Dimethyl trimethylsilylmethylphosphonate
Dimethyl trimethylsilylmethylphosphonate (CAS: 13433-42-6), with the linear formula (CH3)3SiCH2P(O)(OCH3)2 and a molecular weight of 196.26 g/mol, is a versatile organophosphorus compound. It serves as a key reactant in various synthetic organic chemistry applications, including C-C bond formation and olefination reactions. This reagent is particularly valuable for its role in Horner-Wadsworth-Emmons reactions and the study of phosphoryl-stabilized anions.
- IUPAC
- [(Trimethylsilyl)methyl]-phosphonic acid dimethyl ester
- Synonyms
- [(Trimethylsilyl)methyl]-phosphonic acid dimethyl ester
Synthesis of Phosphonato-Phosphine Palladacycles
Utilised as a reactant in the synthesis of complex phosphonato-phosphine palladacycles, contributing to the development of novel organometallic compounds.
Horner-Wadsworth-Emmons Reagent
Acts as a valuable reagent in Horner-Wadsworth-Emmons olefination reactions, facilitating the formation of carbon-carbon double bonds.
Peterson Olefination Reactions
Employed in Peterson olefination reactions, offering a pathway for alkene synthesis.
Study of Phosphoryl-Stabilized Anions
Serves as a reactant for studying the synthetic applications and reactivity of phosphoryl-stabilized anions.
Dilithiation and Transmetalation Studies
Used in research involving dilithiation and transmetalation processes, aiding in the understanding of organometallic transformations.
| Molecular weight | 196.26 |
|---|---|
| Linear formula | (CH3)3SiCH2P(O)(OCH3)2 |
| Assay | ≥97.0% |
| Boiling point | 111-114 °C/21.5 mmHg(lit.) |
| Density | 1.024 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.435(lit.)n20/D 1.435 |
| Application | Reactant for:• Synthesis of phosphonato-phosphine palladacycles1• Studying the synthetic applications of phosphoryl-stabilized anions2• Peterson olefination reactions3• Dilithiation4,5 and transmetalation4 |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 71 °C / 159.8 °F |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
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.
What is Dimethyl trimethylsilylmethylphosphonate used for?
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Dimethyl trimethylsilylmethylphosphonate is used as a reactant in C-C bond formation, chemical synthesis, Horner-Wadsworth-Emmons reactions, olefination reactions, Peterson olefination reactions, dilithiation, transmetalation, and in the study of phosphoryl-stabilized anions.
What is the CAS number and formula for Dimethyl trimethylsilylmethylphosphonate?
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The CAS number is 13433-42-6 and the linear formula is (CH3)3SiCH2P(O)(OCH3)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Dimethyl trimethylsilylmethylphosphonate with an assay of ≥97.0%. This product is not represented as USP, BP, or EP grade.
How should Dimethyl trimethylsilylmethylphosphonate be handled safely?
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Handle Dimethyl trimethylsilylmethylphosphonate with appropriate personal protective equipment, including eyeshields and gloves. Ensure adequate ventilation and use a suitable respirator filter (e.g., ABEK). It is classified as a Warning substance, causing skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335).
Is Dimethyl trimethylsilylmethylphosphonate a controlled substance?
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The provided data does not indicate that Dimethyl trimethylsilylmethylphosphonate is a controlled substance.
How is Dimethyl trimethylsilylmethylphosphonate packed, shipped, and exported?
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Tech Serve Solutions, as a specialist global supplier and exporter since 1998, packages and exports chemicals in compliance with international shipping regulations.
How can I request a sample or quote for Dimethyl trimethylsilylmethylphosphonate?
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To request a sample or obtain a quote for Dimethyl trimethylsilylmethylphosphonate, please contact the Tech Serve Solutions sales department through the website or designated contact channels.
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