Tiglic aldehyde

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    497-03-0

    Molecular formula
    C5H8O

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

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

    Environmental Hazard
    Environmental

    Retention indicies (RI)

    • DB5: 676.0
    • Carbowax: 1091.0

  • Odor profile

    Fruity 82.19%
    Green 79.31%
    Pungent 71.84%
    Ethereal 53.65%
    Herbal 51.92%
    Sharp 50.51%
    Spicy 49.91%
    Nutty 49.49%
    Almond 42.09%
    Cherry 38.61%

    Scent© AI

  • Properties

    XLogP3-AA
    0.9

    Molecular weight
    84.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    128°C

    Flash point est.
    14.65 ˚C

    Solubility expt.

    • Slightly soluble in water; soluble in ether and most oils
    • soluble (in ethanol)

  • Synonyms

    • trans-2-Methyl-2-butenal
    • Tiglic aldehyde
    • 497-03-0
    • Tiglaldehyde
    • (E)-2-Methylbut-2-enal
    • Tiglinaldehyde
    • 1115-11-3
    • 2-methylbut-2-enal
    • 2,3-Dimethylacrolein
    • 2-Butenal, 2-methyl-
    • 2-Butenal, 2-methyl-, (2E)-
    • 2-Methylcrotonaldehyde
    • trans-Tiglaldehyde
    • 2-Butenal, 2-methyl-, (E)-
    • E-2-Methyl-2-butenal
    • trans-2,3-Dimethylacrolein
    • trans-Methyl-2-butenal
    • 2-METHYL-2-BUTENAL
    • Crotonaldehyde, 2-methyl-, (E)-
    • FEMA No. 3407
    • 2-methyl-(E)-2-butenal
    • Tiglic acid aldehyde
    • MFCD00006977
    • NSC-2179
    • (2E)-2-methylbut-2-enal
    • 27ZVE2K81C
    • DTXSID1049308
    • ACWQBUSCFPJUPN-HWKANZROSA-
    • (e)-2-methyl-2-butenal
    • 2-METHYL-2-BUTENAL [FHFI]
    • 6038-09-1
    • NSC 2179
    • trans-2-Methylcrotonaldehyde
    • Tigaldehyde, trans-
    • 2-Methyl-2-butenal, trans-
    • 2-Methylcrotonaldehyde, (E)-
    • 2-Methyl-2-butenal, (E)-
    • (2Z)-2-methylbut-2-enal
    • 2-Butenal,2-methyl-(Z)-
    • 2-Methylbut-2-en-1-al, (E)-
    • EINECS 207-833-0
    • DTXSID00859414
    • UNII-27ZVE2K81C
    • AI3-24379
    • CCRIS 8097
    • 2,3Dimethylacrolein
    • 2Methylcrotonaldehyde
    • alpha-methylcrotonaldehyde
    • alpha,beta-dimethylacrolein
    • Tiglic aldehyde, >=96%
    • trans-2-methyl-but-2-enal
    • CHEMBL53493
    • DTXCID0029264
    • 2-Butenal,2-methyl-, (Z)-
    • DTXCID70809729
    • NSC2179
    • Tox21_202837
    • AKOS015912688
    • NCGC00260383-01
    • CAS-497-03-0
    • NS00022239
    • T1003
    • trans-2-Methyl-2-butenal, analytical standard
    • D92433
    • EN300-109078
    • EN300-304066
    • Q3045687
    • trans-2-Methyl-2-butenal, sum of isomers, >=99%, FG

