2-Aminopyridine

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  • Identifiers

    CAS number
    504-29-0

    Molecular formula
    C5H6N2

    SMILES
    C1=CC=NC(=C1)N

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Roasted 52.0%
    Nutty 51.31%
    Fishy 49.66%
    Meaty 47.62%
    Burnt 45.86%
    Animal 41.41%
    Musty 39.49%
    Coffee 34.09%
    Smoky 32.24%
    Cocoa 30.72%

     

    Flavor
    Bitter 46.74%
    Nutty 42.29%
    Roasted 39.03%
    Coffee 30.58%
    Fishy 30.06%
    Sulfur 29.24%
    Cocoa 25.86%
    Meaty 25.85%
    Chocolate 25.09%
    Musty 24.84%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.5

    pKa est.
    5.9 (weak acid)

    Molecular weight
    94.11 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Melting point expt.

    • 138 to 140 °F (NTP, 1992)
    • 58.1 °C
    • 58 °C
    • 137 °F

    Boiling point

    • 399 to 410 °F at 760 mmHg (NTP, 1992)
    • 210.6 °C
    • Boiling point: 104-106 °C @ 20 mm Hg
    • 211 °C
    • 411 °F

    Flash point

    • 101.99 ˚C est.
    • 198 °F (NTP, 1992)
    • 198 ° F
    • 68 °C, 154 °F (closed cup)
    • 68 °C c.c.
    • 198 °F
    • 154 °F

    Solubility expt.

    • 10 to 50 mg/mL at 66 °F (NTP, 1992)
    • Soluble in alcohol, benzene, ether, and hot petrol ether
    • >100 g/100 g water @ 20 °C
    • Soluble in ethanol, ethyl ether, and acetone
    • Water solubility: >100g/100mL at 20 °C
    • Solubility in water: very good
    • >100%

  • Synonyms

    • 2-AMINOPYRIDINE
    • 504-29-0
    • pyridin-2-amine
    • 2-Pyridinamine
    • 2-Pyridylamine
    • Pyridinamine
    • Aminopyridine
    • o-Aminopyridine
    • 2-aminopyridin
    • 2-Aminopryidine
    • Pyridine, 2-amino-
    • Amino-2 pyridine
    • 1,2-Dihydro-2-iminopyridine
    • 2-Pyridinylnitrene
    • 26445-05-6
    • Pyridin-2-ylamine
    • .alpha.-Aminopyridine
    • NSC 431
    • 2-pyridinylamine
    • .beta.-Pyridylamine
    • pyridin-2-yl-amine
    • .alpha.-Pyridinamine
    • .alpha.-Pyridylamine
    • MFCD00006312
    • WSX981HEWU
    • CHEMBL21619
    • DTXSID0024505
    • NSC-431
    • 2-amino pyridine
    • alpha-Pyridinamine
    • alpha-Pyridylamine
    • alpha-Aminopyridine
    • 24843-39-8
    • Pyridin-2-amine (2-Pyridylamine)
    • Pyridine, amino-
    • CCRIS 4747
    • HSDB 2068
    • EINECS 207-988-4
    • UNII-WSX981HEWU
    • aminopyridin
    • iminopyridine
    • pyridineamine
    • pyridinylamine
    • Aminopyridines
    • amino pyridine
    • amino-pyridine
    • Pyridyl amine
    • pyridyl nitrogen
    • AI3-15287
    • |A-Pyridylamine
    • 2-pyridyl amine
    • 2-amino-pyridine
    • 2-aminopyr-idine
    • pyridine-2-amine
    • pyridine-2-ylamine
    • aminopyridine, 2-
    • 2-Aminopyridine, 99%
    • EC 207-988-4
    • 2-Aminopyridine, >=99%
    • BIDD:GT0578
    • DTXCID404505
    • NSC431
    • 2-AMINOPYRIDINE [HSDB]
    • JGQBNAFULRKENS-UHFFFAOYSA-N
    • .ALPHA.-AMINOPYRIDINE [MI]
    • BCP22964
    • STR00201
    • Tox21_200880
    • BBL011573
    • BDBM50013712
    • STK286012
    • AKOS000119615
    • CS-W020569
    • FA07684
    • PB47078
    • 2-AP, 2-Pyridinamine, 2-Pyridylamine
    • o-Aminopyridine [UN2671] [Poison]
    • NCGC00248863-01
    • NCGC00258434-01
    • BP-13063
    • CAS-504-29-0
    • PD180348
    • PIROXICAM IMPURITY A [EP IMPURITY]
    • TENOXICAM IMPURITY A [EP IMPURITY]
    • 2-Aminopyridine, purum, >=98.0% (NT)
    • DB-020545
    • A0411
    • NS00010856
    • EN300-19030
    • F90389
    • P17100
    • AC-907/25014346
    • 2-Aminopyridine, PESTANAL(R), analytical standard
    • MEPYRAMINE MALEATE IMPURITY C [EP IMPURITY]
    • Q2393470
    • F1995-0206
    • PIROXICAM RELATED COMPOUND A, REFERENCE STANDARD
    • Z104472278
    • InChI=1/C5H6N2/c6-5-3-1-2-4-7-5/h1-4H,(H2,6,7
    • Mepyramine impurity C, European Pharmacopoeia (EP) Reference Standard

