3-(1-Methylpyrrolidin-2-yl)pyridine

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  • Identifiers

    CAS number
    22083-74-5

    Molecular formula
    C10H14N2

    SMILES
    CN1CCCC1C2=CN=CC=C2

    Safety labels

    Acute Toxic
    Acute Toxic

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Nutty 50.75%
    Roasted 49.13%
    Fishy 44.7%
    Animal 41.32%
    Earthy 38.97%
    Popcorn 37.04%
    Burnt 32.42%
    Musty 31.62%
    Cheesy 29.86%
    Sweet 27.21%

     

    Flavor
    Bitter 73.77%
    Earthy 22.32%
    Cereal 21.53%
    Cedarleaf 21.3%
    Alkaline 21.14%
    Very strong 20.56%
    Indole 20.22%
    Shrimp 20.2%
    Animal 20.12%
    Moth ball 20.04%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.2

    pKa est.
    6.24 (neutral)

    Molecular weight
    162.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    248°C

    Flash point

    • 100.73 ˚C est.

  • Synonyms

    • 22083-74-5
    • (+/-)-Nicotine
    • 3-(1-methylpyrrolidin-2-yl)pyridine
    • (R,S)-Nicotine
    • Black leaf
    • DL-Nicotine
    • Pyridine, 3-(1-methyl-2-pyrrolidinyl)-
    • (RS)-Nicotine
    • Black Leaf 40
    • (+-)-Nicotine
    • Nikotin
    • rac-Nicotine
    • 75202-10-7
    • Nicotin
    • (+/-)NICOTINE
    • 3-(1-Methyl-2-pyrrolidinyl)pyridine
    • 1219805-86-3
    • CHEMBL440464
    • DTXSID3048154
    • CHEBI:138000
    • NSC5065
    • 3-[1-Methylpyrrolidin-2-yl]pyridine
    • (+/-)-3-(1-Methyl-2-pyrrolidinyl)pyridine
    • (S)-(-)-Nicotine-d4
    • destruxol
    • DL-tetrahydronicotyrine
    • SMR000471862
    • Nicotine, (+-)-
    • [3H]NICOTINE
    • methyl-2-pyrrolidinyl)pyridine
    • CHEBI:18723
    • racemic nicotine
    • 1-methyl-2-(3-pyridal)-pyrrolidene
    • Flux Maay
    • Nicotine, liquid
    • niagara p.a.
    • Nicotine, racemic; (R,S)-Nicotine; 1-Methyl-2-(3-pyridyl)pyrrolidine; 3-(1-Methyl-2-pyrrolidinyl)pyridine; DL-Nicotine
    • Nicotine-(+)
    • Ortho N-4
    • Ortho N-5
    • BRN 0082111
    • (+/-)-Nicotine-d3
    • Nicotine (not validated)
    • (+-)-3-(1-Methyl-2-pyrrolidinyl)pyridine
    • Tetrahydronicotyrine, DL-
    • SCHEMBL20193
    • MLS001066400
    • MLS001332491
    • GTPL3978
    • XL All Insecti-cide, Emo-Nib
    • DTXCID9028128
    • SCHEMBL11976729
    • US8609708, 54 Nicotine
    • GLXC-19133
    • HMS2267D10
    • HMS3373A19
    • JLA68507
    • UCA98024
    • UYB80586
    • WLN: T6NJ C- BT5NTJ A1
    • BBL028104
    • BDBM50004108
    • STL146319
    • 1-methyl-2-(3-pyridyl) pyrrolidine
    • AKOS005720800
    • AB05474
    • VS-0124
    • NCGC00161830-01
    • BP-13421
    • .beta.-Pyridyl-.alpha.-N-methylpyrrolidine
    • DB-045786
    • DB-052483
    • (+/-)-Nicotine, >=99% (TLC), liquid
    • NS00125361
    • 3-(tetrahydro-1-methyl pyrrol-2-yl)Pyridine
    • EN300-123020
    • Q12144
    • (+/-)-Nicotine-d7 (N-methyl-d3 pyridine-d4)
    • AB00919090_06
    • BRD-A93695607-322-01-7
    • BRD-A93695607-322-02-5
    • 623-834-2

  • Applications

    3-(1-Methylpyrrolidin-2-yl)pyridine (CAS 22083-74-5) is a versatile building block in organic synthesis, commonly evaluated as an intermediate in pharmaceutical synthesis and medicinal chemistry and serving as a scaffold for heterocyclic compounds that combine a pyridine ring with an N-methylpyrrolidine moiety. It can function as a ligand in coordination chemistry and as a precursor for libraries of small molecules in drug discovery. In materials science, it may be used as a precursor for pyridine- and pyrrolidine-containing polymers or as a functionalized building block for advanced coatings and specialty formulations. In R&D settings, it is often employed for preparing focused compound libraries and new synthetic routes for heterocyclic derivatives. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 167.62
    methanol 203.61
    isopropanol 80.58
    water 8.1
    ethyl acetate 117.28
    n-propanol 148.08
    acetone 95.37
    n-butanol 136.56
    acetonitrile 120.64
    DMF 244.71
    toluene 112.28
    isobutanol 111.17
    1,4-dioxane 229.84
    methyl acetate 108.88
    THF 186.68
    2-butanone 97.44
    n-pentanol 96.06
    sec-butanol 78.59
    n-hexane 3.42
    ethylene glycol 118.76
    NMP 200.42
    cyclohexane 16.47
    DMSO 241.75
    n-butyl acetate 119.64
    n-octanol 35.58
    chloroform 730.04
    n-propyl acetate 63.74
    acetic acid 306.52
    dichloromethane 700.01
    cyclohexanone 183.67
    propylene glycol 105.42
    isopropyl acetate 57.52
    DMAc 181.64
    2-ethoxyethanol 148.75
    isopentanol 100.34
    n-heptane 9.84
    ethyl formate 160.95
    1,2-dichloroethane 265.71
    n-hexanol 135.83
    2-methoxyethanol 246.45
    isobutyl acetate 49.98
    tetrachloromethane 122.17
    n-pentyl acetate 44.26
    transcutol 277.63
    n-heptanol 51.81
    ethylbenzene 34.74
    MIBK 47.19
    2-propoxyethanol 205.7
    tert-butanol 81.53
    MTBE 46.81
    2-butoxyethanol 94.74
    propionic acid 175.78
    o-xylene 67.47
    formic acid 190.04
    diethyl ether 55.05
    m-xylene 72.11
    p-xylene 47.9
    chlorobenzene 187.13
    dimethyl carbonate 54.49
    n-octane 3.48
    formamide 161.13
    cyclopentanone 183.12
    2-pentanone 71.15
    anisole 69.31
    cyclopentyl methyl ether 98.76
    gamma-butyrolactone 252.87
    1-methoxy-2-propanol 135.66
    pyridine 291.75
    3-pentanone 63.7
    furfural 349.25
    n-dodecane 3.98
    diethylene glycol 212.25
    diisopropyl ether 16.65
    tert-amyl alcohol 67.61
    acetylacetone 88.75
    n-hexadecane 4.5
    acetophenone 81.09
    methyl propionate 99.29
    isopentyl acetate 88.0
    trichloroethylene 588.04
    n-nonanol 33.24
    cyclohexanol 114.98
    benzyl alcohol 108.07
    2-ethylhexanol 73.35
    isooctanol 38.09
    dipropyl ether 54.73
    1,2-dichlorobenzene 158.41
    ethyl lactate 55.0
    propylene carbonate 187.5
    n-methylformamide 194.47
    2-pentanol 57.42
    n-pentane 6.49
    1-propoxy-2-propanol 127.32
