Propylphosphonic anhydride solution

ALDRICH/431303 - ≥50 wt. % in ethyl acetate

Synonym: 1-Propanephosphonic anhydride solution; 2,4,6-Tripropyl-1,3,5,2,4,6-trioxatriphosphorinane-2,4,6-trioxide solution; PPACA; T3P^®

CAS Number: 68957-94-8
Empirical Formula (Hill Notation): C₉H₂₁O₆P₃
Molecular Weight: 318.18
MDL Number: MFCD00006583
Linear Formula: C₉H₂₁O₆P₃
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-431303-10ML	10 mL	$46.00 1/EA	Add To Favorites
45-431303-50ML	50 mL	$141.00 1/EA	Add To Favorites
45-431303-100ML	100 mL	$249.00 1/EA	Add To Favorites
45-431303-500ML	500 mL	$738.00 1/EA	Add To Favorites
45-431303-2.5L	2.5 L	$2790.00 1/EA	Add To Favorites

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Properties
Descriptions
Safety Info.
Basic Data

bp	65 °C
concentration	≥50 wt. % in ethyl acetate
density	1.069 g/mL at 25 °C
form	liquid
InChI	1S/C9H21O6P3/c1-4-7-16(10)13-17(11,8-5-2)15-18(12,14-16)9-6-3/h4-9H2,1-3H3
InChI key	PAQZWJGSJMLPMG-UHFFFAOYSA-N
Quality Level	200
refractive index	n20/D 1.418
SMILES string	CCCP1(=O)OP(=O)(CCC)OP(=O)(CCC)O1

Application:	Propylphosphonic anhydride (T3P) can be used: • As an acid-amine coupling reagent for the synthesis of 3-(trifluoromethyl)-1H-pyrazole-5-carboxamides which are potent activators of pyruvate kinase M2 (PKM2). • In the synthesis of substituted benzofurans as potent DNA gyraseB inhibitors of Mycobacterium tuberculosis. • As a catalyst in the synthesis of benzothiazoles, benzoxazoles, and benzimidazoles under microwave irradiation. • As a catalyst in the conversion of ketoximes to amides and aldoximes to nitriles via Beckmann rearrangement. • As a reagent in the one-pot conversion of aromatic, heteroaromatic, and aliphatic aldehydes to nitriles.
Application:	Propylphosphonic anhydride may be used in the following studies: • As coupling agent for the synthesis of bispyridine-based ligands, which are used as bridging linkers in multinuclear platinum anticancer drugs. • Microwave-assissted Fischer indolization of arylhydrazines. • As acid activating agent for the direct synthesis of acid azides from carboxylic acids. • One-pot synthesis of coumarins. • Microwave-mediated synthesis of carbocyclic and heterocyclic fused quinolones. • One-pot synthesis of 1,2,4-oxadiazoles, 1,3,4-oxadiazoles, and 1,3,4-thiadiazoles from carboxylic acids. • Activation of the carboxyl group for hydroxyamidation and peptide coupling and in the one-pot conversion of carboxylic acids into hydroxamic acids.
General description:	Propylphosphonic anhydride (T3P) is a reactive n-propyl phosphonic acid cyclic anhydride. It is a mild and low toxic coupling agent used in peptide synthesis. T3P also acts as a promoter and water scavenger in the Friedländer annulation reaction. It participates in the conversion of carboxylic acids and amides into nitriles, formation of Weinreb amides, ester synthesis, dehydrations, oxidation of alcohols, isonitrile synthesis, synthesis of alkenes from alcohols and C-C coupling reactions. T3P delivers outstanding advantages over traditional reagents, such as broad functional group tolerance, low epimerization, and water-soluble by-products and hence gives high purity and yield of the product.
Legal Information:	T3P is a registered trademark of Archimica GmbH
Packaging:	10, 50, 100, 500 mL in glass bottle
Packaging:	2.5 L in glass bottle

Symbol	GHS02,GHS05,GHS07
Signal word	Danger
Hazard statements	H225 - H290 - H314 - H336
Precautionary statements	P210 - P233 - P234 - P280 - P303 + P361 + P353 - P305 + P351 + P338
Hazard Codes	F,C
Risk Statements	11-34-67
Safety Statements	16-26-36/37/39-45
RIDADR	UN 2924 8(3) / PGII
WGK Germany	WGK 1
Flash Point(F)	24.8 °F - closed cup
Flash Point(C)	-4 °C - closed cup

bp	65 °C
Density	1.069 g/mL at 25 °C
Refractive Index	n20/D 1.418
UNSPSC	12352100

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