1-ethylpiperidine

• ChemBase ID: 149411
• Molecular Formular: C7H15N
• Molecular Mass: 113.2007
• Monoisotopic Mass: 113.12044949
• SMILES: CCN1CCCCC1
• Canonical SMILES: CCN1CCCCC1
• InChI: InChI=1S/C7H15N/c1-2-8-6-4-3-5-7-8/h2-7H2,1H3
• InChIKey: HTLZVHNRZJPSMI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-ethylpiperidine
• IUPAC Traditional name: N-ethylpiperidine
• Synonyms: N-Ethylpiperidine; NSC 2090; 1-Ethylpiperidine; N-乙基哌啶; 1-乙基哌啶

Database IDs

• CAS Number: 766-09-6
• EC Number: 212-161-6
• MDL Number: MFCD00006507
• Beilstein Number: 102643
• PubChem SID: 24845773; 24894564; 162243576
• PubChem CID: 13007

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -2.0680737
• LogD (pH = 7.4): -1.2094212
• Log P: 1.3973435
• Molar Refractivity: 36.8787 cm^3
• Polarizability: 14.445701 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -20°C
• Boiling Point: 129-131°C; 131 °C(lit.)
• Flash Point: 17 °C; 18°C(64°F); 62.6 °F
• Density: 0.824 g/mL at 25 °C(lit.); 0.825
• Refractive Index: 1.4440; n20/D 1.444; n20/D 1.444(lit.)

Safety Information

• RTECS: TN0250000
• European Hazard Symbols: Corrosive (C); Flammable (F); Harmful (Xn)
• UN Number: 2386; UN2386
• German water hazard class: 1
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11-20/22-36/37/38; 11-34
• Safety Statements: 26-36/37/39; 7-20-26-33-36/37/39-45-60
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H302 + H332-H315-H319-H335; H225-H314-H318
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2386 3/PG 2

Product Information

• Purity: ≥98.0% (GC); 99%
• Grade: purum
• Empirical Formula (Hill Notation): C7H15N

DETAILS

Sigma Aldrich - E45708

Packaging
100, 500 mL in glass bottle
Application
Reactant for: Synthesis of multiprotected kanosamine1 Selective acylation in peptide synthesis2Reagent for: Stereoselective aldol condensation reactions for synthesis of β-lactam antibiotics3 Diastereoselective synthesis of aldols4 Crossed Claisen ester condensation5

REFERENCES

• Hindered, non-nucleophilic base. Preferred base for enantioselective crossed aldol condensations of Sn enolates: Tetrahedron, 40, 1381 (1984). Also found to give excellent results in the formation of anhydrides using Bis(2-oxo-3-oxazolidinyl)phosphinic chloride, L08775: Synthesis, 616 (1981). Has been used in peptide synthesis via pivaloyl mixed anhydrides: Coll. Czech. Chem. Commun., 27, 1273 (1962).