methyl piperidine-4-carboxylate

• ChemBase ID: 70321
• Molecular Formular: C7H13NO2
• Molecular Mass: 143.18362
• Monoisotopic Mass: 143.09462866
• SMILES: N1CCC(CC1)C(=O)OC
• Canonical SMILES: COC(=O)C1CCNCC1
• InChI: InChI=1S/C7H13NO2/c1-10-7(9)6-2-4-8-5-3-6/h6,8H,2-5H2,1H3
• InChIKey: RZVWBASHHLFBJF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl piperidine-4-carboxylate
• IUPAC Traditional name: methyl piperidine-4-carboxylate
• Synonyms: Methyl 4-piperidinecarboxylate; Methyl piperidine-4-carboxylate; Methyl 4-piperidinecarboxylate; Methyl isonipecotate; Methyl Isonipecotate; 4-Piperidinecarboxylic Acid Methyl Ester; 4-(Methoxycarbonyl)piperidine; Methyl Isonipecotinate; Isonipecotic Acid Methyl Ester; Methyl isonipecotate; 哌啶-4-甲酸甲酯; 4-哌啶甲酸甲酯

Database IDs

• CAS Number: 2971-79-1; 1126-09-6
• MDL Number: MFCD00190578
• PubChem SID: 162036044; 24870073
• PubChem CID: 424914

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -3.1666908
• LogD (pH = 7.4): -2.1956143
• Log P: 0.02612623
• Molar Refractivity: 37.8444 cm^3
• Polarizability: 15.197755 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 85-90 °C(lit.); 85-90°C
• Flash Point: 192.2 °F; 89 °C; 89°C
• Density: 1.06; 1.06 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.465(lit.)

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: 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%; 98%
• Grade: technical grade
• Empirical Formula (Hill Notation): C7H13NO2

DETAILS

Sigma Aldrich - 463485

Application
Precipitate may form upon standing which should not affect application.
Reactant for C-2 arylation of piperidines through directed transition metal-catalyzed sp3 C-H activation1Reactant for synthesis of: Antitubercular agents2 Anti-HIV-1 agents3 Aminopyrazine inhibitors4 Orally available naphthyridine protein kinase D inhibitors5 A Scalable catalyst from asymmetric hydrogenation of sterically demanding aryl enamide6
Packaging
25, 100 mL in glass bottle

Toronto Research Chemicals - I821810

Isonipecotic Acid Methyl Ester is a an ester derivative of 4-piperidinecarboxylic acid used as a reagent in the organic synthesis of neurochemicals, antibacterials and other biologically active compounds.

REFERENCES

• Kim, E.-K. et al.: Yak. Hoechi, 48, 182 (2004)
• Tanitame, A. et al.: Bioorg. Med. Chem. Lett., 14, 2857 (2004)