3-[(2R)-1-methylpyrrolidin-2-yl]pyridine

• ChemBase ID: 175108
• Molecular Formular: C10H14N2
• Molecular Mass: 162.23156
• Monoisotopic Mass: 162.11569846
• SMILES: c1cncc(c1)[C@H]1CCCN1C
• Canonical SMILES: CN1CCC[C@@H]1c1cccnc1
• InChI: InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/t10-/m1/s1
• InChIKey: SNICXCGAKADSCV-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2R)-1-methylpyrrolidin-2-yl]pyridine
• IUPAC Traditional name: (-)-nicotine
• Synonyms: D-(+)-Nicotine; D-Nicotine; Pseudonicotine; R-(+)-Nicotine; 3-[(2R)-1-Methyl-2-pyrrolidinyl]pyridine; 2'βH-Nicotine; (R)-3-(1-Methyl-2-pyrrolidinyl)pyridine; (+)-(R)-Nicotine; (+)-Nicotine; (R)-3-(1-Methylpyrrolidin-2-yl)pyridine; (R)-Nicotine; (S)-(-)-Nicotine; (S)-(-)-尼古丁

Database IDs

• CAS Number: 54-11-5; 25162-00-9
• EC Number: 200-193-3
• MDL Number: MFCD00006369
• Beilstein Number: 82109
• Merck Index: 146524
• PubChem SID: 164231018
• PubChem CID: 157672

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -1.9628259
• LogD (pH = 7.4): -0.31012845
• Log P: 1.1625347
• Molar Refractivity: 49.655 cm^3
• Polarizability: 19.449343 Å^3
• Polar Surface Area: 16.13 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethanol; Methanol
• Apperance: Colourless Liquid
• Melting Point: -79°C
• Boiling Point: 245-248°C; 60-65°C/0.1mmHg
• Flash Point: 101°C(213°F)
• Density: 1.017
• Refractive Index: 1.5265
• Optical Rotation: -168 (neat)

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere
• Storage Warning: Air Sensitive & Hygroscopic
• RTECS: QS5250000
• European Hazard Symbols: Nature polluting (N); Highly toxic (T+)
• UN Number: UN1654
• Hazard Class: 6.1
• Packing Group: II
• Risk Statements: 25-27-51/53
• Safety Statements: 36/37-45-61
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS09
• GHS Hazard statements: H301-H310-H411-H401
• GHS Precautionary statements: P280-P301+P310-P361-P302+P350-P405-P501A

Product Information

• Purity: 99%

DETAILS

Toronto Research Chemicals - N412430

(R)-(+)-Nicotine is the R-enantiomer of Nicotine (N412420) extracted from tobacco leaves. The results showed that native nicotine contained 98% S-Nicotine and 2% R-Nicotine.

REFERENCES

• Barlow, R., et al.: Br. J. Pharmacol ., 25, 206 (1965)
• Armstrong, D., et al.: Chirality, 11, 82 (1965)