QUINUCLIDINE [1-AZABICYCLO[2.2.2]OCTANE]

QUINUCLIDINE
PRODUCT IDENTIFICATION
CAS NO.	100-76-5
EINECS NO.	202-887-1
FORMULA	C₇H₁₃N
MOL WT.	111.18
H.S. CODE
TOXICITY
SYNONYMS	1-Azabicyclo[2.2.2]octane;
1,4-Ethylidinepiperidine; 1,4-Ethanopiperidine; Chinuclidin;
DERIVATION
CLASSIFICATION
PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE	white to yellowish crystalline powder
MELTING POINT	157 - 160 C
BOILING POINT
SPECIFIC GRAVITY
SOLUBILITY IN WATER
pH
VAPOR DENSITY
REFRACTIVE INDEX
NFPA RATINGS	Health: 3, Flammability: 0, Reactivity: 1
AUTOIGNITION
FLASH POINT
STABILITY	Stable under normal conditions.
APPLICATIONS
Quinuclidine is a part of the Cinchona alkaloid molecules. It is a tertiary amine of bicyclic ring bridged with N. Single-cyclic amines such as piperidines, collidines are secondary amines. Quinuclidine dominates important features of cinchona alkaloids due to its strong basicity and chirality. Basicity of quinuclidine is much stronger than piperidines and collidines. Ring system compounds with nitrogen which have basic property play important roles in pharmaceuticals. Quinuclidine chirality is useful as a bioorganic catalysts. Quinuclidines are very biologically active compounds. Some quinuclidines are listed in CWC ( Chemical Weapons Convention) schedule 2 substances which may not be exported as they are biologically toxic and are precursors of other listed substances.
SALES SPECIFICATION
APPEARANCE	white to yellowish crystalline powder
ASSAY	97.0% min
MELTING POINT	157 - 160 C
TRANSPORTATION
PACKING
HAZARD CLASS	61. (Packing Group: II)
UN NO.	2811
OTHER INFORMATION
`Hazard Symbols: T, Risk Phrases: 24/25-38-41, Safety Phrases: 26-36/37/39-45`
BASICITY STRENGTH OF SOME AMINES
Amidines ( -HN=CNH₂) and guanidines [-HN=C(NH₂)₂] are strongly basic reagents. Bases activation of deprotonation is the first step in the synthesis. The strength of basicity, nucleophilicity, steric hindrance or solubility are the factors to select reagents for the best results in the chemical reactions such as alkylation, tautomerization, dehydrohalogenation, michael-addition, esterification, saponification, acylation, silylations, aldol-condensation, eliminations, and cyclization. The order of basicity strength of some amines are; TBD > MTBD > DBU > DBN > TMG > Quinuclidine > TMP, Pempidine > Triethylamine > TED > Tributylamine > Collidine > Lutidine TBD: 1,5,7-Triazabicyclo(4.4.0)dec-5-ene; 1,3,4,6,7,8-Hexahydro-2H-pyrimido[1,2-a] pyrimidine, CAS #: 5807-14-7 MTBD :7-Methyl-1,5,7-triazabicyclo(4.4.0)dec-5-ene;1,3,4,6,7,8-Hexahydro-1- methyl-2H-pyrimido [1,2-a]pyrimidine, CAS #: 84030-20-6 DBU: 1,8-Diazabicyclo[5.4.0]undec-7-ene; 2,3,4,6,7,8,9,10-Octahydropyrimidol[1,2-a] azepine, CAS #: 6674-22-2 DBN: 1,5-Diazabicyclo[4.3.0]non-5-ene, CAS #: 3001-72-7 TMG: 1,1,3,3-Tetramethylguanidine; N,N,N',N'-Tetramethylguanidine, CAS #: 80-70-6 Quinuclidine: 1-Azabicyclo[2.2.2]octane, CAS #: 100-76-5 TMP: 2,2,6,6-Tetramethylpiperidine, CAS #: 768-66-1 Pempidine: 1,2,2,6,6-Pentamethylpiperidine, CAS #: 79-55-0 TED: 1,4-Diazabicyclo[2.2.2]octan; Triethylenediamine, CAS #: 280-57-9 Collidine: Trimethylpyridine, CAS #: 108-75-8 (2,4,6- Isomer) Lutidine: Dimethylpyridine, CAS #: 108-48-5 (2,6- Isomer)
PRICES