194352

Ethyl 1-methyl-3-piperidinecarboxylate

96%

• Synonym(s): 1-Methyl-nipecotic acid ethyl ester, Ethyl 1-methylnipecotate, NSC 64739
• Empirical Formula (Hill Notation): C₉H₁₇NO₂
• CAS Number: 5166-67-6
• Molecular Weight: 171.24
• Beilstein: 123259
• EC Number: 225-951-0
• MDL number: MFCD00006496
• UNSPSC Code: 12352100
• PubChem Substance ID: 24851646
• NACRES: NA.22

Properties

• Assay: 96%
• refractive index: n20/D 1.451 (lit.)
• bp: 88-89 °C/11 mmHg (lit.)
• density: 0.954 g/mL at 25 °C (lit.)
• SMILES string: CCOC(=O)C1CCCN(C)C1
• InChI: 1S/C9H17NO2/c1-3-12-9(11)8-5-4-6-10(2)7-8/h8H,3-7H2,1-2H3
• InChI key: VFJJNMLPRDRTCO-UHFFFAOYSA-N

Description

General description

Enantiomeric discrimination has been investigated in ¹H and ¹³C NMR spectra of ethyl 1-methyl-3-piperidinecarboxylate in the presence of (-)-(18-crown-6)-2,3,11,12-tetracarboxylic acid.

Application

Reactant for:
N-demethylation of tertiary amines
Reverse cope elimination reactions
Regioselective oxidation
Synthesis of chelating agents
Sequential Michael-Michael-Dieckmann cyclizations

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 154.4 °F - closed cup
• Flash Point(C): 68 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves