58815-96-6

Basic information

• Product Name: dipropan-2-yl pyridin-4-ylphosphonate
• CAS NO: 58815-96-6
• Molecular Formula: C₁₁H₁₈NO₃P
• Molecular Weight: 243.2393
• Mol File: 58815-96-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 321.8°C at 760 mmHg
• Flash Point: 148.4°C
• Density: 1.09g/cm³
• Vapor Pressure: 0.000548mmHg at 25°C
• Refractive Index: 1.476
• CAS DataBase Reference: dipropan-2-yl pyridin-4-ylphosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: dipropan-2-yl pyridin-4-ylphosphonate(58815-96-6)
• EPA Substance Registry System: dipropan-2-yl pyridin-4-ylphosphonate(58815-96-6)

Safety Data

• Hazardous Substances Data: 58815-96-6(Hazardous Substances Data)

Upstream product

• 1809-20-7 diisopropyl hydrogenphosphonate 
• 1692-15-5 4-pyridylboronic acid 
• 19524-06-2 4-bromopyridine hydrochloride 
• 27344-79-2 sodium diisopropyl phosphite 
• 110-86-1 pyridine 
• 203741-33-7 [2-(Diisopropoxy-phosphoryl)-1-trifluoromethanesulfonyl-1,2-dihydro-pyridin-4-yl]-phosphonic acid diisopropyl ester 
• 116-17-6 triisopropyl phosphite 

Downstream Products

• 1122-58-3 dmap 

Relevant articles and documents

Synthesis of PO(OR)2- and PR3+-disubstituted pyridines via N- (trifluoromethylsulfonyl)pyridinium triflates

The efficient synthesis of dialkoxyphophoryl- and phosphonio-substituted pyridines is reported. The cationic heterocycle of N- (trifluoromethylsulfonyl)pyridinium triflate (3), or of analogous N- (trifluoromethylsulfonyl) compounds prepared from pyridine-4-phosphonium salts 5, turns out to be sufficiently activated to allow attack of P(OR)3 and PR3 nucleophiles to give the novel compounds bis(dialkoxyphosphoryl)pyridines 11 phosphonio(dialkoxyphosphoryl)pyridines 13. For example, 13a-d, with PO(OR)2 at the C2 and PR3+ at the C4 position, represent the first examples of an N-heteroaromatic ring substituted by both dialkoxyphosphoryl and phosphonio moieties. The structure of 13b [PPh3+/PO(O-i-Pr)2] was confirmed by X-ray analysis. In most cases, the intermediate 1-(trifluoromethylsulfonyl)dihydropyridines, such as 7, 8 (monosubstituted) or 10a and b and 12a-d (disubstituted), are sufficiently stable for isolation.

Revisiting the Hirao cross-coupling: improved synthesis of aryl and heteroaryl phosphonates

The palladium-catalyzed cross-coupling of dialkylphosphite with aromatic electrophiles (Hirao coupling) was re-investigated. Some limitations in terms of palladium loadings and substrate reactivity are alleviated with the use of Pd(OAc)2 comple