Diethyl (2-methylallyl)phosphonate
Diethyl (2-methylallyl)phosphonate (CAS: 51533-70-1) is an organophosphorus compound with the linear formula (C2H5O)2POCH2C(=CH2)CH3 and a molecular weight of 192.19 g/mol. This chemical serves as a versatile reactant in organic synthesis, notably in C-C bond formation. It is employed in advanced synthetic routes, including the preparation of specific phosphonates and in enantioselective synthesis pathways.
Enantioselective Synthesis
Utilised as a key reactant in the enantioselective synthesis of complex natural products such as 10-isocyano-4-cadinene and its stereoisomers, which exhibit antifouling properties.
Preparation of Phosphonates
Serves as a precursor for the preparation of 4-Oxo-2-alkenylphosphonates through a sequence involving silylation, regiospecific Friedel-Crafts acylation, and isomerization.
Horner-Wadsworth-Emmons Reagents
Functions within the scope of Horner-Wadsworth-Emmons olefination reactions, facilitating the formation of carbon-carbon double bonds.
General Chemical Synthesis
A valuable synthetic reagent for various organic transformations, contributing to the construction of carbon frameworks in chemical research and development.
| Molecular weight | 192.19 |
|---|---|
| Linear formula | (C2H5O)2POCH2C(=CH2)CH3 |
| Assay | 97% |
| Boiling point | 62 °C/0.1 mmHg(lit.) |
| Density | 1.013 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.4380(lit.) |
| Application | Reactant for:• Enantioselective synthesis of 10-isocyano-4-cadinene and its stereoisomers with antifouling activity1• Preparation of 4-Oxo-2-alkenylphosphonates via silylation followed by regiospecific Friedel-Crafts acylation and isomerization2 |
Hazard statements
- H319Causes serious eye irritation
Precautionary statements
- P305IF IN EYES
| Protective equipment | Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | >110 °C / >230 °F |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36 |
| Safety statements (S) | 26 |
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 Diethyl (2-methylallyl)phosphonate used for?
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Diethyl (2-methylallyl)phosphonate is used as a reactant in enantioselective synthesis and for the preparation of specific phosphonates, functioning as a Horner-Wadsworth-Emmons reagent in C-C bond formation.
What are the CAS number and molecular formula of Diethyl (2-methylallyl)phosphonate?
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The CAS number for Diethyl (2-methylallyl)phosphonate is 51533-70-1, and its linear formula is (C2H5O)2POCH2C(=CH2)CH3.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Diethyl (2-methylallyl)phosphonate with an assay of 97%. This product is supplied for research and development or industrial use and is not represented as USP, BP, EP, or other pharmacopoeial grades.
What are the safety considerations when handling Diethyl (2-methylallyl)phosphonate?
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Diethyl (2-methylallyl)phosphonate is classified with a GHS07 symbol and a Warning signal word, indicating it can cause serious eye irritation (H319). Appropriate personal protective equipment, including eyeshields and gloves, should be worn, and handling should occur in a well-ventilated area or with respiratory protection.
How is Diethyl (2-methylallyl)phosphonate packed, shipped, and exported?
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Tech Serve Solutions packs and ships Diethyl (2-methylallyl)phosphonate in compliance with all relevant international regulations for chemical transport. We are a specialist global supplier and exporter of fine chemicals.
How can I request a sample or quote for Diethyl (2-methylallyl)phosphonate?
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To request a sample or a quote for Diethyl (2-methylallyl)phosphonate, please contact our sales department through the contact information provided on our website.
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