Ethyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate

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  • Identifiers

    CAS number
    28125-84-0

    Molecular formula
    C9H15NO2

    SMILES
    CCOC(=O)C1=CCCN(C1)C

    Safety labels

  • Odor profile

    Fragrance
    Fruity 39.89%
    Floral 32.75%
    Sweet 32.5%
    Herbal 30.39%
    Mint 25.3%
    Grape 24.49%
    Caramellic 23.79%
    Nutty 23.51%
    Odorless 22.78%
    Fresh 20.94%

     

    Flavor
    Bitter 49.4%
    Fruity 44.28%
    Grape 21.69%
    Orange flower 20.75%
    Extremely sweet 20.33%
    Taco 20.23%
    Ripe apricot 20.23%
    Cotton candy 20.21%
    Toffee 20.21%
    Aniseed 20.18%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    7.25 (neutral)

    Molecular weight
    169.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Boiling point est.
    222°C

    Flash point

    • 100.18 ˚C est.

  • Synonyms

    • ethyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate
    • Homoarecoline
    • ethyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate
    • 6H6C253KKJ
    • RefChem:1084719
    • 28125-84-0
    • Ethyl 1-methyl-1,2,5,6-tetrahydronicotinate
    • Arecaidine Ethyl Ester
    • Arecaidine-ethyl ester
    • NICOTINIC ACID, 1,2,5,6-TETRAHYDRO-1-METHYL-, ETHYL ESTER
    • 3-Pyridinecarboxylic acid, 1,2,5,6-tetrahydro-1-methyl-, ethyl ester
    • BRN 0125290
    • SCHEMBL7276350
    • Ethyl1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate
    • DTXSID30182404
    • CHEBI:166574
    • UNARQANIGOBIHM-UHFFFAOYSA-N
    • 1,2,5,6-Tetrahydro-1-methylpyridine-3-carboxylic acid ethyl ester
    • MFCD00465883
    • AKOS015850968
    • DB-067884
    • Ethyl 1,2,5,6-tetrahydro-1-methyl-3-pyridinecarboxylate
    • ETHYL 1-METHYL-1,2,5,6-TETRAHYDRO-3-PYRIDINECARBOXYLATE
    • 28125-84-0

