2-methylpiperidine

• ChemBase ID: 92280
• Molecular Formular: C6H13N
• Molecular Mass: 99.17412
• Monoisotopic Mass: 99.10479942
• SMILES: N1CCCCC1C
• Canonical SMILES: CC1CCCCN1
• InChI: InChI=1S/C6H13N/c1-6-4-2-3-5-7-6/h6-7H,2-5H2,1H3
• InChIKey: NNWUEBIEOFQMSS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methylpiperidine
• IUPAC Traditional name: 2-methylpiperidine
• Synonyms: α-Pipecoline; 2-Methylpiperidine; 2-Pipecoline; 2-Methylpiperidine; α-甲基哌啶; 2-哌可啉; 2-甲基哌啶

Database IDs

• CAS Number: 109-05-7
• EC Number: 203-642-1
• MDL Number: MFCD00005982
• Beilstein Number: 79804
• PubChem SID: 24897152; 24901992; 162078978
• PubChem CID: 7974
• FEMA ID: 4244
• Flavis Number: 14.133

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -2.160124
• LogD (pH = 7.4): -1.7797133
• Log P: 1.0740627
• Molar Refractivity: 31.2542 cm^3
• Polarizability: 12.598926 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -4°C
• Boiling Point: 117-119°C; 118-119 °C/753 mmHg(lit.); 118-119°C
• Flash Point: 10 °C; 10°C; 50 °F; 8°C(46°F)
• Density: 0.84 g/ml; 0.842; 0.844; 0.844 g/mL at 25 °C(lit.)
• Refractive Index: 1.4470; n20/D 1.445; n20/D 1.445(lit.)

Safety Information

• Storage Warning: Highly Flammable/Irritant/Keep Cold
• RTECS: TN1240000
• European Hazard Symbols: Corrosive (C); Flammable (F); Harmful (Xn)
• UN Number: 1993; UN2733
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11-22-37/38-41; 11-34
• Safety Statements: 16-26-36/37/39-45; 16-26-39
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H302-H315-H318-H335; H225-H314-H318
• GHS Precautionary statements: P210-P261-P280-P305 + P351 + P338; P210-P280-P303+P361+P353-P305+P351+P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 2

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥98.0% (GC); 98%; 99%
• Grade: purum
• Empirical Formula (Hill Notation): C6H13N

DETAILS

MP Biomedicals - 02155636

Yellow liquid. 1 ml = approx. 0.84 g

Sigma Aldrich - M72803

Packaging
100 mL in glass bottle
Application
Reactant for C-2 arylation of piperidines through directed transition metal-catalyzed sp3 C-H activation1Reactant for synthesis of:
• Azepan-4-ones via two step [5+2] annulation2
• 2-Aminobenzoxazoles3
• Unsymmetrically substituted ureas4
• Corticotropin-releasing factor receptor type 1 antagonists5
• Gefitinib analogues with anti-tumor activity6

Sigma Aldrich - W424401

Packaging
1 kg in glass bottle
1 sample in glass bottle
4 kg in steel drum

REFERENCES

• A useful method for the oxidation of secondary amines to nitrones by means of H₂O₂ catalyzed by Sodium tungsten oxide dihydrate, 87371 is illustrated for this amine. For method and list of examples, see: Org. Synth. Coll., 9, 632 (1998).