Quinuclidine (HCID 7527)

Overview

Quinuclidine is a member of quinuclidines and a saturated organic heterobicyclic parent.

Names & identifiers

Preferred name: Quinuclidine
IUPAC: 1-azabicyclo[2.2.2]octane
English name: QUINUCLIDINE
Molecular formula: C7H13N
Molecular weight: 111.18

Names & synonyms

QUINUCLIDINE1-Azabicyclo[2.2.2]octane1,4-Ethanopiperidine1,4-EthylenepiperidineChinuclidin1-Azabicyclo(2.2.2)octane4-Azabicyclo[2.2.2]octaneDTXSID2057607UNII-XFX99FC5VIXFX99FC5VIEINECS 202-887-1QUINUCLIDINE [MI]

Show more names

ABCOJACS-100-76-5Quinuclidine >Quinuclidine, 97+%

DTXCID0031396CHEBI:38420NSC-1684314-Azabicyclo(2.2.2)octane1-azabicyclo(2.2.2)octane;quinuclidine1-azabicyclo[2.2.2]octane;quinuclidineRefChem:178366202-887-1

Database identifiers

CAS: 100-76-5
PubChem CID: 7527
DTXSID: DTXSID2057607
ChEMBL: CHEMBL1209648
ChEBI: CHEBI:38420
UNII: XFX99FC5VI
EC Number: 202-887-1
Nikkaji: J108.948J

Properties

Computed structural properties

XLogP: 1.4
Topological polar surface area: 3.2 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 0
Heavy atoms: 8
Formal charge: 0
Complexity: 71.4

Experimental & physicochemical properties

SpringerMaterials Properties15N nuclear magnetic resonance spectrum

Physicochemical properties

Melting point: 157 · 157-160 °C (lit.)
Boiling point: 198.35 °C · 198.35°C (rough estimate)
Density: 0.8928 · 0.8928 (rough estimate)
vapor pressure: 1.5 mm · 1.5 mm Hg ( 20 °C)
refractive index: 1.45 · 1.4500 (estimate)
storage temp.: 2 · 2-8°C, stored under nitrogen
solubility: 2 O: · H2O: very slightly soluble
pka: 10.87 · 10.87±0.33(Predicted)
form: powder to crystal
color: White to Light yellow
Water Solubility: Soluble in alcohol, diethyl ether, water and organic solvents.
Sensitive: Air Sensitive
Merck: 14 · 14,8081
BRN: 103111 · 103111
InChI: 1S/C7H13N/c1-4-8-5-2-7(1)3-6-8/h7H,1-6H2
InChIKey: SBYHFKPVCBCYGV-UHFFFAOYSA-N
SMILES: C1CN2CCC1CC2
CAS DataBase Reference: 100 · 100-76-5(CAS DataBase Reference)
FDA UNII: 99 FC5VI · XFX99FC5VI
EPA Substance Registry System: 1 · 1-Azabicyclo[2.2.2]octane (100-76-5)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05,GHS06
Signal word: Danger
Hazard statements: 301 · H301-H310-H315-H318
Precautionary statements: 262 · P262-P280-P301+P310+P330-P302+P352+P310-P305+P351+P338+P310
PPE: 2 · Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Hazard Codes: T
Risk Statements: 24 · 24/25-38-41
Safety Statements: 26 · 26-36/37/39-45
RIDADR: 2811 · UN 2811 6.1/PG 2
WGK Germany: 3 · 3
RTECS: 5594625 · CL5594625
F: 2 · 2-10
TSCA: TSCA listed
HS Code: 2933.39 · 2933.39.9200
HazardClass: 8 · 8
PackingGroup: III
Storage Class: 6.1 A · 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
Hazard Classifications: 2 DermalAcute · Acute Tox. 2 DermalAcute Tox. 3 OralEye Dam. 1Skin Irrit. 2
Limited Quantities: 0.5 Kg · 0.5 Kg (solid)
Excepted Quantities: Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (97.8%): Toxic if swallowed [Danger Acute toxicity, oral]

P262, P264, P264+P265, P270, P280, P301+P316, P302+P352, P305+P354+P338, P316, P317, P321, P330, P332+P317, P361+P364, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationChemical: 1-Azabicyclo[2.2.2]octane

Hazard Classes and CategoriesAcute Tox. 3 (97.8%)

Safety data

F: 2-10
PPE: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
wgk: 3
tsca: TSCA listed
rtecs: CL5594625
ridadr: UN 2811 6.1/PG 2
hs_code: 2933.39.9200
risk_code: 24/25-38-41
Signal word: Danger
Symbol(GHS): GHS05,GHS06
hazard_code: T
safety_code: 26-36/37/39-45
hazard_class: 8
Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
packing_group: III
Hazard statements: H301-H310-H315-H318
Limited Quantities: 0.5 Kg (solid)
Excepted Quantities: Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml)
Hazard Classifications: Acute Tox. 2 DermalAcute Tox. 3 OralEye Dam. 1Skin Irrit. 2
Precautionary statements: P262-P280-P301+P310+P330-P302+P352+P310-P305+P351+P338+P310

Chemistry & industry

Uses & manufacturing

General Manufacturing Information1-Azabicyclo[2.2.2]octane: ACTIVE

Applications · 1 item

UsesQuinuclidine acts as a catalyst, a chemical building block and is used in organic synthesis. It is employed to prepare quinine and alkaloids. It finds application as a ligand, which is useful in the studies of OsO4-catalyzed dihydroxylation of olefins. It plays an important role in the formation of onium salts used testing of PAC-antagonist activity.