2,2,6,6-tetramethylpiperidine

Structural formula
General
Surname	2,2,6,6-tetramethylpiperidine
other names	Tetramethylpiperidine TMP
Molecular formula	C 9 H 19 N
Brief description	clear to yellow liquid
External identifiers / databases
CAS number 768-66-1 EC number 212-199-3 ECHA InfoCard 100,011,090 PubChem 13035 Wikidata Q4596748
properties
Molar mass	141.25 g mol −1
Physical state	liquid
density	0.837 g cm −3 (25 ° C)
Melting point	−59 ° C
boiling point	152 ° C
Refractive index	1.445 (20 ° C)
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 226-301-315-319-335 P: 261-301 + 310-305 + 351 + 338
Toxicological data	220 mg kg −1 ( LD 50 ,  mouse ,  oral )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

2,2,6,6-Tetramethylpiperidine is a chemical compound from the group of piperidines .

Extraction and presentation

One way of producing tetramethylpiperidine 2 begins with the conjugate addition of ammonia to Phoron 1 . The intermediate product triacetonamine is reduced in a Wolff-Kishner reaction .

use

Tetramethylpiperin forms the basic structure of the HALS - UV stabilizers (from English H indered A mine L ight S tabilizers ). It is also the basis of the radical species 2,2,6,6-tetramethylpiperidinyloxyl (TEMPO) and the strong base lithium tetramethylpiperidide .

Individual evidence

1. ↑ ^{a b} data sheet at chemicalland21
2. ↑ ^{a b c d e f} data sheet 2,2,6,6-Tetramethylpiperidine, ≥99% from Sigma-Aldrich , accessed on March 26, 2014 ( PDF ).
3. ↑ Detlef Kampmann, Georg Stuhlmüller, Roger Simon, Fabrice Cottet, Frédéric Leroux, Manfred Schlosser : A Large-Scale Low-Cost Access to the Lithium 2,2,6,6-Tetramethylpiperidide Precursor . In: Synthesis . 2005, No. 06, 2005, pp. 1028-1029. doi : 10.1055 / s-2004-834856 .