Methyl 4-nitrobutyrate

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  • Identifiers

    CAS number
    13013-02-0

    Molecular formula
    C5H9NO4

    SMILES
    COC(=O)CCC[N+](=O)[O-]

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 69.44%
    Winey 44.24%
    Caramellic 41.56%
    Ethereal 33.27%
    Buttery 33.03%
    Sour 32.58%
    Sweet 32.1%
    Fatty 29.47%
    Odorless 24.86%
    Oily 23.58%

     

    Flavor
    Fruity 52.61%
    Odorless 42.38%
    Mild 26.96%
    Very mild 24.68%
    Sour 23.58%
    Grape 23.12%
    Yeast 22.75%
    Cheese 22.14%
    Acetoin 20.34%
    Roquefort cheese 20.3%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    0.6

    pKa est.
    7.68 (neutral)

    Molecular weight
    147.13 g/mol

    Flash point

    • 103.72 ˚C est.

  • Synonyms

    • Methyl 4-nitrobutyrate
    • 13013-02-0
    • BUTYRIC ACID, 4-NITRO-, METHYL ESTER
    • DTXSID30156362
    • RefChem:157638
    • DTXCID2078853
    • 235-866-0
    • Methyl 4-nitrobutanoate
    • 4-Nitrobutyric acid methyl ester
    • Butanoic acid, 4-nitro-, methyl ester
    • MFCD00007408
    • 4-Nitrobutanoic Acid Methyl Ester
    • METHYL4-NITROBUTYRATE
    • NSC 126459
    • EINECS 235-866-0
    • BRN 1766154
    • 4-nitro-butyric acid methyl ester
    • 4-Nitrobutanoic Acid Methyl Ester; Methyl 4-Nitrobutanoate; Methyl 4-Nitrobutyrate; NSC 126459
    • methyl-4-nitrobutyrate
    • methyl 4-nitro-butyrate
    • Methyl 4-nitrobutanoate #
    • 4-02-00-00840 (Beilstein Handbook Reference)
    • SCHEMBL974959
    • Methyl 4-nitrobutyrate, 97%
    • CHEMBL3358703
    • NAA01302
    • NSC126459
    • SBB013240
    • STK684996
    • AKOS005203224
    • NSC-126459
    • AS-55030
    • SY103838
    • DB-041943
    • ST4111296
    • CS-0039131
    • NS00051744
    • EN300-66820
    • W12509
    • F357392
    • F2147-8058
    • 13013-02-0