  • Applications

    2-Aminopyridine (CAS 504-29-0) is primarily used as an intermediate and building block in chemical synthesis for pharmaceuticals and heterocyclic derivatives. It also serves as a versatile substrate for organic synthesis to access complex aminopyridine motifs. In coordination chemistry and catalysis, it acts as a ligand for metal complexes and as a catalyst-supporting reagent in metal-catalyzed reactions. In materials science and polymers, it is used as a precursor for functional compounds and MOF-type structures. Additionally, 2-aminopyridine is used as a starting material in the dye and pigment synthesis sector. In research laboratories, it is commonly treated as a flexible reagent for exploratory organic synthesis.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2202.61
    methanol 3204.01
    isopropanol 473.02
    water 132.93
    ethyl acetate 923.45
    n-propanol 968.6
    acetone 1550.48
    n-butanol 555.22
    acetonitrile 367.34
    DMF 1944.52
    toluene 80.97
    isobutanol 249.32
    1,4-dioxane 516.93
    methyl acetate 723.83
    THF 1302.41
    2-butanone 665.97
    n-pentanol 314.93
    sec-butanol 319.89
    n-hexane 10.51
    ethylene glycol 283.54
    NMP 1372.73
    cyclohexane 7.68
    DMSO 1256.16
    n-butyl acetate 375.47
    n-octanol 41.27
    chloroform 865.84
    n-propyl acetate 257.04
    acetic acid 1747.53
    dichloromethane 580.96
    cyclohexanone 517.64
    propylene glycol 261.23
    isopropyl acetate 231.86
    DMAc 1220.73
    2-ethoxyethanol 529.75
    isopentanol 216.88
    n-heptane 10.61
    ethyl formate 836.64
    1,2-dichloroethane 266.15
    n-hexanol 202.12
    2-methoxyethanol 1380.99
    isobutyl acetate 87.98
    tetrachloromethane 82.31
    n-pentyl acetate 142.05
    transcutol 465.28
    n-heptanol 77.64
    ethylbenzene 8.89
    MIBK 115.2
    2-propoxyethanol 547.83
    tert-butanol 250.38
    MTBE 161.36
    2-butoxyethanol 206.7
    propionic acid 1071.44
    o-xylene 29.1
    formic acid 1772.61
    diethyl ether 403.09
    m-xylene 35.2
    p-xylene 17.54
    chlorobenzene 127.47
    dimethyl carbonate 217.42
    n-octane 2.91
    formamide 2331.85
    cyclopentanone 973.23
    2-pentanone 536.01
    anisole 65.72
    cyclopentyl methyl ether 331.53
    gamma-butyrolactone 1480.24
    1-methoxy-2-propanol 631.35
    pyridine 624.78
    3-pentanone 276.44
    furfural 875.26
    n-dodecane 1.86
    diethylene glycol 318.0
    diisopropyl ether 34.79
    tert-amyl alcohol 187.55
    acetylacetone 360.53
    n-hexadecane 1.95
    acetophenone 72.17
    methyl propionate 701.5
    isopentyl acetate 149.28
    trichloroethylene 589.05
    n-nonanol 36.62
    cyclohexanol 162.82
    benzyl alcohol 99.86
    2-ethylhexanol 64.05
    isooctanol 45.56
    dipropyl ether 121.97
    1,2-dichlorobenzene 64.68
    ethyl lactate 79.16
    propylene carbonate 498.27
    n-methylformamide 2307.63
    2-pentanol 198.48
    n-pentane 14.8
    1-propoxy-2-propanol 290.86