  • Applications

    trans-2-Methyl-2-butenal (also known as 3-methylcrotonaldehyde) is an α,β-unsaturated aldehyde with a grassy-fruity odor that finds broad use as a flavoring agent in foods, beverages and tobacco, as a fragrance component in perfumery and personal-care products, and as a versatile intermediate for the synthesis of vitamins, pharmaceuticals, agrochemicals, resins and specialized heterocycles; it is furthermore employed as an analytical reference standard, an olfactory marker in sensory research and a reactive building block in laboratory-to-industrial chemical processes, with applications regulated under FEMA/GRAS and IFRA guidelines, and it should be stored cool and protected from light and oxidation to maintain purity.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 260.02
    methanol 212.22
    isopropanol 229.07
    water 6.2
    ethyl acetate 273.23
    n-propanol 237.34
    acetone 248.55
    n-butanol 215.42
    acetonitrile 399.78
    DMF 242.1
    toluene 88.4
    isobutanol 197.77
    1,4-dioxane 401.27
    methyl acetate 352.64
    THF 315.5
    2-butanone 300.57
    n-pentanol 159.67
    sec-butanol 266.84
    n-hexane 49.67
    ethylene glycol 64.71
    NMP 271.68
    cyclohexane 46.39
    DMSO 182.16
    n-butyl acetate 217.54
    n-octanol 135.64
    chloroform 808.04
    n-propyl acetate 184.02
    acetic acid 444.69
    dichloromethane 571.81
    cyclohexanone 297.05
    propylene glycol 95.45
    isopropyl acetate 149.63
    DMAc 246.93
    2-ethoxyethanol 196.48
    isopentanol 205.12
    n-heptane 36.66
    ethyl formate 163.54
    1,2-dichloroethane 294.16
    n-hexanol 189.46
    2-methoxyethanol 264.77
    isobutyl acetate 114.66
    tetrachloromethane 212.11
    n-pentyl acetate 148.94
    transcutol 805.74
    n-heptanol 127.39
    ethylbenzene 83.97
    MIBK 126.42
    2-propoxyethanol 218.69
    tert-butanol 336.4
    MTBE 233.51
    2-butoxyethanol 188.03
    propionic acid 347.3
    o-xylene 84.93
    formic acid 150.98
    diethyl ether 199.87
    m-xylene 70.54
    p-xylene 129.43
    chlorobenzene 174.28
    dimethyl carbonate 74.09
    n-octane 19.09
    formamide 205.56
    cyclopentanone 307.51
    2-pentanone 185.48
    anisole 178.33
    cyclopentyl methyl ether 161.93
    gamma-butyrolactone 383.32
    1-methoxy-2-propanol 199.05
    pyridine 359.0
    3-pentanone 155.48
    furfural 375.66
    n-dodecane 13.95
    diethylene glycol 155.28
    diisopropyl ether 73.35
    tert-amyl alcohol 322.55
    acetylacetone 193.25
    n-hexadecane 15.22
    acetophenone 164.97
    methyl propionate 180.82
    isopentyl acetate 195.34
    trichloroethylene 725.95
    n-nonanol 117.97
    cyclohexanol 178.52
    benzyl alcohol 134.72
    2-ethylhexanol 146.01
    isooctanol 118.54
    dipropyl ether 130.35
    1,2-dichlorobenzene 179.8
    ethyl lactate 94.62
    propylene carbonate 230.71
    n-methylformamide 181.57
    2-pentanol 181.55
    n-pentane 38.53
    1-propoxy-2-propanol 201.17
    1-methoxy-2-propyl acetate 172.79
    2-(2-methoxypropoxy) propanol 219.12
    mesitylene 54.16
    ε-caprolactone 290.54
    p-cymene 69.58
    epichlorohydrin 374.03
    1,1,1-trichloroethane 480.58
    2-aminoethanol 142.27
    morpholine-4-carbaldehyde 313.85
    sulfolane 321.05
    2,2,4-trimethylpentane 33.06
    2-methyltetrahydrofuran 330.07
    n-hexyl acetate 218.74
    isooctane 23.12
    2-(2-butoxyethoxy)ethanol 282.19
    sec-butyl acetate 136.66
    tert-butyl acetate 171.83
    decalin 35.45
    glycerin 116.35
