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TCI

CAS 1809-20-7

Diisopropyl Phosphite TCI P0629

Diisopropyl Phosphite TCI P0629

Chemical Identity

CAS No.
1809-20-7
Formula
C6H14O3P+
Molecular weight
165.15 g/mol
Purity
>98.0%(GC)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
oxo-di(propan-2-yloxy)phosphanium
SMILES
CC(C)O[P+](=O)OC(C)C
InChIKey
BJLZAAWLLPMZQR-UHFFFAOYSA-N
PubChem
CID 6327350
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Diisopropyl Phosphite from TCI is an organophosphorus compound in the dialkyl H-phosphonate class. Its phosphorus atom is bonded to two isopropoxy groups, one double-bonded oxygen atom and one hydrogen atom attached directly to phosphorus. As a non-heterocyclic building block, it is an important source of the phosphonate group in organic synthesis. In the laboratory, diisopropyl phosphite is used to form carbon–phosphorus and phosphorus–heteroatom bonds. These bonds are the basis for preparing phosphonates, phosphoramidates, phosphorus ligands and a wide range of bioactive compounds.

Chemists choose this reagent mainly because its P–H bond is reactive and works in many reaction types. Examples include the Pudovik reaction with aldehydes or imines, the Atherton–Todd reaction to form phosphoramidates, Michaelis–Becker-type alkylation, and Hirao-type palladium-catalysed cross-coupling with aryl halides. The isopropyl groups are bulkier than methyl or ethyl groups, so the esters it forms generally resist unwanted hydrolysis better. These esters can still be cleaved to give the free phosphonic acid when a synthetic route calls for it. This balance of stability and controlled deprotection makes it a flexible choice for multistep work.

In Indonesia, diisopropyl phosphite is relevant to organic chemistry laboratories in universities, research institutes and industrial R&D units. Research groups working on synthetic methods, medicinal chemistry, ligand design and organophosphorus chemistry can use it as a dependable starting material for building phosphorus-containing target molecules. Teaching laboratories and graduate research projects that study classic P–C bond-forming reactions also benefit from a reagent with predictable reactivity. AMI Scientific supplies this TCI product to support these research and development activities.

  • Pudovik reaction: the reactive P–H bond adds across the carbonyl group of aldehydes or the C=N bond of imines, giving α-hydroxy or α-amino phosphonates for further synthetic work.
  • Atherton–Todd reaction: diisopropyl phosphite reacts with amines under the reaction's standard conditions to form phosphoramidates, an important class of phosphorus–nitrogen compounds in medicinal and materials chemistry.
  • Michaelis–Becker-type alkylation: deprotonating the P–H group gives a nucleophilic phosphorus species that is alkylated to make dialkyl alkylphosphonates with good control over the new C–P bond.
  • Hirao-type palladium-catalysed cross-coupling: the reagent couples with aryl halides to give aryl phosphonates, which makes it useful for building aromatic phosphorus compounds and ligand precursors.
  • Preparing phosphonic acids and bioactive intermediates: the bulkier isopropyl esters survive intermediate synthetic steps better than smaller esters, and they can then be cleaved selectively to release the target phosphonic acid.

Brand TCI (product code P0629)
CAS number 1809-20-7
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes available in the pack sizes TCI offers; please ask AMI Scientific for current options
Physical form liquid; see the TCI specification sheet and certificate of analysis for full details
Storage keep tightly closed in a cool, dry place, protected from moisture

Store Diisopropyl Phosphite in its original tightly sealed container, in a cool, dry, well-ventilated area away from heat, ignition sources, strong oxidising agents and strong bases. Because the P–H ester can be hydrolysed by moisture, close the container immediately after use, and consider storing it under an inert atmosphere such as nitrogen or argon to keep its quality over time. Glass or other chemically compatible containers with secure caps are recommended. Handle it in a fume hood and wear suitable personal protective equipment, including chemical-resistant gloves, safety goggles and a laboratory coat. Avoid inhaling vapours and avoid contact with skin and eyes. Always read the current TCI Safety Data Sheet before use, and dispose of waste according to local regulations and institutional laboratory safety procedures.

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