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Trimethylsilyl P,P-diethylphosphonoacetate

CAS 66130-90-3(C2H5O)2P(O)CH2CO2Si(CH3)3Chemical Synthesis

Trimethylsilyl P,P-diethylphosphonoacetate (CAS 66130-90-3) is a specialized organophosphorus compound featuring a silyl ester group. This reagent serves as a valuable building block in organic synthesis. Its primary applications lie in C-C bond formation, particularly through olefination reactions such as the Horner-Wadsworth-Emmons reaction, facilitating the synthesis of diverse chemical structures and pharmaceutical intermediates.

IUPAC
Diethyl (trimethylsilyloxycarbonylmethyl)phosphonate,Phosphonoacetic acid P,P-diethyl trimethylsilyl ester
Synonyms
(C2H5O)2P(O)CH2CO2Si(CH3)3Diethyl (trimethylsilyloxycarbonylmethyl)phosphonatePhosphonoacetic acid P,P-diethyl trimethylsilyl ester
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Trimethylsilyl P,P-diethylphosphonoacetate ((C2H5O)2P(O)CH2CO2Si(CH3)3) — chemical structure, CAS 66130-90-3; Chemistry, fine chemical supplied by Tech Serve Solutions
C-C Bond FormationChemical SynthesisOlefinationSynthetic Reagents
01 /Applications

Horner-Wadsworth-Emmons Olefination

This reagent is a key component in the Horner-Wadsworth-Emmons reaction, enabling the stereoselective synthesis of $\alpha$,$\beta$-unsaturated esters from aldehydes and ketones.

C-C Bond Formation

It facilitates the formation of new carbon-carbon bonds, a fundamental transformation in constructing complex organic molecules and fine chemicals.

Synthesis of Pharmaceutical Intermediates

Its utility in creating unsaturated ester functionalities makes it valuable for synthesizing advanced intermediates used in the pharmaceutical industry.

General Organic Synthesis

As a versatile synthetic reagent, it can be employed in various synthetic pathways where the introduction of a phosphonoacetate moiety is required.

02 /Properties
Molecular weight268.32
Linear formula(C2H5O)2P(O)CH2CO2Si(CH3)3
Boiling point93 °C/0.05 mmHg
Density1.059 g/mL at 25 °C(lit.)
Refractive indexn20/D 1.430(lit.)
Storage temperature2-8°C
03 /Safety & handling
GHS hazard pictogram: Flammable (GHS02)
Flammable
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
Danger

Hazard statements

  • H225Highly flammable liquid and vapour
  • H315Causes skin irritation
  • H319Causes serious eye irritation
  • H335May cause respiratory irritation

Precautionary statements

  • P210Keep away from heat, sparks and open flames. No smoking
  • P261Avoid breathing dust, fume, gas or vapours
  • P305IF IN EYES
Protective equipmentEyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Flash point15 °C / 59 °F
Transport (UN / ADR)UN 1993BF 3 / PGII
Water hazard class (WGK, DE)3
Hazard codes (EU)F,Xi
Risk statements (R)11-36/37/38
Safety statements (S)16-26-36/37/39

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
66130-90-3
MDL number
MFCD00009080
Beilstein registry
2371028
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is Trimethylsilyl P,P-diethylphosphonoacetate used for?

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Trimethylsilyl P,P-diethylphosphonoacetate is primarily used in organic synthesis for C-C bond formation via olefination reactions, such as the Horner-Wadsworth-Emmons reaction, and for synthesizing intermediates.

What are the CAS number and formula for Trimethylsilyl P,P-diethylphosphonoacetate?

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The CAS number is 66130-90-3 and the linear formula is (C2H5O)2P(O)CH2CO2Si(CH3)3.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this chemical with a purity indicated by its refractive index (n20/D 1.430) and density (1.059 g/mL at 25 °C). We do not represent this product as USP, BP, or EP grade.

What are the main hazards associated with this chemical?

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This compound is flammable (H225), causes skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335). It requires careful handling with appropriate personal protective equipment and adherence to safety guidelines.

How is Trimethylsilyl P,P-diethylphosphonoacetate packed, shipped, and exported?

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This chemical is shipped according to international regulations for hazardous materials, indicated by UN 1993, Flammable Liquid, Class 3, Packing Group II. It is stored at 2-8°C.

How can I request a sample or quote for this product?

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To request a sample or a quote, please contact our sales team via the website or phone, specifying the product name and CAS number.

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