piperidine

• ChemBase ID: 128998
• Molecular Formular: C5H11N
• Molecular Mass: 85.14754
• Monoisotopic Mass: 85.08914936
• SMILES: C1CCNCC1
• Canonical SMILES: C1CCCNC1
• InChI: InChI=1S/C5H11N/c1-2-4-6-5-3-1/h6H,1-5H2
• InChIKey: NQRYJNQNLNOLGT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: piperidine
• IUPAC Traditional name: piperidine
• Synonyms: Hexahydropyridine; Azacyclohexane; Pentamethyleneamine; Azinane; Piperidine; Piperidine; Piperidine solution; Piperidine, Solution in DMF (20%wt); 六氢吡啶; 哌啶; 哌啶 溶液

Database IDs

• CAS Number: 110-89-4
• EC Number: 203-813-0
• MDL Number: MFCD00005979
• Beilstein Number: 1421082; 102438
• Merck Index: 147468
• PubChem SID: 24846636; 162223300; 24860311; 24865722; 24901387; 24880621; 24887573; 24887574
• PubChem CID: 8082
• CHEBI ID: 18049
• CHEMBL: 15487
• Chemspider ID: 7791
• FEMA ID: 2908
• Unique Ingredient Identifier: 67I85E138Y
• Wikipedia Title: Piperidine
• Council of Europe Number: 675
• Flavis Number: 14.01

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -2.5751903
• LogD (pH = 7.4): -2.1490471
• Log P: 0.65748763
• Molar Refractivity: 26.8354 cm^3
• Polarizability: 10.75224 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: miscible in water
• Apperance: colourless liquid
• Melting Point: -11°C; -13 °C(lit.); -7 °C
• Boiling Point: 105-106°C; 105-107 °C; 106 °C; 106 °C(lit.)
• Flash Point: 16 °C; 28 °C; 3°C(37°F); 60.8 °F; 82.4 °F
• Density: 0.862; 0.862 g/mL at 20 °C(lit.); 0.862 g/ml, liquid; 0.930 g/mL at 20 °C
• Refractive Index: 1.4520; n20/D 1.434; n20/D 1.452; n20/D 1.452(lit.); n20/D 1.453
• Vapor Pressure: 23 mmHg ( 20 °C); 63.6 mmHg ( 37.8 °C)
• Vapor Density: 2.94 (vs air); 3 (vs air)
• Absorption Wavelength: λ: 290 Amax: <1.000; λ: 370 Amax: <0.050
• pKa: 11.22
• Viscosity: 1.573 cP at 25 °C
• Organoleptic: floral; sweet; animal

Safety Information

• Storage Warning: Air Sensitive
• RTECS: TM3500000
• European Hazard Symbols: Flammable (F); Flammable (F); Toxic (T); Toxic (T)
• UN Number: 2401; 3286; UN2401
• German water hazard class: 1
• Hazard Class: 3; 8
• Packing Group: 1; 2; I
• Risk Statements: 11-23/24-34; 61-10-23/24-34; R11, R23/24, R34
• Safety Statements: 16-26-27-45; 53-26-36/37/39-45
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS06; GHS08
• GHS Signal Word: Danger
• NFPA704:
  

  3

  3

  3
• GHS Hazard statements: H225-H311 + H331-H314; H225-H311-H314-H331; H225-H311-H331-H314; H226-H311-H314-H332-H360D
• GHS Precautionary statements: P201-P280-P305 + P351 + P338-P310; P210-P261-P280-P305 + P351 + P338-P310; P210-P303+P361+P353-P305+P351+P338-P361-P405-P501A
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2401 8/PG 1; UN 3286 3/PG 2
• Regulation Compliance: FCC; FDA 21 CFR (172.515)

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥96.0% (GC/T); ≥99%; ≥99% (GC); ≥99.0%; ≥99.0% (GC); ≥99.0% (GC/T); ≥99.5%; ≥99.5% (GC); 99%
• Concentration: 20% in DMF
• Grade: biotech. grade; for peptide synthesis; Halal; Kosher; NI; puriss. p.a.; puriss. plus; purum; ReagentPlus®; SAJ first grade
• Ignition Residue: ≤0.01% (as SO4)
• Evaporation Residue: ≤0.02%
• Impurities: <0.3% water; ≤0.0001% heavy metals (as Pb); ≤0.1% picoline; ≤0.1% water; ≤0.3% pyridine; ≤0.3% pyridine (GC); ≤0.3% water; ≤0.3% water (Karl Fischer); ≤0.5% water; ≤0.5% water (Karl Fischer)
• Cation Traces: Al: ≤0.5 mg/kg; Ba: ≤0.1 mg/kg; Bi: ≤0.1 mg/kg; Ca: ≤0.5 mg/kg; Cd: ≤0.05 mg/kg; Co: ≤0.02 mg/kg; Cr: ≤0.02 mg/kg; Cu: ≤0.02 mg/kg; Fe: ≤0.1 mg/kg; Fe: ≤1 mg/kg; K: ≤0.5 mg/kg; Li: ≤0.1 mg/kg; Mg: ≤0.1 mg/kg; Mn: ≤0.02 mg/kg; Mo: ≤0.1 mg/kg; Na: ≤0.5 mg/kg; Ni: ≤0.02 mg/kg; Pb: ≤0.1 mg/kg; Sr: ≤0.1 mg/kg; Zn: ≤0.1 mg/kg
• Purified By: redistillation
• λ: 1 cm path, H2O reference
• Empirical Formula (Hill Notation): C5H11N

DETAILS

Sigma Aldrich - W290807

Other Notes
GMO free
Packaging
1 kg in glass bottle
1 sample in glass bottle
4, 9, 20 kg in ss drum

Sigma Aldrich - 411027

Packaging
1 L in Sure/Seal™
100 mL in Sure/Seal™

Sigma Aldrich - 80641

Other Notes
Sales restrictions may apply

Sigma Aldrich - 104094

Packaging
1, 2, 2.5 L in glass bottle
5, 100, 500 mL in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 80645

Other Notes
Sales restrictions may apply
Packaging
2 L in glass bottle
500 mL in glass bottle

Sigma Aldrich - 80640

Other Notes
Sales restrictions may apply

Sigma Aldrich - 571261

Application
Fits Applied Biosystems 431 and 433A peptide synthesizers.
Packaging
200, 450 mL in glass bottle

REFERENCES

• Base catalyst in the Doebner modification of the Knoevenagel condensation; see Malonic acid, A11526.
• Widely used for cleavage of Fmoc protecting groups: J. Org. Chem., 52, 1197 (1987); Tetrahedron Lett., 34, 6135 (1993). See Appendix 6.
• For preparation of the piperidine enamine of cyclooctanecarboxaldehyde, and its subsequent use in the synthesis of spirohexadienones, see: Org. Synth. Coll., 7, 473 (1990).