    1-methoxy-2-propyl acetate 108.45
    2-(2-methoxypropoxy) propanol 80.68
    mesitylene 39.57
    ε-caprolactone 164.78
    p-cymene 40.85
    epichlorohydrin 284.61
    1,1,1-trichloroethane 223.57
    2-aminoethanol 166.77
    morpholine-4-carbaldehyde 221.33
    sulfolane 237.19
    2,2,4-trimethylpentane 6.63
    2-methyltetrahydrofuran 147.26
    n-hexyl acetate 55.42
    isooctane 4.73
    2-(2-butoxyethoxy)ethanol 104.7
    sec-butyl acetate 38.37
    tert-butyl acetate 47.48
    decalin 8.96
    glycerin 160.13
    diglyme 184.15
    acrylic acid 201.36
    isopropyl myristate 24.08
    n-butyric acid 225.32
    acetyl acetate 89.05
    di(2-ethylhexyl) phthalate 43.91
    ethyl propionate 55.86
    nitromethane 282.4
    1,2-diethoxyethane 83.01
    benzonitrile 151.23
    trioctyl phosphate 28.33
    1-bromopropane 124.24
    gamma-valerolactone 253.82
    n-decanol 27.17
    triethyl phosphate 44.63
    4-methyl-2-pentanol 38.34
    propionitrile 122.63
    vinylene carbonate 227.3
    1,1,2-trichlorotrifluoroethane 270.74
    DMS 58.94
    cumene 29.78
    2-octanol 24.05
    2-hexanone 50.1
    octyl acetate 34.31
    limonene 53.8
    1,2-dimethoxyethane 143.69
    ethyl orthosilicate 43.51
    tributyl phosphate 34.28
    diacetone alcohol 70.35
    N,N-dimethylaniline 51.58
    acrylonitrile 174.02
    aniline 160.82
    1,3-propanediol 169.98
    bromobenzene 194.65
    dibromomethane 382.75
    1,1,2,2-tetrachloroethane 361.83
    2-methyl-cyclohexyl acetate 64.79
    tetrabutyl urea 43.08
    diisobutyl methanol 35.1
    2-phenylethanol 122.7
    styrene 46.08
    dioctyl adipate 41.89
    dimethyl sulfate 79.49
    ethyl butyrate 77.91
    methyl lactate 76.19
    butyl lactate 50.74
    diethyl carbonate 60.94
    propanediol butyl ether 75.19
    triethyl orthoformate 59.54
    p-tert-butyltoluene 35.62
    methyl 4-tert-butylbenzoate 69.8
    morpholine 239.0
    tert-butylamine 50.68
    n-dodecanol 22.63
    dimethoxymethane 117.66
    ethylene carbonate 170.73
    cyrene 94.78
    2-ethoxyethyl acetate 75.68
    2-ethylhexyl acetate 70.87
    1,2,4-trichlorobenzene 176.92
    4-methylpyridine 219.11
    dibutyl ether 30.58
    2,6-dimethyl-4-heptanol 35.1
    DEF 114.0
    dimethyl isosorbide 124.74
    tetrachloroethylene 295.78
    eugenol 77.11
    triacetin 62.82
    span 80 74.23
    1,4-butanediol 88.37
    1,1-dichloroethane 237.88
    2-methyl-1-pentanol 78.69
    methyl formate 157.85
    2-methyl-1-butanol 102.88
    n-decane 5.35
    butyronitrile 135.13
    3,7-dimethyl-1-octanol 39.31
    1-chlorooctane 23.48
    1-chlorotetradecane 12.26
    n-nonane 4.61
    undecane 4.49
    tert-butylcyclohexane 7.45
    cyclooctane 6.48
    cyclopentanol 112.42
    tetrahydropyran 156.24
    tert-amyl methyl ether 39.95
    2,5,8-trioxanonane 134.15
    1-hexene 17.37
    2-isopropoxyethanol 87.02
    2,2,2-trifluoroethanol 130.35
    methyl butyrate 76.96

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction