Pseudopellet

Structural formula
General
Surname	Pseudopellet
other names	9-methyl-9-azabicyclo [3.3.1] nonan-3-one ( IUPAC ) Pseudopunicin Granatonin
Molecular formula	C 9 H 15 NO
Brief description	Solid
External identifiers / databases
CAS number 552-70-5 EC number 209-021-1 ECHA InfoCard 100.008.202 PubChem 11096 Wikidata Q408775
properties
Molar mass	153.22 g mol −1
Physical state	firmly
density	1.001 g cm −3 (100  ° C )
Melting point	63-65 ° C
boiling point	246 ° C
Refractive index	1.476 (100 ° C)
safety instructions
GHS labeling of hazardous substances Caution H and P phrases H: 315-319-335 P: ?
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

Pseudopelletierin is a bicyclic, heterocyclic compound which, like Pelletierin, is derived from piperidine . The systematic name is 9-methyl-9-azabicyclo [3.3.1] nonan-3-one.

Occurrence

Pomegranate tree in Israel

Pseudopellet is naturally found in the pomegranate bark .

Extraction and presentation

Similar to tropinone , pseudopelletierin can be produced in a multi-component condensation from glutaral , acetone dicarboxylic acid and methylamine (see Mannich reaction ) followed by decarboxylation ( Robinson-Schöpf reaction ).

use

Pseudopelletierin is the starting compound in the Willstätter synthesis of cyclooctatetraene .

Individual evidence

1. ↑ ^{a b} Safety data sheet pseudopelletier  ( page no longer available , search in web archives )  Info: The link was automatically marked as defective. Please check the link according to the instructions and then remove this notice. at Labseeker.  
2. ↑ ^{a b c} David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-336.
3. ↑ There is not yet a harmonized classification for this substance . A labeling of 9-methyl-9-azabicyclo [3.3.1] nonan-3-one in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), retrieved on July 11, 2020, is reproduced from a self-classification by the distributor .
4. ↑ textlog.de: Medicine: Garnet root bark
5. ↑ G. Ciamician, P. Silber; About the pseudopellet animal; Reports of the German Chemical Society Volume 26, Issue 1, pages 156–159, January – April 1893; doi : 10.1002 / cber.18930260136