    1-methoxy-2-propyl acetate 214.8
    2-(2-methoxypropoxy) propanol 65.98
    mesitylene 13.73
    ε-caprolactone 507.08
    p-cymene 13.56
    epichlorohydrin 843.75
    1,1,1-trichloroethane 194.03
    2-aminoethanol 705.19
    morpholine-4-carbaldehyde 830.11
    sulfolane 744.6
    2,2,4-trimethylpentane 4.63
    2-methyltetrahydrofuran 607.99
    n-hexyl acetate 103.57
    isooctane 3.2
    2-(2-butoxyethoxy)ethanol 124.64
    sec-butyl acetate 92.5
    tert-butyl acetate 111.64
    decalin 2.36
    glycerin 328.99
    diglyme 253.99
    acrylic acid 788.23
    isopropyl myristate 22.71
    n-butyric acid 1135.55
    acetyl acetate 253.75
    di(2-ethylhexyl) phthalate 25.84
    ethyl propionate 161.01
    nitromethane 2549.6
    1,2-diethoxyethane 215.15
    benzonitrile 160.4
    trioctyl phosphate 22.31
    1-bromopropane 151.32
    gamma-valerolactone 1125.01
    n-decanol 25.1
    triethyl phosphate 33.44
    4-methyl-2-pentanol 59.1
    propionitrile 387.68
    vinylene carbonate 440.53
    1,1,2-trichlorotrifluoroethane 511.69
    DMS 82.46
    cumene 7.24
    2-octanol 35.94
    2-hexanone 181.47
    octyl acetate 40.98
    limonene 23.16
    1,2-dimethoxyethane 473.55
    ethyl orthosilicate 34.18
    tributyl phosphate 31.21
    diacetone alcohol 152.05
    N,N-dimethylaniline 35.7
    acrylonitrile 510.36
    aniline 264.19
    1,3-propanediol 752.94
    bromobenzene 81.11
    dibromomethane 297.58
    1,1,2,2-tetrachloroethane 367.51
    2-methyl-cyclohexyl acetate 45.95
    tetrabutyl urea 42.22
    diisobutyl methanol 23.7
    2-phenylethanol 99.65
    styrene 18.05
    dioctyl adipate 31.26
    dimethyl sulfate 239.33
    ethyl butyrate 147.09
    methyl lactate 242.59
    butyl lactate 94.75
    diethyl carbonate 68.76
    propanediol butyl ether 114.91
    triethyl orthoformate 79.8
    p-tert-butyltoluene 12.61
    methyl 4-tert-butylbenzoate 51.38
    morpholine 894.43
    tert-butylamine 117.53
    n-dodecanol 17.13
    dimethoxymethane 765.57
    ethylene carbonate 394.72
    cyrene 64.31
    2-ethoxyethyl acetate 214.42
    2-ethylhexyl acetate 114.65
    1,2,4-trichlorobenzene 83.31
    4-methylpyridine 528.38
    dibutyl ether 53.75
    2,6-dimethyl-4-heptanol 23.7
    DEF 658.04
    dimethyl isosorbide 102.72
    tetrachloroethylene 281.34
    eugenol 60.42
    triacetin 70.8
    span 80 63.05
    1,4-butanediol 215.55
    1,1-dichloroethane 362.31
    2-methyl-1-pentanol 135.65
    methyl formate 1154.8
    2-methyl-1-butanol 214.01
    n-decane 3.39
    butyronitrile 411.41
    3,7-dimethyl-1-octanol 35.35
    1-chlorooctane 15.32
    1-chlorotetradecane 5.09
    n-nonane 3.26
    undecane 2.38
    tert-butylcyclohexane 2.84
    cyclooctane 2.5
    cyclopentanol 338.77
    tetrahydropyran 460.07
    tert-amyl methyl ether 105.68
    2,5,8-trioxanonane 122.51
    1-hexene 46.34
    2-isopropoxyethanol 207.21
    2,2,2-trifluoroethanol 508.48
    methyl butyrate 248.31

    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