2,3-Dimethylacrylic acid, (E)-

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  • Identifiers

    CAS number
    13201-46-2

    Molecular formula
    C5H8O2

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fruity 77.59%
    Caramellic 69.38%
    Sweet 68.67%
    Spicy 58.95%
    Woody 51.27%
    Pungent 50.69%
    Sharp 42.03%
    Dry 41.75%
    Herbal 40.7%
    Burnt 38.96%

    Scent© AI

  • Properties

    XLogP3-AA
    1.0

    Molecular weight
    100.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Melting point expt.

    • 62.5-64 °C
    • Crystals; melting point: 75-76 °C. /Amide/
    • 61 - 65 °C

    Boiling point

    • 198.5 °C at 760 mm Hg, 95.0-96 °C at 11.5 mm Hg
    • 95.00 to 96.00 °C. @ 12.00 mm Hg

    Flash point est.
    77.34 ˚C

    Solubility expt.

    • Sparingly soluble in cold water; freely soluble in hot water. Soluble in alcohol, ether.
    • 1 mg/mL
    • Slightly soluble in water; insoluble in oils
    • soluble (in ethanol)

  • Synonyms

    • TIGLIC ACID
    • 80-59-1
    • Tiglinic acid
    • trans-2,3-Dimethylacrylic acid
    • Cevadic acid
    • 2-methylbut-2-enoic acid
    • (E)-2-Methylbut-2-enoic acid
    • trans-2-Methyl-2-butenoic acid
    • (E)-2-Methyl-2-butenoic acid
    • 2-Methyl-2-butenoic acid
    • trans-2-Methylcrotonic acid
    • (E)-2,3-Dimethylacrylic acid
    • (E)-2-Methylcrotonic acid
    • Crotonic acid, 2-methyl-, (E)-
    • 2-Butenoic acid, 2-methyl-, (2E)-
    • tiglate
    • (2E)-2-methylbut-2-enoic acid
    • 2,3-Dimethylacrylic acid, (E)-
    • 13201-46-2
    • alpha-Methylcrotonic acid
    • FEMA No. 3599
    • trans-alpha,beta-Dimethylacrylic acid
    • 2-Butenoic acid, 2-methyl-, (E)-
    • 2-Methylcrotonic acid
    • NSC 44235
    • Tiglinsaeure
    • alpha-Methylcrotonic acid, (E)-
    • 2-Methyl-2-butenoic acid, (E)-
    • EINECS 201-295-0
    • MFCD00066864
    • (E)-2-methyl-Crotonic acid
    • UNII-I5792N03HC
    • BRN 1236500
    • CHEBI:9592
    • AI3-36118
    • HSDB 7614
    • methyl methacrylic acid
    • I5792N03HC
    • NSC-8999
    • 2,3-Dimethylacrylic acid
    • NSC-44235
    • 2-methyl-2E-butenoic acid
    • trans-.alpha.,.beta.-Dimethylacrylic acid
    • 2-methyl-(E)-2-butenoic acid
    • alpha,beta-dimethyl acrylic acid
    • E)-2-METHYLCROTONIC ACID
    • NSC8999
    • 4-02-00-01552 (Beilstein Handbook Reference)
    • NSC44235
    • 2-METHYLBUT-2-ENOIC ACID, (E)-
    • METHYL-2-BUTENOIC ACID, TRANS-2-
    • Tiglicacid
    • 2-Butenoic acid,2-methyl-
    • Cevadate
    • Tiglinate
    • epsilon-Tiglate
    • E-Tiglate
    • Methylbutenoicacid
    • E-Tiglic acid
    • (2E)-2-Methyl-2-butenoic acid
    • 2-methyl-Crotonate
    • epsilon-Tiglic acid
    • EINECS 236-167-3
    • methyl crotonic acid
    • methylmethacrylic acid
    • 2,3-Dimethylacrylate
    • 2-methyl-2-butenoate
    • Tiglic acid, (E)-
    • 2-Methylbut-2-enoate
    • 2-methyl-Crotonic acid
    • trans-2-Methylcrotonate
    • (E)-2-Methylcrotonate
    • 2-methylbut-2-enoicacid
    • (E)-2-methyl-Crotonate
    • alpha-methyl-crotonic acid
    • TIGLIC ACID [MI]
    • trans-2,3-Dimethylacrylic acid (Tiglic acid)
    • bmse000727
    • TIGLIC ACID [HSDB]
    • trans-2,3-Dimethylacrylate
    • (E)-2,3-Dimethylacrylate
    • 2-methyl-(E)-2-butenoate
    • trans-2-Methyl-2-butenoate
    • (E)-2-methyl-2-Butenoate
    • SCHEMBL15042
    • CHEMBL52416
    • (2E)-2-Methyl-2-butenoate
    • GTPL6499
    • trans-Crotonic acid, 2-methyl-
    • CHEBI:36432
    • trans-alpha,beta-Dimethylacrylate
    • DTXSID80883257
    • trans-2-methyl-but-2-enoic acid
    • BCP18945
    • (2E)-2-Methyl-2-butenoic acid #
    • LMFA01020030
    • s3789
    • AKOS003375681
    • CCG-266028
    • CS-W013715
    • FM71312
    • HY-W012999
    • trans-2,3-Dimethylacrylic acid, 98%
    • (E)-.ALPHA.-METHYLCROTONIC ACID
    • NCGC00648718-02
    • DA-58577
    • LS-13047
    • CS-0356606
    • NS00009823
    • T0246
    • Tiglic acid/trans-2,3-Dimethylacrylic acid)
    • EN300-83150
    • C08279
    • D78012
    • EN300-370249
    • TRANS-2-METHYL-2-BUTENOIC ACID [FHFI]
    • trans-2-Methyl-2-butenoic acid, >=99%, FG
    • Q425475
    • Q27116830
    • F0001-2086
    • Z1205493556
    • trans-2-Methylcrotonic acid = trans-2-Methyl-2-butenoate
    • trans-2-Methylcrotonic acid = trans-2-Methyl-2-butenoic acid
    • trans-2-Methylcrotonic acid = trans-2-Methyl-2-butenoic acid = Tiglinate
    • alpha,beta-dimethyl acrylic acid; 2-Methyl-2-butenoic acid; (E)-2-methyl-Crotonic acid
    • trans-2-Methylcrotonic acid = trans-2-Methyl-2-butenoic acid = Tiglinic acid
    • 201-295-0
    • trans-2,3-Dimethylacrylic acid; trans-2-Methyl-2-butenoic acid; (2E)-2-Methyl-2-butenoic acid

