Pembayaran hanya melalui request quotation dan dilakukan setelah tim kami menghubungi Anda. Mohon cantumkan nomor WhatsApp aktif untuk konfirmasi pesanan & pembuatan invoice. Estimasi pengiriman 4-5 minggu setelah pembayaran.
Description
TCI D5814 Di-tert-butyl Phosphonate (CAS 13086-84-5) is an organophosphorus reagent that carries a phosphonate group bearing two tert-butyl esters together with a single P–H bond. Classified as a non-heterocyclic building block, it serves in the laboratory as a source of a phosphonate fragment that can be attached to a wide range of organic frameworks. Researchers reach for this material when a phosphonate group must be introduced into a target molecule, whether by addition across a double bond, by reaction with an electrophile, or through transition-metal-catalysed cross-coupling that forms a carbon–phosphorus bond.
The property that makes this reagent a preferred choice lies in its tert-butyl protecting groups. Tert-butyl esters are acid-labile, so once the phosphonate fragment has been installed, both protecting groups can be removed under comparatively mild acidic conditions to liberate the free phosphonic acid. This avoids the harsher treatments normally required for methyl and ethyl esters, such as hot basic hydrolysis or the use of trimethylsilyl bromide. That pathway matters because many target molecules, particularly in medicinal chemistry, do not survive aggressive deprotection conditions. The available P–H bond adds further value by offering direct reactivity without the need for an additional activation step.
In Indonesian laboratories, this reagent fits synthetic organic and medicinal chemistry programmes at universities, research institutes, and industrial R&D units where phosphonate-containing compounds are prepared and evaluated. It is typically used at bench scale in synthesis campaigns that build phosphonic acid derivatives, in methodology work on carbon–phosphorus bond formation, and in the preparation of intermediates for further study. Its mild deprotection route is especially useful where the final compound carries sensitive functional groups that must remain intact.
Laboratory Applications
- Introduction of phosphonate groups into target molecules: the reagent supplies a ready-made phosphonate fragment that can be attached directly to an existing organic framework without preliminary preparation.
- Addition across double bonds: the reactive P–H bond allows the phosphonate unit to be added to unsaturated substrates, giving access to phosphonate-substituted products in a single operation.
- Reaction with electrophiles: the P–H functionality provides direct reactivity toward electrophilic partners, so the phosphonate fragment can be coupled without an additional activation step.
- Transition-metal-catalysed C–P cross-coupling: the compound acts as the phosphorus partner in metal-catalysed couplings that construct carbon–phosphorus bonds on diverse organic scaffolds.
- Synthesis of free phosphonic acids in medicinal chemistry: the acid-labile tert-butyl esters are cleaved under relatively mild acidic conditions, protecting sensitive target molecules that cannot tolerate harsh deprotection.
Specifications
- Brand: TCI
- CAS number: 13086-84-5
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Product code: D5814
- Pack sizes: available in standard TCI research and laboratory-scale packaging; please confirm the pack size required when ordering
- Storage note: keep the container tightly closed and store according to the manufacturer's instructions on the product label and Safety Data Sheet
Handling and Storage
Store the reagent in its original tightly closed container, kept in a cool, dry, well-ventilated area away from heat sources, ignition sources, and incompatible materials. Because the tert-butyl esters are acid-labile, keep the material separated from acids and from moisture that could compromise its quality. Handle the compound in a fume hood using appropriate personal protective equipment, including safety glasses, chemical-resistant gloves, and a laboratory coat. Use clean, dry glassware or transfer equipment when dispensing, close the container immediately after use, and label any secondary containers clearly. Always consult the manufacturer's Safety Data Sheet before use, and dispose of residues and contaminated materials through your institution's chemical waste procedures.
