1,3,5-Triaza-7-phosphaadamantane

1,3,5-Triaza-7-phosphaadamantane (PTA) is a chemical compound with the formula C₆H₁₂N₃P, a product of the substitution of a nitrogen atom of hexamethylenetetramine with a phosphorus atom. It is soluble in water, methanol, trichloromethane, acetone, ethanol and DMSO, insoluble in hydrocarbon solvent.^[3] As a reagent in organic synthesis, it is used as a ligand for transition metal complexes and as a catalyst for Baylis–Hillman reactions.^[3]

Quick facts Names, Identifiers ...

1,3,5-Triaza-7-phosphaadamantane

Names
Preferred IUPAC name 1,3,5-Triaza-7-phosphaadamantane
Other names 1,3,5-Triaza-7-phosphatricyclo[3.3.1.13, 7]decane[1] PTA
Identifiers
CAS Number	53597-69-6 Y
3D model (JSmol)	Interactive image
ChemSpider	126202
ECHA InfoCard	100.207.239
PubChem CID	143061
UNII	6W8JQP73M4 Y
CompTox Dashboard (EPA)	DTXSID40201812
InChI InChI=1S/C6H12N3P/c1-7-2-9-3-8(1)5-10(4-7)6-9/h1-6H2 Key: FXXRPTKTLVHPAR-UHFFFAOYSA-N
SMILES C1N2CN3CN1CP(C2)C3
Properties
Chemical formula	C6H12N3P
Molar mass	157.157 g·mol−1
Appearance	Colorless solid or white powder[2]
Melting point	260 Â°C (533 K)[3]
Solubility in water	235 g/l[3]
Solubility	Soluble in methanol, ethanol, DMSO, acetone, chloroform and dichloromethane, less soluble in heavier alcohols such as 2-propanol or 1-butanol and THF, insoluble in hydrocarbons.[1]
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H315, H319, H335
Precautionary statements	P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
Related compounds
Related compounds	Hexamethylenetetramine
Except where otherwise noted, data are given for materials in their standard state (at 25 Â°C [77 Â°F], 100 kPa). Infobox references

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