1-methylpiperidine

• ChemBase ID: 76875
• Molecular Formular: C6H13N
• Molecular Mass: 99.17412
• Monoisotopic Mass: 99.10479942
• SMILES: N1(CCCCC1)C
• Canonical SMILES: CN1CCCCC1
• InChI: InChI=1S/C6H13N/c1-7-5-3-2-4-6-7/h2-6H2,1H3
• InChIKey: PAMIQIKDUOTOBW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methylpiperidine
• IUPAC Traditional name: N-methylpiperidine
• Synonyms: N-Methylpiperidine; 1-Methylpiperidine; 1-Methylpiperidine; N-Methylpiperidine; 1-Methylpiperidine solution; N-METHYLPIPERIDINE; N-甲基哌啶; 1-甲基哌啶; N-甲基哌啶; 1-甲基哌啶 溶液

Database IDs

• CAS Number: 626-67-5
• EC Number: 210-959-9
• MDL Number: MFCD00006491
• Beilstein Number: 1560282; 1073
• PubChem SID: 24897150; 24885853; 162041777
• PubChem CID: 12291

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -2.397927
• LogD (pH = 7.4): -1.3357606
• Log P: 1.0405356
• Molar Refractivity: 32.1301 cm^3
• Polarizability: 12.598926 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -50°C
• Boiling Point: 105-107 °C(lit.); 105-107°C; 106-107 °C(lit.)
• Flash Point: 21.6°C; 28 °C; 3 °C; 3°C(37°F); 37.4 °F; 41 °F; 5 °C; 82.4 °F
• Density: 0.816; 0.816 g/mL at 25 °C(lit.); 0.817 g/mL at 20 °C(lit.); 0.82 g/ml
• Refractive Index: 1.4378; n20/D 1.406; n20/D 1.4378(lit.); n20/D 1.438

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Highly Flammable/Corrosive
• RTECS: TN1225000
• European Hazard Symbols: Corrosive (C); Flammable (F); Toxic (T); X
• UN Number: 2399; 2920; 3286; UN2399
• German water hazard class: 3
• Hazard Class: 3; 8
• Packing Group: 2; II
• Australian Hazchem: 2WE
• Risk Statements: 10-22-34-37-67; 11-20/22-34; 11-23/24/25-34-39/23/24/25; 11-34; R:10-34
• Safety Statements: 16-26-36/37/39-45; 26-36/37/39-45; S:16-26-27/28-36/37/39-46-64
• EU Classification: FC
• EU Hazard Identification Number: 8A
• Emergency Response Guidebook(ERG) Number: 132
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS06; GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H301-H311-H314-H331-H370; H225-H314; H225-H331-H302-H314-H318; H226-H302-H314-H335-H336
• GHS Precautionary statements: P210-P260-P280-P301 + P310-P305 + P351 + P338-P310; P210-P280-P305 + P351 + P338-P310; P210-P280-P305+P351+P338-P309-P310; P261-P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2399 3/PG 2; UN 2920 8/PG 2; UN 3286 3/PG 2
• Storage Temperature: -20°C

Product Information

• Purity: ~97%; ≥98.0% (GC); 99%
• Concentration: ~40% in 1-butanol
• Grade: purum
• Suitability: suitable for protein sequencing
• Impurities: ≥20% methanol
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C6H13N

DETAILS

MP Biomedicals - 02151669

Purity: ~97%
1 ml = approx. 0.82 g

MP Biomedicals - 05209405

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 68835

Packaging
Special packaging for direct use in common sequencers.

Sigma Aldrich - M72609

Packaging
100, 500 mL in glass bottle
Application
Reactant for:
• sp3 C-H Bond activation with ruthenium(II) catalysts and C(3)-alkylation of cyclic amines1
• One-pot synthesis of Z-cinnamic acids2Reactant for synthesis of:
• Unsymmetrical ureas3
• Antibacterial imidazolium, pyrrolidinium, and piperidinium salts4
• C1-C16 segment of goniodomin A via palladium-catalyzed organostannane thioester coupling5
• Multi-targeted inhibitors of insulin-like growth factor-1 receptor and members of ErbB-family receptor kinases6

Sigma Aldrich - 53490

Packaging
Special packaging for direct use in common sequencers.

REFERENCES

• Use of this base in the mixed anhydride method of peptide coupling reduces cleavage of the mixed anhydride at the "wrong" site: J. Org. Chem., 48, 2939 (1983). See Appendix 6.