Tetraethyl methylenediphosphonate
Tetraethyl methylenediphosphonate (CAS: 1660-94-2), with the molecular formula CH2[P(O)(OCH2CH3)2]2 and a molecular weight of 288.21 g/mol, is a valuable reagent in synthetic organic chemistry. It serves as a key building block in the creation of various complex molecules, including inhibitors of essential enzymes and unnatural amino acid derivatives. Its utility extends to the synthesis of compounds with potential applications in pharmaceutical research and materials science.
- IUPAC
- Bis(diethoxyphosphinyl)methane,Methylenediphosphonic acid tetraethylester,NSC 133889
- Synonyms
- Bis(diethoxyphosphinyl)methaneMethylenediphosphonic acid tetraethylester
![Tetraethyl methylenediphosphonate (CH2[P(O)(OCH2CH3)2]2) — chemical structure, CAS 1660-94-2; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F1660-94-2.png&w=3840&q=75)
Synthesis of Enzyme Inhibitors
Tetraethyl methylenediphosphonate is utilized in the synthesis of dual substrate-site inhibitors for enzymes like 3-deoxy-D-arabino-heptulosonate 7-phosphate synthase. It also plays a role in creating bisphosphonic acids that act as inhibitors of matrix metalloproteinases and bone resorption.
Preparation of Unnatural Amino Acids
This compound serves as a reactant for generating unnatural alpha-amino acid derivatives that incorporate gem-biphosphonate structures. These modified amino acids can have diverse applications in biochemical research and drug discovery.
Building Block for Lycopene Synthesis
Via the Wittig-Horner reaction, tetraethyl methylenediphosphonate is employed in the synthetic pathway towards lycopene. This application highlights its role in constructing complex organic frameworks.
Precursor for Dendritic Structures
It acts as a precursor for synthesizing dendritic polyglycerol anions. These structures have been investigated for their potential in L-selectin inhibition, suggesting applications in modulating biological interactions.
| Molecular weight | 288.21 |
|---|---|
| Linear formula | CH2[P(O)(OCH2CH3)2]2 |
| Assay | 97% |
| Boiling point | 171-174 °C/11 mmHg(lit.) |
| Density | 1.16 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.442(lit.) |
| Application | Reactant for synthesis of: • Dual substrate-site inhibitors of 3-deoxy-D-arabino-heptulosonate 7-phosphate synthase1• Unnatural alpha-amino acid derivatives containing gem-biphosphonates2• Biphenyl sulfonylamino Me bisphosphonic acids as inhibitors of matrix metalloproteinases and bone resorption3• Lycopene via Wittig-Horner reaction4• Alkylaminoethylbisphosphinic acids to target farnesyl diphosphate synthase5• Aromatic bisphosphonates for use as inhibitors of geranylgeranyl diphosphate synthase6Precursor for synthesis of dendritic polyglycerol anions used toward L-selectin inhibition7 |
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 | 110 °C / 230 °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 Tetraethyl methylenediphosphonate primarily used for?
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Tetraethyl methylenediphosphonate is primarily used as a reactant for the synthesis of enzyme inhibitors, unnatural amino acid derivatives, and compounds like lycopene, as well as a precursor for dendritic structures.
What are the CAS number and chemical formula?
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The CAS number is 1660-94-2 and the chemical formula is CH2[P(O)(OCH2CH3)2]2.
What is the purity of the Tetraethyl methylenediphosphonate supplied by TSS?
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Tech Serve Solutions supplies Tetraethyl methylenediphosphonate with an assay of 97%. We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade unless explicitly stated in the specifications.
How should Tetraethyl methylenediphosphonate be handled safely?
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Handle with appropriate personal protective equipment, including eyeshields and gloves. Ensure adequate ventilation and use a suitable respirator. It is classified as causing skin irritation, serious eye irritation, and respiratory irritation (H315, H319, H335).
Is this chemical typically supplied or exported?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals like Tetraethyl methylenediphosphonate.
How can I request a quote or sample?
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Please contact our sales team via the website or direct phone line to request a quote or sample of Tetraethyl methylenediphosphonate.
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