  • Applications

    Ethyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate (CAS 28125-84-0) is primarily used as an intermediate in organic synthesis, enabling access to tetrahydropyridine- and piperidine-type frameworks and other nitrogen-containing heterocycles. In pharmaceutical manufacturing, it serves as a building block and chiral precursor for the synthesis of intermediate compounds and potential APIs. In agrochemical research and development, it may act as a precursor for derivatives with biological activity. It may also be evaluated as an intermediate for fragrance and flavor applications and in the development of polymer or coating materials as a functional building block for nitrogen-containing conjugates. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 255.51
    methanol 485.93
    isopropanol 170.0
    water 22.61
    ethyl acetate 40.87
    n-propanol 184.16
    acetone 47.93
    n-butanol 153.23
    acetonitrile 48.89
    DMF 273.9
    toluene 28.21
    isobutanol 135.56
    1,4-dioxane 129.17
    methyl acetate 45.97
    THF 85.23
    2-butanone 40.5
    n-pentanol 95.61
    sec-butanol 117.76
    n-hexane 1.77
    ethylene glycol 243.2
    NMP 172.65
    cyclohexane 5.63
    DMSO 158.75
    n-butyl acetate 39.75
    n-octanol 34.45
    chloroform 423.11
    n-propyl acetate 26.55
    acetic acid 376.97
    dichloromethane 278.81
    cyclohexanone 95.54
    propylene glycol 200.79
    isopropyl acetate 25.78
    DMAc 180.23
    2-ethoxyethanol 146.6
    isopentanol 100.75
    n-heptane 1.63
    ethyl formate 77.27
    1,2-dichloroethane 110.78
    n-hexanol 84.43
    2-methoxyethanol 278.38
    isobutyl acetate 22.93
    tetrachloromethane 49.64
    n-pentyl acetate 25.3
    transcutol 216.99
    n-heptanol 41.83
    ethylbenzene 17.65
    MIBK 26.03
    2-propoxyethanol 143.69
    tert-butanol 142.76
    MTBE 34.98
    2-butoxyethanol 85.77
    propionic acid 164.0
    o-xylene 30.71
    formic acid 338.4
    diethyl ether 23.85
    m-xylene 28.91
    p-xylene 24.75
    chlorobenzene 74.1
    dimethyl carbonate 28.32
    n-octane 1.17
    formamide 212.48
    cyclopentanone 86.94
    2-pentanone 29.59
    anisole 42.8
    cyclopentyl methyl ether 38.27
    gamma-butyrolactone 117.86
    1-methoxy-2-propanol 150.98
    pyridine 114.48
    3-pentanone 24.52
    furfural 194.64
    n-dodecane 1.72
    diethylene glycol 202.24
    diisopropyl ether 7.49
    tert-amyl alcohol 102.2
    acetylacetone 38.77
    n-hexadecane 1.94
    acetophenone 53.32
    methyl propionate 41.44
    isopentyl acetate 39.16
    trichloroethylene 293.2
    n-nonanol 30.17
    cyclohexanol 107.6
    benzyl alcohol 85.41
    2-ethylhexanol 39.06
    isooctanol 32.77
    dipropyl ether 13.0
    1,2-dichlorobenzene 76.81
    ethyl lactate 49.32
    propylene carbonate 98.26
    n-methylformamide 170.34
    2-pentanol 64.21
    n-pentane 2.78
    1-propoxy-2-propanol 77.15
    1-methoxy-2-propyl acetate 46.07
    2-(2-methoxypropoxy) propanol 76.2
    mesitylene 19.01
    ε-caprolactone 96.08
    p-cymene 18.45
    epichlorohydrin 128.9
    1,1,1-trichloroethane 96.24
    2-aminoethanol 285.73
    morpholine-4-carbaldehyde 186.62
    sulfolane 147.5
    2,2,4-trimethylpentane 3.87
    2-methyltetrahydrofuran 58.73
    n-hexyl acetate 39.23
    isooctane 2.5
    2-(2-butoxyethoxy)ethanol 99.29
    sec-butyl acetate 20.45
    tert-butyl acetate 29.55
    decalin 4.53
    glycerin 288.25
    diglyme 139.79
    acrylic acid 191.5
    isopropyl myristate 16.46
    n-butyric acid 180.26
    acetyl acetate 42.55
    di(2-ethylhexyl) phthalate 39.09
    ethyl propionate 25.04
    nitromethane 190.23
    1,2-diethoxyethane 34.45
    benzonitrile 83.69
    trioctyl phosphate 24.2
    1-bromopropane 44.61
    gamma-valerolactone 150.45
    n-decanol 23.19
    triethyl phosphate 27.6
    4-methyl-2-pentanol 37.67
    propionitrile 60.05
    vinylene carbonate 126.01
    1,1,2-trichlorotrifluoroethane 245.37
    DMS 41.04
    cumene 17.77
    2-octanol 23.93
    2-hexanone 24.7
    octyl acetate 24.06
    limonene 21.97
    1,2-dimethoxyethane 111.88
    ethyl orthosilicate 25.95
    tributyl phosphate 26.12
    diacetone alcohol 62.33
    N,N-dimethylaniline 36.9
    acrylonitrile 95.74
    aniline 79.59
    1,3-propanediol 282.17
    bromobenzene 61.6
    dibromomethane 152.37
    1,1,2,2-tetrachloroethane 241.39
    2-methyl-cyclohexyl acetate 37.88
    tetrabutyl urea 35.34
    diisobutyl methanol 21.78
    2-phenylethanol 74.62
    styrene 23.02
    dioctyl adipate 32.62
    dimethyl sulfate 53.82
    ethyl butyrate 28.22
    methyl lactate 68.95
    butyl lactate 44.45
    diethyl carbonate 29.37
    propanediol butyl ether 94.01
    triethyl orthoformate 28.08
    p-tert-butyltoluene 17.21
    methyl 4-tert-butylbenzoate 56.78
    morpholine 160.58
    tert-butylamine 70.48
    n-dodecanol 17.86
    dimethoxymethane 70.32
    ethylene carbonate 88.85
    cyrene 89.9
    2-ethoxyethyl acetate 38.71
    2-ethylhexyl acetate 30.69
    1,2,4-trichlorobenzene 93.77
    4-methylpyridine 92.59
    dibutyl ether 13.62
    2,6-dimethyl-4-heptanol 21.78
    DEF 63.38
    dimethyl isosorbide 92.97
    tetrachloroethylene 175.71
    eugenol 76.79
    triacetin 48.05
    span 80 75.01
    1,4-butanediol 135.02
    1,1-dichloroethane 107.3
    2-methyl-1-pentanol 77.86
    methyl formate 112.24
    2-methyl-1-butanol 109.39
    n-decane 2.27
    butyronitrile 67.23
    3,7-dimethyl-1-octanol 32.49
    1-chlorooctane 12.8
    1-chlorotetradecane 6.57
    n-nonane 1.88
    undecane 1.94
    tert-butylcyclohexane 4.33
    cyclooctane 1.99
    cyclopentanol 109.92
    tetrahydropyran 69.18
    tert-amyl methyl ether 30.16
    2,5,8-trioxanonane 108.49
    1-hexene 9.05
    2-isopropoxyethanol 80.17
    2,2,2-trifluoroethanol 157.09
    methyl butyrate 38.41

    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