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1,3,5‐Triaza‐7‐phosphaadamantane (PTA)

Luca Gonsalvi, M. Peruzzini
Published 2010 · Chemistry

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[53597-69-6] C6H12N3P (MW 157.15) InChI = 1S/C6H12N3P/c1-7-2-9-3-8(1)5-10(4-7)6-9/h1-6H2 InChIKey = FXXRPTKTLVHPAR-UHFFFAOYSA-N (reagent used as water-soluble ligand for transition metal complexes and as organocatalyst for Morita–Baylis–Hillman reactions) Alternate Name: 1,3,5-Triaza-7-phosphatricyclo[3.3.1.13, 7]decane. Physical Data: mp 244–250 °C (97% pure); >260 °C (99 % pure). Solubility: PTA is soluble in water (S25 °C = 1.5 M, ca. 235 g−1L), MeOH, and EtOH, but less soluble in heavier alcohols such as 2-propanol or n-butanol and THF at room temperature; it is also soluble in DMSO, acetone, chloroform, dichloromethane, but not in hydrocarbons. Form Supplied in: white to off-white crystals depending on purity. Purification: supplied as 97% assay, can be recrystallized from hot ethanol (20 mL for 1 g of product) and letting the solution slowly cool to room temperature. Handling, Storage, and Precautions: mildly hygroscopic air-stable compound, if stored under nitrogen is indefinitely stable as a solid. Toxicity (oral) rat LD50: N/A. Not fully tested for health risks, may cause skin and eye irritation and may be harmful if inhaled or swallowed.
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