1,2,2,6,6-Pentamethyl-4-piperidinol

Chemical Properties

LIGHT YELLOW FLAKES

Uses

Reactant for:
Synthesis of photostable blue emitting naphthalimides
Synthesis of blue fluorescent naphthalimide pH chemosensors
Synthesis of crowded piperidines with intramolecularly hydrogen-bonded nitrogen
Synthesis of spiropyrans and spirooxazines
Amine photoredox reactions

Uses

1,2,2,6,6-Pentamethyl-4-piperidinol is used in the synthesis of PDGFR kinase inhibitors. Also, it can be applied to the preparation of a new diol-functionalized amine light stabilizer.

Uses

Reactant for: Synthesis of photostable blue emitting naphthalimides1 Synthesis of blue fluorescent naphthalimide pH chemosensors2 Synthesis of crowded piperidines with intramolecularly hydrogen-bonded nitrogen3 Synthesis of spiropyrans and spirooxazines4 Amine photoredox reactions5

Flammability and Explosibility

Non flammable

Synthesis

1,2,2,6,6-pentamethylpiperidinol was synthesized by reductive methylation reaction using 2,2,6,6-tetramethylpiperidinol, paraformaldehyde and formic acid as the raw materials and water as the solvent, and the structure of the product was characterized by nuclear magnetic resonance (NMR) hydrogen spectroscopy, carbon spectroscopy and infrared spectroscopy. The results of one-way and orthogonal experiments showed that the molar ratio of raw materials had the greatest influence on the reductive methylation reaction, followed by the reaction temperature and finally the reaction time. The suitable conditions for this reductive methylation reaction were: n (tetramethylpiperidinol): n (paraformaldehyde): n (formic acid) = 1:1.05:1.05, reaction temperature of 80 C, reaction time of 2.5 h, and the solvent water could be applied three times. Under this optimized condition, the average yield of pentamethylpiperidinol was 97.9% and the purity was 99.6%.

Toxics Screening Level

The initial threshold screening level (ITSL) for 1,2,2,6,6-pentamethyl-4-piperidinol is 0.1 μg/m3 based on annual averaging time.