1,2,2,6,6-pentamethylpiperidin-4-ol

• ChemBase ID: 157777
• Molecular Formular: C10H21NO
• Molecular Mass: 171.27984
• Monoisotopic Mass: 171.1623143
• SMILES: CC1(CC(CC(N1C)(C)C)O)C
• Canonical SMILES: OC1CC(C)(C)N(C(C1)(C)C)C
• InChI: InChI=1S/C10H21NO/c1-9(2)6-8(12)7-10(3,4)11(9)5/h8,12H,6-7H2,1-5H3
• InChIKey: NWHNXXMYEICZAT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,2,2,6,6-pentamethylpiperidin-4-ol
• IUPAC Traditional name: 1,2,2,6,6-pentamethylpiperidin-4-ol
• Synonyms: HOPEMP; NSC 364075; 4-Hydroxy-1,2,2,6,6-pentamethylpiperidine; 1,2,2,6,6-Pentamethyl-4-piperidinol; 1,2,2,6,6-Pentamethylpiperidin-4-ol; 4-羟基-1,2,2,6,6-五甲基哌啶; 五甲基哌啶醇

Database IDs

• CAS Number: 2403-89-6
• EC Number: 219-292-8
• MDL Number: MFCD00191220
• Beilstein Number: 1498
• PubChem SID: 162251914; 24845441
• PubChem CID: 75472

CALCULATED PROPERTIES

• Acid pKa: 15.144192
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -2.5713878
• LogD (pH = 7.4): -1.8079551
• Log P: 0.90253246
• Molar Refractivity: 51.8264 cm^3
• Polarizability: 20.570166 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 72-76 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 43
• Safety Statements: 36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H317
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: ≥99.0% (GC); 95+%
• Impurities: ≤1% water
• Empirical Formula (Hill Notation): C10H21NO

DETAILS

Sigma Aldrich - 03225

Other Notes
Building block for introducing a very hindered-amine6,7
Application
Reactant for: Synthesis of photostable blue emitting naphthalimides1 Synthesis of blue fluorescent naphthalimide pH chemosensors2 Synthesis of crowded piperidines with intramolecularly hydrogen-bonded nitrogen3 Synthesis of spiropyrans and spirooxazines4 Amine photoredox reactions5