684341

(S)-(-)-5-(2-Pyrrolidinyl)-1H-Tetrazol

96%

• Synonym(e): (S)-(–)-2-Tetrazol-5-ylpyrrolidin, Prolin Tetrazol Catalyst
• Empirische Formel (Hill-System): C₅H₉N₅
• CAS-Nummer: 33878-70-5
• Molekulargewicht: 139.16
• MDL-Nummer: MFCD10000886
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 329760905
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 100
• Assay: 96%
• Form: solid
• Optische Aktivität: [α]20/D -9.0°, c = 1 in methanol
• mp (Schmelzpunkt): 253-258 °C
• SMILES String: C1CN[C@@H](C1)c2nnn[nH]2
• InChI: 1S/C5H9N5/c1-2-4(6-3-1)5-7-9-10-8-5/h4,6H,1-3H2,(H,7,8,9,10)/t4-/m0/s1
• InChIKey: XUHYQIQIENDJER-BYPYZUCNSA-N

Beschreibung

Anwendung

(S)-(−)-5-(2-Pyrrolidinyl)-1H-tetrazole can be used as an organocatalyst:

• To prepare enantioselective chiral 1,2-oxazines from achiral ketones via an intramolecular Wittig reaction.
• To synthesize diastereoselective Michael addition products by addition of aliphatic aldehydes to β-nitrostyrene.
• In the direct asymmetric α-fluorination of linear and branched aldehydes using N-fluorobenzenesulfonamide as the fluorinating agent.

Organocatalyst used for:

• Direct asymmetric aldol reactions between acetone and aldehydes yielding β -hydroxy ketone and for synthesizing 1,1,1-trichloro-2-alkanols
• Mannich reactions for synthesis fo α -amino acids and generation of 1,4-diamines
• Conjugate additions of malonates to enones

Sicherheitshinweise

• Piktogramme: GHS06
• Signalwort: Danger
• H-Sätze: H301,H315,H319,H335
• P-Sätze: P301 + P310 + P330 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges