ethyl 1-methylpiperidine-3-carboxylate

• ChemBase ID: 91297
• Molecular Formular: C9H17NO2
• Molecular Mass: 171.23678
• Monoisotopic Mass: 171.12592879
• SMILES: N1(CC(C(=O)OCC)CCC1)C
• Canonical SMILES: CCOC(=O)C1CCCN(C1)C
• InChI: InChI=1S/C9H17NO2/c1-3-12-9(11)8-5-4-6-10(2)7-8/h8H,3-7H2,1-2H3
• InChIKey: VFJJNMLPRDRTCO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 1-methylpiperidine-3-carboxylate
• IUPAC Traditional name: ethyl 1-methylpiperidine-3-carboxylate
• Synonyms: Ethyl N-methylpiperidine-3-carboxylate; 1-Methyl-nipecotic acid ethyl ester; NSC 64739; Ethyl 1-methylnipecotate; Ethyl 1-methyl-3-piperidinecarboxylate; Ethyl 1-methylpiperidine-3-carboxylate 97%; ethyl 1-methylpiperidine-3-carboxylate; 3-N-甲基哌啶甲酸乙酯; 1-甲基-3-哌啶甲酸乙酯

Database IDs

• CAS Number: 5166-67-6
• EC Number: 225-951-0
• MDL Number: MFCD00006496
• Beilstein Number: 123259
• PubChem SID: 24851646; 162078001
• PubChem CID: 97981

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -2.0785897
• LogD (pH = 7.4): -0.36330053
• Log P: 0.9218896
• Molar Refractivity: 47.7337 cm^3
• Polarizability: 18.871552 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 59 - 61°C
• Boiling Point: 86-88°C; 88-89 °C/11 mmHg(lit.)
• Flash Point: 154.4 °F; 68 °C
• Density: 0.954 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.451(lit.)
• Hydrophobicity(logP): 1.478

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37/39
• 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%; 96%
• Empirical Formula (Hill Notation): C9H17NO2

DETAILS

Sigma Aldrich - 194352

Packaging
5 g in glass bottle
Application
Reactant for: N-demethylation of tertiary amines1 Reverse cope elimination reactions2 Regioselective oxidation3 Synthesis of chelating agents4 Sequential Michael-Michael-Dieckmann cyclizations5