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 169.06
    methanol 226.97
    isopropanol 118.02
    water 18.39
    ethyl acetate 46.39
    n-propanol 112.6
    acetone 47.9
    n-butanol 105.58
    acetonitrile 44.63
    DMF 137.24
    toluene 7.75
    isobutanol 89.04
    1,4-dioxane 182.66
    methyl acetate 53.76
    THF 191.94
    2-butanone 56.67
    n-pentanol 106.87
    sec-butanol 108.57
    n-hexane 11.18
    ethylene glycol 54.65
    NMP 186.68
    cyclohexane 4.01
    DMSO 164.05
    n-butyl acetate 42.49
    n-octanol 63.33
    chloroform 57.39
    n-propyl acetate 32.89
    acetic acid 144.88
    dichloromethane 52.91
    cyclohexanone 80.61
    propylene glycol 54.32
    isopropyl acetate 34.05
    DMAc 109.49
    2-ethoxyethanol 154.64
    isopentanol 104.23
    n-heptane 6.05
    ethyl formate 40.53
    1,2-dichloroethane 43.46
    n-hexanol 96.49
    2-methoxyethanol 188.67
    isobutyl acetate 22.33
    tetrachloromethane 20.26
    n-pentyl acetate 53.61
    transcutol 342.17
    n-heptanol 73.12
    ethylbenzene 11.82
    MIBK 53.74
    2-propoxyethanol 135.94
    tert-butanol 185.07
    MTBE 94.57
    2-butoxyethanol 117.37
    propionic acid 95.47
    o-xylene 15.83
    formic acid 135.93
    diethyl ether 61.22
    m-xylene 13.72
    p-xylene 17.24
    chlorobenzene 19.75
    dimethyl carbonate 18.32
    n-octane 4.18
    formamide 163.9
    cyclopentanone 107.66
    2-pentanone 52.29
    anisole 39.95
    cyclopentyl methyl ether 69.94
    gamma-butyrolactone 142.2
    1-methoxy-2-propanol 136.22
    pyridine 45.78
    3-pentanone 33.09
    furfural 119.43
    n-dodecane 3.63
    diethylene glycol 112.66
    diisopropyl ether 24.87
    tert-amyl alcohol 175.68
    acetylacetone 50.28
    n-hexadecane 3.92
    acetophenone 40.47
    methyl propionate 40.74
    isopentyl acetate 48.54
    trichloroethylene 70.48
    n-nonanol 55.96
    cyclohexanol 66.39
    benzyl alcohol 44.47
    2-ethylhexanol 52.92
    isooctanol 60.99
    dipropyl ether 30.05
    1,2-dichlorobenzene 26.3
    ethyl lactate 26.9
    propylene carbonate 63.29
    n-methylformamide 93.63
    2-pentanol 83.86
    n-pentane 7.74
    1-propoxy-2-propanol 84.63
    1-methoxy-2-propyl acetate 52.87
    2-(2-methoxypropoxy) propanol 99.02
    mesitylene 13.43
    ε-caprolactone 94.8
    p-cymene 15.2
    epichlorohydrin 125.54
    1,1,1-trichloroethane 37.66
    2-aminoethanol 108.72
    morpholine-4-carbaldehyde 186.54
    sulfolane 186.56
    2,2,4-trimethylpentane 9.9
    2-methyltetrahydrofuran 147.36
    n-hexyl acetate 78.29
    isooctane 6.95
    2-(2-butoxyethoxy)ethanol 149.97
    sec-butyl acetate 26.61
    tert-butyl acetate 63.53
    decalin 6.4
    glycerin 87.82
    diglyme 203.12
