2-Butenoic acid, 2-methyl-, methyl ester, (2E)-

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  • Identifiers

    CAS number
    6622-76-0

    Molecular formula
    C6H10O2

    SMILES
    C/C=C(\C)/C(=O)OC

    Safety labels

    Flammable
    Flammable

    Retention indicies (RI)

    • DB5: 866.0
    • Carbowax: 1141.0

  • Odor profile

    Fruity 92.36%
    Sweet 63.25%
    Ethereal 56.91%
    Green 56.8%
    Herbal 53.42%
    Apple 48.37%
    Chamomile 48.37%
    Pungent 47.25%
    Rummy 47.23%
    Winey 40.94%

    Scent© AI

  • Properties

    XLogP3-AA
    1.3

    Molecular weight
    114.14 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    140°C

    Flash point est.
    30.13 ˚C

  • Synonyms

    • Methyl tiglate
    • 6622-76-0
    • Methyl 2-methylcrotonate
    • Tiglic acid methyl ester
    • Methyl 2-methyl-2-butenoate
    • methyl (E)-2-methylbut-2-enoate
    • Methyl (E)-2-methylcrotonate
    • Methyl alpha-methylcrotonate
    • Methyl trans-2-methylcrotonate
    • 41725-90-0
    • EINECS 229-575-8
    • NSC 55277
    • BRN 1720455
    • AI3-35988
    • EINECS 255-518-1
    • Crotonic acid, 2-methyl-, methyl ester, (E)-
    • 2-Butenoic acid, 2-methyl-, methyl ester
    • 2-Carbomethoxy-2-butene, (E)-
    • Methyl trans-2-methyl-2-butenoate
    • DTXSID30878830
    • 2-Butenoic acid, 2-methyl-, methyl ester, (2E)-
    • Methyl (E)-2-methyl-2-butenoate
    • Methyl (2E)-2-methyl-2-butenoate
    • methyl (2Z)-2-methylbut-2-enoate
    • NSC-55277
    • MFCD00016654
    • Tiglic acid, methyl ester (6CI,7CI)
    • Tiglic acid, methyl ester
    • Methyl tiglate, AldrichCPR
    • 7B33DP4YUM
    • CHEMBL55121
    • SCHEMBL306388
    • CHEBI:185318
    • (E)-methyl 2-methylbut-2-enoate
    • DTXCID401016860
    • AS-76802
    • METHYL (2E)-2-METHYLBUT-2-ENOATE
    • NS00082465
    • T0248
    • EN300-98186
    • EN300-658913
    • Crotonic acid, 2-methyl-, methyl ester, (E)-(8CI)
    • Q63396422
    • 229-575-8

