1-methylpiperidin-3-ol

• ChemBase ID: 63307
• Molecular Formular: C6H13NO
• Molecular Mass: 115.17352
• Monoisotopic Mass: 115.09971404
• SMILES: C1N(C)CCCC1O
• Canonical SMILES: CN1CCCC(C1)O
• InChI: InChI=1S/C6H13NO/c1-7-4-2-3-6(8)5-7/h6,8H,2-5H2,1H3
• InChIKey: UKANCZCEGQDKGF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methylpiperidin-3-ol
• IUPAC Traditional name: 1-methylpiperidin-3-ol
• Synonyms: 3-Hydroxy-1-methylpiperidine; 3-Hydroxy-1-methylpiperidine; 1-Methylpiperidin-3-ol; 3-Hydroxy-1-methylpiperidine 97%; 1-Methyl-3-piperidinol; 1-Methyl-3-piperidinol; 3-Hydroxy-1-methylpiperidine; N-Methyl-3-piperidinol; 1-methylpiperidin-3-ol; 3-HYDROXY-N-METHYLPIPERIDINE; 3-羟基-1-甲基哌啶; 1-甲基-3-哌啶醇; 1-甲基-3-哌啶醇; 3-羟基-1-甲基哌啶; N-甲基-3-哌啶醇

Database IDs

• CAS Number: 3554-74-3
• EC Number: 222-609-2
• MDL Number: MFCD00006495
• Beilstein Number: 103017
• PubChem SID: 24879675; 24895628; 162029046
• PubChem CID: 98016

CALCULATED PROPERTIES

• Acid pKa: 14.887095
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -3.3140895
• LogD (pH = 7.4): -1.8111246
• Log P: -0.03436801
• Molar Refractivity: 33.4916 cm^3
• Polarizability: 13.196873 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 76-78 °C/11 mmHg(lit.); 76-78°C/11mm; 76-78°C/11mm
• Flash Point: 158 °F; 70 °C; 70°C; 70°C(158°F)
• Density: 0.977 g/mL at 20 °C(lit.); 0.999; 0.999 g/mL at 25 °C(lit.)
• Refractive Index: 1.4740; n20/D 1.474(lit.); n20/D 1.475

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 23-26-37; 26-36
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H315-H319-H335-H227
• GHS Precautionary statements: P210-P305+P351+P338-P302+P352-P321-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: >95%; ≥97.0% (GC); 98%; 99%
• Grade: technical
• Empirical Formula (Hill Notation): C6H13NO

DETAILS

MP Biomedicals - 05206615

MP Biomedicals Rare Chemical collection

Sigma Aldrich - H42001

Packaging
25 g in glass bottle
Application
Reactant for:
• Optimization of Novobiocin scaffold to produce antitumor agents1
• Formation of carbamates and N-alkylimidazoles2Reactant for synthesis of:
• Pyridine derivatives as CDK5 inhibitors3
• Phenylcarbamate derivatives as ligands for nicotinic acetylcholine receptors4
• Amino phosphite ligands5
• Mexiletine enantiomers by nucleophilic aromatic substitution6

Sigma Aldrich - 55750

Caution
may discolor to yellow on storage

REFERENCES

• The Na derivative can be used in combination with Ni(OAc) ₂ /NaH for desufurization of thioethers, showing dramatic rate enhancement compared with other systems: Tetrahedron Lett ., 39, 8987 (1998).