    acrylic acid 80.04
    isopropyl myristate 31.16
    n-butyric acid 95.4
    acetyl acetate 25.48
    di(2-ethylhexyl) phthalate 35.06
    ethyl propionate 27.7
    nitromethane 130.82
    1,2-diethoxyethane 78.69
    benzonitrile 35.15
    trioctyl phosphate 29.01
    1-bromopropane 25.83
    gamma-valerolactone 164.45
    n-decanol 41.65
    triethyl phosphate 22.55
    4-methyl-2-pentanol 64.33
    propionitrile 35.21
    vinylene carbonate 53.52
    1,1,2-trichlorotrifluoroethane 102.24
    DMS 40.89
    cumene 16.09
    2-octanol 52.09
    2-hexanone 50.34
    octyl acetate 41.76
    limonene 22.79
    1,2-dimethoxyethane 152.6
    ethyl orthosilicate 24.54
    tributyl phosphate 31.74
    diacetone alcohol 111.99
    N,N-dimethylaniline 40.72
    acrylonitrile 43.36
    aniline 30.98
    1,3-propanediol 137.57
    bromobenzene 13.56
    dibromomethane 36.74
    1,1,2,2-tetrachloroethane 67.18
    2-methyl-cyclohexyl acetate 41.99
    tetrabutyl urea 39.48
    diisobutyl methanol 33.33
    2-phenylethanol 56.21
    styrene 11.63
    dioctyl adipate 40.76
    dimethyl sulfate 41.83
    ethyl butyrate 30.56
    methyl lactate 37.1
    butyl lactate 49.57
    diethyl carbonate 19.94
    propanediol butyl ether 103.0
    triethyl orthoformate 27.36
    p-tert-butyltoluene 15.75
    methyl 4-tert-butylbenzoate 69.0
    morpholine 189.08
    tert-butylamine 112.07
    n-dodecanol 30.04
    dimethoxymethane 80.88
    ethylene carbonate 40.89
    cyrene 84.87
    2-ethoxyethyl acetate 72.87
    2-ethylhexyl acetate 35.58
    1,2,4-trichlorobenzene 34.4
    4-methylpyridine 47.14
    dibutyl ether 40.43
    2,6-dimethyl-4-heptanol 33.33
    DEF 72.0
    dimethyl isosorbide 133.05
    tetrachloroethylene 57.28
    eugenol 76.31
    triacetin 58.6
    span 80 91.11
    1,4-butanediol 71.9
    1,1-dichloroethane 35.08
    2-methyl-1-pentanol 108.8
    methyl formate 57.06
    2-methyl-1-butanol 97.39
    n-decane 5.94
    butyronitrile 41.83
    3,7-dimethyl-1-octanol 55.33
    1-chlorooctane 24.88
    1-chlorotetradecane 10.26
    n-nonane 5.51
    undecane 4.48
    tert-butylcyclohexane 9.45
    cyclooctane 2.51
    cyclopentanol 92.8
    tetrahydropyran 89.65
    tert-amyl methyl ether 78.84
    2,5,8-trioxanonane 148.95
    1-hexene 28.65
    2-isopropoxyethanol 104.4
    2,2,2-trifluoroethanol 64.66
    methyl butyrate 40.54

    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
Fitweed leaf Eryngium foetidum L., fam. Apiaceae (Umbelliferae) 1.33%
Fitweed root Eryngium foetidum L., fam. Apiaceae (Umbelliferae) 4.66%
Spearmint, scotch (Japan) Mentha gracilis Sole, fam. Lamiaceae (Labiatae) 0.02%
Bupleurum gibraltarium (Spain) Bupleurum gibraltarium Lam., fam. Apiaceae (Umbelliferae) 0.6%