    diglyme 461.3
    acrylic acid 297.01
    isopropyl myristate 87.39
    n-butyric acid 346.17
    acetyl acetate 177.06
    di(2-ethylhexyl) phthalate 86.41
    ethyl propionate 157.39
    nitromethane 537.22
    1,2-diethoxyethane 249.73
    benzonitrile 209.2
    trioctyl phosphate 60.87
    1-bromopropane 203.9
    gamma-valerolactone 373.19
    n-decanol 85.62
    triethyl phosphate 86.45
    4-methyl-2-pentanol 113.56
    propionitrile 260.9
    vinylene carbonate 236.94
    1,1,2-trichlorotrifluoroethane 341.89
    DMS 157.0
    cumene 73.64
    2-octanol 101.39
    2-hexanone 184.69
    octyl acetate 113.83
    limonene 98.92
    1,2-dimethoxyethane 288.2
    ethyl orthosilicate 86.41
    tributyl phosphate 73.79
    diacetone alcohol 201.51
    N,N-dimethylaniline 121.07
    acrylonitrile 316.93
    aniline 163.08
    1,3-propanediol 187.08
    bromobenzene 159.86
    dibromomethane 393.71
    1,1,2,2-tetrachloroethane 513.29
    2-methyl-cyclohexyl acetate 147.05
    tetrabutyl urea 84.68
    diisobutyl methanol 90.97
    2-phenylethanol 151.56
    styrene 98.91
    dioctyl adipate 128.54
    dimethyl sulfate 110.28
    ethyl butyrate 181.67
    methyl lactate 97.55
    butyl lactate 121.25
    diethyl carbonate 133.49
    propanediol butyl ether 175.22
    triethyl orthoformate 124.63
    p-tert-butyltoluene 66.13
    methyl 4-tert-butylbenzoate 166.12
    morpholine 382.74
    tert-butylamine 230.55
    n-dodecanol 64.45
    dimethoxymethane 124.54
    ethylene carbonate 173.39
    cyrene 150.33
    2-ethoxyethyl acetate 197.02
    2-ethylhexyl acetate 154.96
    1,2,4-trichlorobenzene 216.3
    4-methylpyridine 280.4
    dibutyl ether 142.59
    2,6-dimethyl-4-heptanol 90.97
    DEF 200.14
    dimethyl isosorbide 291.66
    tetrachloroethylene 379.9
    eugenol 182.88
    triacetin 204.42
    span 80 196.56
    1,4-butanediol 78.35
    1,1-dichloroethane 396.09
    2-methyl-1-pentanol 180.98
    methyl formate 131.96
    2-methyl-1-butanol 225.42
    n-decane 24.61
    butyronitrile 237.34
    3,7-dimethyl-1-octanol 140.15
    1-chlorooctane 88.46
    1-chlorotetradecane 35.14
    n-nonane 25.01
    undecane 17.71
    tert-butylcyclohexane 40.06
    cyclooctane 17.17
    cyclopentanol 182.68
    tetrahydropyran 288.06
    tert-amyl methyl ether 182.32
    2,5,8-trioxanonane 314.45
    1-hexene 136.84
    2-isopropoxyethanol 165.88
    2,2,2-trifluoroethanol 173.06
    methyl butyrate 207.46

    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
Orange leaf, sweet (North Africa) 2 Citrus sinensis (L.) Osbeck, cultivar Sanguine, fam. Rutaceae 0.38%
Orange leaf, sweet (North Africa) 3 Citrus sinensis (L.) Osbeck, cultivar Valencia late, fam. Rutaceae 0.02%
Orange leaf, sweet (North Africa) 4 Citrus sinensis (L.) Osbeck, cultivar Washington navel, fam. Rutaceae 0.03%
Hyacinth, picked flower headspace 1b Hyacinthus orientalis L., fam. Liliaceae 0.01%
Tulip sylvestre Tulipa sylvestris L., fam. Liliaceae 0.03%
Chicory root, roasted 1a 68650-43-1 Cichorium intybus L., fam. Asteraceae (Compositae) 0.01%
Chicory root, roasted 1b 68650-43-1 Cichorium intybus L., fam. Asteraceae (Compositae) 0.02%
Carob bean extract 1 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.1%
Carob bean powder 2a raw 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.03%
Carob bean powder 2b roasted 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.03%
Cassie absolute 1b headspace 8023-82-3 Acacia farnesiana (L.) Willd., fam. Mimosaceae (Leguminosae) 1.5%