  • Applications

    Methyl 4-nitrobutyrate is the methyl ester of 4-nitrobutyric acid. It is typically employed as an organic synthesis intermediate and building block for a range of pharmaceutical and agrochemical compounds, enabling conversion to gamma-aminobutyric acid (GABA)-type derivatives and other nitro- or amino-substituted motifs. It may also be used in the preparation of specialty polymers or as a reactive precursor in process development and formulation-scale studies. Its use is contingent on local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 153.12
    methanol 318.85
    isopropanol 83.86
    water 48.45
    ethyl acetate 284.95
    n-propanol 88.37
    acetone 1329.85
    n-butanol 56.84
    acetonitrile 715.78
    DMF 4161.72
    toluene 137.13
    isobutanol 62.39
    1,4-dioxane 377.26
    methyl acetate 588.67
    THF 510.92
    2-butanone 604.14
    n-pentanol 54.2
    sec-butanol 72.58
    n-hexane 5.81
    ethylene glycol 138.49
    NMP 4534.99
    cyclohexane 5.73
    DMSO 4627.9
    n-butyl acetate 134.79
    n-octanol 23.67
    chloroform 386.68
    n-propyl acetate 195.18
    acetic acid 1079.85
    dichloromethane 772.75
    cyclohexanone 659.03
    propylene glycol 111.64
    isopropyl acetate 142.9
    DMAc 2730.88
    2-ethoxyethanol 312.08
    isopentanol 50.0
    n-heptane 2.84
    ethyl formate 376.04
    1,2-dichloroethane 545.73
    n-hexanol 29.41
    2-methoxyethanol 490.7
    isobutyl acetate 70.44
    tetrachloromethane 39.96
    n-pentyl acetate 72.14
    transcutol 1001.32
    n-heptanol 15.73
    ethylbenzene 86.79
    MIBK 134.76
    2-propoxyethanol 159.07
    tert-butanol 109.25
    MTBE 119.75
    2-butoxyethanol 72.43
    propionic acid 428.0
    o-xylene 149.72
    formic acid 952.73
    diethyl ether 92.19
    m-xylene 93.45
    p-xylene 119.47
    chlorobenzene 292.12
    dimethyl carbonate 435.28
    n-octane 1.14
    formamide 2160.11
    cyclopentanone 1279.81
    2-pentanone 307.73
    anisole 428.86
    cyclopentyl methyl ether 189.26
    gamma-butyrolactone 1856.96
    1-methoxy-2-propanol 284.17
    pyridine 808.01
    3-pentanone 311.13
    furfural 2670.3
    n-dodecane 1.2
    diethylene glycol 216.5
    diisopropyl ether 23.78
    tert-amyl alcohol 111.7
    acetylacetone 811.88
    n-hexadecane 1.41
    acetophenone 720.1
    methyl propionate 437.54
    isopentyl acetate 100.41
    trichloroethylene 1491.69
    n-nonanol 22.46
    cyclohexanol 75.79
    benzyl alcohol 320.16
    2-ethylhexanol 24.02
    isooctanol 14.16
    dipropyl ether 38.6
    1,2-dichlorobenzene 406.38
    ethyl lactate 160.61
    propylene carbonate 788.21
    n-methylformamide 1635.46
    2-pentanol 36.18
    n-pentane 4.06
    1-propoxy-2-propanol 95.6
    1-methoxy-2-propyl acetate 219.1
    2-(2-methoxypropoxy) propanol 226.53
    mesitylene 51.15
    ε-caprolactone 638.6
    p-cymene 36.29
    epichlorohydrin 1254.44
    1,1,1-trichloroethane 275.64
    2-aminoethanol 155.26
    morpholine-4-carbaldehyde 2370.35
    sulfolane 3626.97
    2,2,4-trimethylpentane 5.22
    2-methyltetrahydrofuran 322.36
    n-hexyl acetate 113.17
    isooctane 2.34
    2-(2-butoxyethoxy)ethanol 213.44
    sec-butyl acetate 99.48
    tert-butyl acetate 175.97
    decalin 7.89
    glycerin 244.81
    diglyme 531.23
    acrylic acid 789.45
    isopropyl myristate 36.7
    n-butyric acid 260.73
    acetyl acetate 316.99
    di(2-ethylhexyl) phthalate 71.11
    ethyl propionate 193.01
    nitromethane 4517.12
    1,2-diethoxyethane 161.21
    benzonitrile 473.24
    trioctyl phosphate 33.42
    1-bromopropane 112.06
    gamma-valerolactone 1868.15
    n-decanol 16.2
    triethyl phosphate 92.36
    4-methyl-2-pentanol 22.92
    propionitrile 230.81
    vinylene carbonate 910.43
    1,1,2-trichlorotrifluoroethane 1118.73
    DMS 347.62
    cumene 56.57
    2-octanol 12.56
    2-hexanone 216.15
    octyl acetate 54.12
    limonene 48.32
    1,2-dimethoxyethane 610.35
    ethyl orthosilicate 60.03
    tributyl phosphate 62.1
    diacetone alcohol 263.69
    N,N-dimethylaniline 315.16
    acrylonitrile 704.64
    aniline 296.58
    1,3-propanediol 149.02
    bromobenzene 246.86
    dibromomethane 319.62
    1,1,2,2-tetrachloroethane 754.35
    2-methyl-cyclohexyl acetate 109.12
    tetrabutyl urea 107.96
    diisobutyl methanol 15.91
    2-phenylethanol 131.93
    styrene 146.88
    dioctyl adipate 108.21
    dimethyl sulfate 1538.27
    ethyl butyrate 124.47
    methyl lactate 329.68
    butyl lactate 91.63
    diethyl carbonate 111.28
    propanediol butyl ether 125.12
    triethyl orthoformate 75.29
    p-tert-butyltoluene 30.78
    methyl 4-tert-butylbenzoate 229.88
    morpholine 497.28
    tert-butylamine 49.14
    n-dodecanol 11.92
    dimethoxymethane 651.19
    ethylene carbonate 484.34
    cyrene 416.89
    2-ethoxyethyl acetate 197.66
    2-ethylhexyl acetate 83.31
    1,2,4-trichlorobenzene 541.66
    4-methylpyridine 917.23
    dibutyl ether 36.06
    2,6-dimethyl-4-heptanol 15.91
    DEF 744.25
    dimethyl isosorbide 451.06
    tetrachloroethylene 446.02
    eugenol 210.91
    triacetin 338.72
    span 80 128.99
    1,4-butanediol 85.62
    1,1-dichloroethane 294.07
    2-methyl-1-pentanol 55.29
    methyl formate 1418.93
    2-methyl-1-butanol 56.54
    n-decane 2.03
    butyronitrile 150.2
    3,7-dimethyl-1-octanol 31.39
    1-chlorooctane 15.27
    1-chlorotetradecane 5.98
    n-nonane 1.82
    undecane 1.53
    tert-butylcyclohexane 6.37
    cyclooctane 2.43
    cyclopentanol 116.49
    tetrahydropyran 162.06
    tert-amyl methyl ether 111.69
    2,5,8-trioxanonane 398.08
    1-hexene 27.13
    2-isopropoxyethanol 160.32
    2,2,2-trifluoroethanol 660.72
    methyl butyrate 303.1

    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