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1991.12
    methanol 2490.83
    isopropanol 1723.71
    water 34.28
    ethyl acetate 1403.78
    n-propanol 1723.84
    acetone 1823.0
    n-butanol 1370.27
    acetonitrile 2754.7
    DMF 1920.63
    toluene 622.47
    isobutanol 1360.34
    1,4-dioxane 2795.43
    methyl acetate 1604.81
    THF 2148.84
    2-butanone 1636.93
    n-pentanol 1215.29
    sec-butanol 1595.59
    n-hexane 365.34
    ethylene glycol 463.81
    NMP 1615.34
    cyclohexane 362.42
    DMSO 1589.51
    n-butyl acetate 761.49
    n-octanol 641.02
    chloroform 4362.18
    n-propyl acetate 1037.65
    acetic acid 2107.96
    dichloromethane 3850.99
    cyclohexanone 1651.98
    propylene glycol 516.92
    isopropyl acetate 801.8
    DMAc 1204.41
    2-ethoxyethanol 1712.61
    isopentanol 1134.47
    n-heptane 140.46
    ethyl formate 1116.46
    1,2-dichloroethane 2208.28
    n-hexanol 816.02
    2-methoxyethanol 2025.73
    isobutyl acetate 569.5
    tetrachloromethane 1239.17
    n-pentyl acetate 701.49
    transcutol 2282.94
    n-heptanol 566.85
    ethylbenzene 517.73
    MIBK 727.33
    2-propoxyethanol 1198.01
    tert-butanol 2229.51
    MTBE 1614.11
    2-butoxyethanol 867.99
    propionic acid 1527.38
    o-xylene 506.72
    formic acid 990.08
    diethyl ether 1767.67
    m-xylene 468.02
    p-xylene 729.99
    chlorobenzene 1049.91
    dimethyl carbonate 438.17
    n-octane 91.93
    formamide 1395.61
    cyclopentanone 1884.09
    2-pentanone 1228.44
    anisole 991.74
    cyclopentyl methyl ether 1170.99
    gamma-butyrolactone 2251.4
    1-methoxy-2-propanol 1345.84
    pyridine 1667.82
    3-pentanone 975.9
    furfural 1787.71
    n-dodecane 67.46
    diethylene glycol 827.78
    diisopropyl ether 532.23
    tert-amyl alcohol 1915.29
    acetylacetone 1087.83
    n-hexadecane 76.29
    acetophenone 820.85
    methyl propionate 1034.71
    isopentyl acetate 666.79
    trichloroethylene 4012.55
    n-nonanol 530.3
    cyclohexanol 1131.92
    benzyl alcohol 820.08
    2-ethylhexanol 515.5
    isooctanol 489.57
    dipropyl ether 545.31
    1,2-dichlorobenzene 1029.5
    ethyl lactate 433.21
    propylene carbonate 1109.01
    n-methylformamide 1564.41
    2-pentanol 1113.7
    n-pentane 295.06
    1-propoxy-2-propanol 754.27
    1-methoxy-2-propyl acetate 600.51
    2-(2-methoxypropoxy) propanol 591.93
    mesitylene 347.52
    ε-caprolactone 1478.89
    p-cymene 268.45
    epichlorohydrin 2463.93
    1,1,1-trichloroethane 2615.13
    2-aminoethanol 945.82
    morpholine-4-carbaldehyde 1775.87
    sulfolane 2107.69
    2,2,4-trimethylpentane 201.53
    2-methyltetrahydrofuran 2066.75
    n-hexyl acetate 996.57
    isooctane 141.14
    2-(2-butoxyethoxy)ethanol 879.25
    sec-butyl acetate 643.63
    tert-butyl acetate 939.95
    decalin 200.09
    glycerin 630.26
    diglyme 1607.51
    acrylic acid 1317.97
    isopropyl myristate 327.96
    n-butyric acid 1545.94
    acetyl acetate 748.48
    di(2-ethylhexyl) phthalate 265.85
    ethyl propionate 846.91
    nitromethane 3167.44
    1,2-diethoxyethane 972.53
    benzonitrile 1117.87
    trioctyl phosphate 229.35
    1-bromopropane 1411.84
    gamma-valerolactone 2160.09
    n-decanol 368.2
    triethyl phosphate 294.63
    4-methyl-2-pentanol 573.34
    propionitrile 1716.6
    vinylene carbonate 1140.67
    1,1,2-trichlorotrifluoroethane 1541.8
    DMS 634.14
    cumene 402.11
    2-octanol 513.79
    2-hexanone 993.41
    octyl acetate 439.33
    limonene 358.9
    1,2-dimethoxyethane 2149.62
    ethyl orthosilicate 295.95
    tributyl phosphate 276.43
    diacetone alcohol 950.4
    N,N-dimethylaniline 680.66
    acrylonitrile 2039.34
    aniline 884.82
    1,3-propanediol 1239.82
    bromobenzene 1075.93
    dibromomethane 2645.82
    1,1,2,2-tetrachloroethane 2901.39
    2-methyl-cyclohexyl acetate 461.54
    tetrabutyl urea 318.49
    diisobutyl methanol 308.37
    2-phenylethanol 608.24
    styrene 639.17
    dioctyl adipate 389.87
    dimethyl sulfate 644.24
    ethyl butyrate 606.33
    methyl lactate 469.78
    butyl lactate 461.56
    diethyl carbonate 434.83
    propanediol butyl ether 742.79
    triethyl orthoformate 413.91
    p-tert-butyltoluene 275.49
    methyl 4-tert-butylbenzoate 609.45
    morpholine 2736.97
    tert-butylamine 1609.41
    n-dodecanol 265.86
    dimethoxymethane 1198.15
    ethylene carbonate 974.82
    cyrene 579.1
    2-ethoxyethyl acetate 790.06
    2-ethylhexyl acetate 528.32
    1,2,4-trichlorobenzene 1130.02
    4-methylpyridine 1575.45
    dibutyl ether 597.6
    2,6-dimethyl-4-heptanol 308.37
    DEF 1290.96
    dimethyl isosorbide 840.94
    tetrachloroethylene 2298.49
    eugenol 634.71
    triacetin 642.38
    span 80 520.06
    1,4-butanediol 662.73
    1,1-dichloroethane 2635.77
    2-methyl-1-pentanol 1110.71
    methyl formate 1172.45
    2-methyl-1-butanol 1265.75
    n-decane 118.19
    butyronitrile 1546.93
    3,7-dimethyl-1-octanol 529.41
    1-chlorooctane 422.39
    1-chlorotetradecane 158.14
    n-nonane 122.08
    undecane 84.82
    tert-butylcyclohexane 225.18
    cyclooctane 131.96
    cyclopentanol 1285.85
    tetrahydropyran 2099.81
    tert-amyl methyl ether 1190.06
    2,5,8-trioxanonane 934.85
    1-hexene 842.27
    2-isopropoxyethanol 1100.84
    2,2,2-trifluoroethanol 807.16
    methyl butyrate 1121.72

    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

Botanical

Name CAS Botanical Proportion
Chamomile, german (Germany) 2, Living Flower 8002-66-2 Chamomilla recutita (L.) Rausch.(Matricaria chamomilla L.), fam.Asteraceae 0.12%
Jasmine rose flower headspace (China) 1 Gardenia jasminoides Ellis, fam. Rubiaceae 3.29%
Genipap fruit (Brazil) Genipa americana L., fam. Rubiaceae 4.1%
Soursop, wild fruit Annona montana Macf., fam. Annonaceae 0.01%