197602

Chinuclidin

97%

• Synonym(e): 1-Azabicyclo[2.2.2]octan
• Empirische Formel (Hill-System): C₇H₁₃N
• CAS-Nummer: 100-76-5
• Molekulargewicht: 111.18
• Beilstein: 103111
• EG-Nummer: 202-887-1
• MDL-Nummer: MFCD00006690
• UNSPSC-Code: 12352100
• PubChem Substanz-ID: 24851837
• NACRES: NA.22

Eigenschaften

• Dampfdruck: 1.5 mmHg ( 20 °C)
• Qualitätsniveau: 100
• Assay: 97%
• Form: solid
• mp (Schmelzpunkt): 157-160 °C (lit.)
• Löslichkeit: H₂O: very slightly soluble; H₂O: very soluble; alcohol: miscible; diethyl ether: miscible; organic solvents: very soluble
• SMILES String: C1CN2CCC1CC2
• InChI: 1S/C7H13N/c1-4-8-5-2-7(1)3-6-8/h7H,1-6H2
• InChIKey: SBYHFKPVCBCYGV-UHFFFAOYSA-N
• Angaben zum Gen: rat ... Chrm1(25229)

Beschreibung

Allgemeine Beschreibung

Quinuclidine is a bicyclic tertiary amine with a bridgehead nitrogen atom structure, often used in the synthesis of iodonium complexes and as a hydrogen-atom-transfer (HAT) catalyst in photo induced reactions. [1]

Anwendung

Quinuclidine can be used as a catalyst:

• In the Baylis-Hillman reaction of aldehydes with methyl acrylate[2].
• For the epimerization of α-methylglucose to α-methylallose[3].

It can also be used as a reactant to synthesize 5-[4-[2-(acetyloxy)ethyl]-1-piperidinyl]-2-pyridinecarbonitrile by reacting with 5-bromo-2-pyridinecarbonitrile in the presence of potassium acetate[4].

Sicherheitshinweise

• Piktogramme: GHS06,GHS05
• Signalwort: Danger
• H-Sätze: H301,H310,H315,H318
• P-Sätze: P262 - P280 - P301 + P310 + P330 - P302 + P352 + P310 - P305 + P351 + P338 + P310
• Gefahreneinstufungen: Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Eye Dam. 1 - Skin Irrit. 2
• Lagerklassenschlüssel: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges