115754

2,2,6,6-Tetramethylpiperidin

≥99%

• Synonym(e): 2,2,6,6-tetramethylpiperidide, 2,2,6,6-tetramethylpiperidine, Norpempidine, TEMP, TMPH
• Empirische Formel (Hill-System): C₉H₁₉N
• CAS-Nummer: 768-66-1
• Molekulargewicht: 141.25
• Beilstein: 103296
• EG-Nummer: 212-199-3
• MDL-Nummer: MFCD00005985
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 24847237
• NACRES: NA.22

Eigenschaften

• Assay: ≥99%
• Brechungsindex: n20/D 1.445 (lit.)
• bp: 152 °C (lit.)
• Dichte: 0.837 g/mL at 25 °C (lit.)
• SMILES String: CC1(C)CCCC(C)(C)N1
• InChI: 1S/C9H19N/c1-8(2)6-5-7-9(3,4)10-8/h10H,5-7H2,1-4H3
• InChIKey: RKMGAJGJIURJSJ-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

2,2,6,6-Tetramethylpiperidineis a hindered secondary amine that is used to prepare metallo-amide bases and selective generation of silylketene acetals.

Anwendung

2,2,6,6-Tetramethylpiperidine can be used as a reactant to synthesize:

• Allylated tertiary amines via allylic amination of allylic chlorides.
• Hydroxylamines via oxidation in the presence of oxone as an oxidant.
• Sulfenamide compounds by reacting with heterocyclic thiols in the presence of iodine as an oxidant.
• N-methylated amines via N-methylation by reacting with CO₂ and phenylsilane.
• Propargylamines via three-component Mannich coupling reaction with aldehydes and alkynes.

Sicherheitshinweise

• Piktogramme: GHS02,GHS05,GHS07
• Signalwort: Danger
• H-Sätze: H226,H290,H302,H314,H335
• P-Sätze: P210 - P233 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
• Gefahreneinstufungen: Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Met. Corr. 1 - Skin Corr. 1A - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 3 - Flammable liquids
• WGK: WGK 2
• Flammpunkt (°F): 98.6 °F - closed cup
• Flammpunkt (°C): 37 °C - closed cup
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter