(-)-Nicotine

C₁₀H₁₄N₂CAS 54-11-5162.24 g/mol

Open in Covalent MOL file

Properties

Molecular formula: C₁₀H₁₄N₂
Molar mass: 162.24 g/mol
Exact mass: 162.1157 Da
Density: 1.0097 g/mL (at 20 °C)
Melting point: −79 °C
Boiling point: 247 °C
pKa: 8.11
Water solubility: miscible
logP: 1.85Crippen estimate
Polar surface area: 16.1 Å²
H-bond donors / acceptors: 0 / 2
Rotatable bonds: 1
Stereocentres: Sin SMILES atom order

Hazards

Danger

H300 Fatal if swallowedAcute toxicity, oral
H310 Fatal in contact with skinAcute toxicity, dermal
H330 Fatal if inhaledAcute toxicity, inhalation
H411 Toxic to aquatic life with long lasting effectsHazardous to the aquatic environment, long-term hazard

Harmonised EU classification (CLP Annex VI), via PubChem.

Precautionary statements

P260, P262, P264, P270, P271, P273, P280, P284, P301+P316, P302+P352, P304+P340, P316, P320, P321, P330, P361+P364, P391, P403+P233, P405, P501

Identifiers

CAS number

54-11-5

SMILES

CN1CCC[C@H]1c1cccnc1

InChIKey

SNICXCGAKADSCV-JTQLQIEISA-N

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-/m0/s1

Weigh it out

Type any one amount. The others follow from the molar mass and density.

Names and synonyms

30 names · show all

Pyridine, 3-[(2S)-1-methyl-2-pyrrolidinyl]-
Nicotine
Pyridine, 3-(1-methyl-2-pyrrolidinyl)-, (S)-
3-[(2S)-1-Methyl-2-pyrrolidinyl]pyridine
(-)-3-(1-Methyl-2-pyrrolidyl)pyridine
l-Nicotine
Nicotin
(S)-(-)-Nicotine
(-)-β-Pyridyl-α-N-methylpyrrolidine
Flux maag
XL all insecticide
Nicotinell
Nicoderm
Niconil
(S)-3-(1-Methyl-2-pyrrolidinyl)pyridine
Nicorette
(S)-Nicotine
Nicopatch
Nicotell TTS
Habitrol
Nicabate
Nicolan
Tabazur
NSC 5065
Nicotrol
(-)-(S)-Nicotine
Exodus
Nikofrenon
Niquitin
3-[(2S)-1-Methylpyrrolidin-2-yl]pyridine

Work with (-)-Nicotine

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Boiling point under vacuumAt any pressure, from its normal boiling point Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

DL-Nicotine22083-74-5Stereo not defined (-)-Nicotine hydrogen (+)-tartrate2624-48-8Salt (-)-Nicotine hydrogen (+)-tartrate65-31-6Salt Nicotine sulfate65-30-5Salt

Similar compounds

α-Methyl-3-pyridinemethanamine56129-55-645 % similar (±)-Nornicotine5746-86-144 % similar Alpha-Methyl-3-pyridinemethanol4754-27-241 % similar N-Nitrosoanatabine71267-22-640 % similar trans-1-Methyl-4-carboxy-5-(3-pyridyl)-2-pyrrolidinone33224-01-036 % similar (R,S)-Anatabine2743-90-036 % similar 1-Methyl-3-phenylpiperidine19509-11-635 % similar (S)-(+)-2-[Hydroxy(diphenyl)methyl]-1-methylpyrrolidine110529-22-135 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Same formula

(±)-Anabasine13078-04-1 1-Methyl-1,2,3,4-tetrahydroquinolin-7-amine304690-94-6 Anabasine494-52-0 2-Phenylpiperazine5271-26-1 1,2,3,4,5,6-Hexahydro-[4,4′]bipyridinyl581-45-3 Phenylpiperazine92-54-6

Elsewhere

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