy-, ethyl ester Potassium di-tert-butyl phosphate Phenyl chlorothionocarbonate Trimethyl phosphonoacetate 2-(2-Chloroacetamido)-5-nitro-2'-chlorobenzophenone Methyl diethylphosphonoacetate

AURORA KA-1452

ETHOXYCARBONYLMETHANEPHOSPHONIC ACID DIETHYL ESTER

ETHYL 2-(DIETHOXYPHOSPHORYL)ACETATE

ETHYL DIETHYLPHOSPHONOACETATE

DIETHYL ETHOXYCARBONYLMETHYLPHOSPHONATE

DIETHYL ETHOXYCARBONYLMETHANEPHOSPHONATE

DIETHYLPHOSPHONOACETIC ACID ETHYL ESTER

PHOSPHONOACETIC ACID TRIETHYL ESTER

O,O-DIETHYL ETHOXYCARBONYLMETHYL PHOSPHONATE

ethyldiethoxyphosphorylacetate

phosphono-aceticacitriethylester

tl465

Triethylphosphonaceticacid

Triethyl phosphonacetate

PhosPhonoacetic acid ethyl ester

Triethyl Phosphonoaceate

Triethylphosphonoacetate98%

Trietyl Phosphonoacetate

TRIETHYLPHOSPHONEACETATE

Diethyl((ethoxycarbonyl)methyl)phosphonate, 98+ %

Ticagrelor Impurity 150

(diethoxyphosphinyl)-aceticaciethylester

TRIETHYL PHOSPHONOACTETATE

TRIETHYL PHOSPHONOACETATE

TRIETHYL CARBOXYMETHYLPHOSPHONATE

Aceticacid,(diethoxyphosphinyl)-,ethylester

diethylphosphono-aceticaciethylester

ethyl(diethoxyphosphinyl)acetate

Ethyl(diethyoxyphosphoryl)acetate

Diethyl ethoxycarbonylmethylphosphonate, Triethyl carboxymethylphosphonate

Ethyl Diethylphosphoneacetate

Triethyl phosphonoac

Triethyl phosphonoacetate, Ethyl (diethoxyphosphoryl)acetate

Triethyl phosphonoacetate, 97% 100GR

(Diethoxyphosphinyl)acetic acid ethyl

2-Oxo-2-ethoxyethylphosphonic acid diethyl ester

Diethoxyphosphinylacetic acid ethyl

Diethoxyphosphinylacetic acid ethyl ester

Ethoxycarbonylmethylphosphonic acid diethyl ester

Acetic acid, phosphono-, triethyl ester

TRIETHYL PHOSPHONOACETATE ,97%

Triethyl phosphonoacetate,98.5%

2-(Diethoxyphosphinyl)acetic Acid Ethyl Ester

CarbethoxyMethyldiethyl Phosphonate

NSC 13898

NSC 16128

Acetic acid, 2-(diethoxyphosphinyl)-, ethyl ester

Triethyl phosphonoacetate(TEPP)

Diethylphosphonoacetic Acid Ethyl Ester Phosphonoacetic Acid Triethyl Ester Ethyl Diethylphosphonoacetate

Phosphoryl three ethyl acetate

Triethyl phosphonoacetat

(Diethoxy-phosphoryl)-acetic acid ethyl ester

Triethyl phosphonoacetate, 98%, for synthesis

Triethyl Phosphonoacetate &gt

Triethyl phosphonylacetate

Ethyl 2-(diethoxyphosphoryl)acetate? (Ticagrelor Impurity)

TEPA (TRIETHYL PHOSPHONO ACETATE)

867-13-0