Diethyl (Tosyloxy)methylphosphonate CAS 31618-90-3: A Comprehensive Guide
Table of Contents
1. Product Overview & Specifications
Diethyl (tosyloxy)methylphosphonate (CAS 31618-90-3) is a specialized organophosphorus compound widely used in organic synthesis. Below are its key parameters:
| Parameter | Value |
|---|---|
| CAS Number | 31618-90-3 |
| Molecular Formula | C11H17O6PS |
| Molecular Weight | 332.28 g/mol |
| Appearance | White to off-white crystalline powder |
| Purity | ≥98% (HPLC) |
| Storage | 2-8°C in a dry, dark environment |
Comparative Analysis with Similar Compounds
| Compound | Reactivity | Stability | Solubility |
|---|---|---|---|
| Diethyl (tosyloxy)methylphosphonate | High | Stable under inert conditions | Soluble in DMF, THF |
| Methyl diethylphosphonate | Moderate | Air-sensitive | Soluble in polar solvents |
2. Key Applications & Use Cases
2.1 Pharmaceutical Intermediates
Used as a phosphorylating agent in the synthesis of antiviral drugs (e.g., nucleoside analogs) and kinase inhibitors due to its ability to introduce phosphonate groups efficiently.
2.2 Agrochemical Synthesis
Critical in creating herbicidal and insecticidal compounds by enabling precise modification of phosphorus-containing moieties.
2.3 Material Science
Facilitates the development of flame-retardant polymers and specialty coatings through controlled cross-linking reactions.
3. Industry Case Studies
Case Study 1: Antiviral Drug Development
Client: A leading pharmaceutical company in Europe
Challenge: Low yield in synthesizing a nucleoside analog intermediate.
Solution: Used diethyl (tosyloxy)methylphosphonate to optimize phosphorylation, achieving a 92% yield (vs. 65% with traditional methods).
Case Study 2: Herbicide Formulation
Client: A U.S.-based agrochemical manufacturer
Challenge: Required a stable phosphonate intermediate for a new herbicide.
Solution: Integrated CAS 31618-90-3 into their synthesis route, reducing side reactions by 40% and improving batch consistency.
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