Methacrolein

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    78-85-3

    Molecular formula
    C4H6O

    SMILES
    CC(=C)C=O

    Safety labels

    Flammable
    Flammable

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

    Health Hazard
    Health

    Environmental Hazard
    Environmental

    Retention indicies (RI)

    • DB5: 577.0
    • Carbowax: 974.0

  • Odor profile

    Green 70.55%
    Pungent 69.1%
    Floral 50.01%
    Fruity 49.61%
    Ethereal 46.86%
    Sharp 46.1%
    Spicy 41.03%
    Herbal 40.9%
    Almond 35.18%
    Nutty 34.3%

    Scent© AI

  • Properties

    XLogP3-AA
    0.7

    Molecular weight
    70.09 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Melting point expt.

    • -81 °C

    Boiling point

    • 68.4 °C
    • 68 °C

    Flash point est.
    -13.36 ˚C

    Flash point expt.

    • 35 °F (NFPA, 2010)
    • 35 °F (2 °C) (OPEN CUP)
    • -15 °C

    Solubility expt.

    • MISCIBLE WITH WATER, ETHANOL, ETHER
    • Water solubility = 5.9% (59,000 mg/L) at 20 °C
    • Solubility in water, g/100ml at 20 °C: 6 (soluble)

  • Synonyms

    • METHACROLEIN
    • Methacrylaldehyde
    • 78-85-3
    • 2-Methyl-2-propenal
    • 2-Propenal, 2-methyl-
    • 2-Methylacrolein
    • Isobutenal
    • 2-Methylprop-2-enal
    • 2-Methylpropenal
    • Acrolein, 2-methyl-
    • Methylacrylaldehyde
    • 2-Methylenepropanal
    • Methacrylic aldehyde
    • Methakrylaldehyd
    • Methakrylaldehyd [Czech]
    • HSDB 182
    • Methacrolein (stabilized with HQ)
    • .alpha.-Methacrolein
    • NSC 8260
    • .alpha.-Methylacrolein
    • Methacraldehyde
    • CCRIS 1153
    • EINECS 201-150-1
    • UN2396
    • UNII-9HRB24892H
    • BRN 1209258
    • 2-Methylacrylaldehyde
    • METHACRYALDEHYDE
    • AI3-37779
    • NSC-8260
    • METHACROLEIN [HSDB]
    • CH2=C(CH3)CHO
    • UN 2396 (Salt/Mix)
    • DTXSID0052540
    • 9HRB24892H
    • 4-01-00-03455 (Beilstein Handbook Reference)
    • MFCD00006974
    • alpha-Methylacrolein
    • 2-Methylpropenal [Czech]
    • 2-methyl-propenal
    • Methacrolein (Stabilized with 1% Hydroquinone)
    • methacroleine
    • 2Methylacrolein
    • 2Methylpropenal
    • 2Methyl2propenal
    • 2Methylenepropanal
    • alphaMethylacrolein
    • Acrolein, 2methyl
    • 2Propenal, 2methyl
    • Methacrolein, 95%
    • 2-Methylacrylaldehyde #
    • 2-METHYL PROPENAL
    • Methacrylaldehyde, inhibited
    • 2-FORMYL-1-PROPENE
    • WLN: VHY1&U1
    • CHEMBL4063095
    • DTXCID7031113
    • CHEBI:88384
    • NSC8260
    • .ALPHA.-METHYLACRYLALDEHYDE
    • METHACRYLALDEHYDE, STABILIZED
    • AKOS000119839
    • FM25133
    • M0078
    • NS00022801
    • EN300-19749
    • H10713
    • A839511
    • Q420234
    • 2-Methyl-2-propenal;Methacrylaldehyde;2-Methylacrolein
    • Methacrolein (Stabilized with 1per cent Hydroquinone)
    • F2191-0163
    • Methacrylaldehyde, inhibited [UN2396] [Flammable liquid]

  • Applications

    Methacrolein (2-methylpropenal, CAS 78-85-3) is a highly reactive alpha,beta-unsaturated aldehyde used primarily as a key intermediate for oxidation to methacrylic acid and for preparing methacrylate esters (notably methyl methacrylate) for PMMA and other acrylic resins in coatings, inks, adhesives, optical and dental materials; it also serves as a versatile building block in organic synthesis via Michael/aldol addition and Diels-Alder reactions to access heterocycles and precursors for pharmaceuticals, agrochemical intermediates and specialty additives, as well as specialty monomers/crosslinkers and polymer-modifying agents; in addition, it is employed as a reference/calibration standard in atmospheric chemistry (a major isoprene oxidation product) and in toxicology studies.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 187.29
    methanol 247.84
    isopropanol 111.87
    water 24.78
    ethyl acetate 79.03
    n-propanol 127.07
    acetone 82.58
    n-butanol 125.7
    acetonitrile 96.08
    DMF 110.75
    toluene 23.01
    isobutanol 95.32
    1,4-dioxane 94.14
    methyl acetate 102.15
    THF 98.72
    2-butanone 97.1
    n-pentanol 89.96
    sec-butanol 124.01
    n-hexane 17.33
    ethylene glycol 87.42
    NMP 140.58
    cyclohexane 9.44
    DMSO 68.87
    n-butyl acetate 99.78
    n-octanol 82.46
    chloroform 139.28
    n-propyl acetate 71.88
    acetic acid 277.12
    dichloromethane 107.41
    cyclohexanone 88.28
    propylene glycol 90.68
    isopropyl acetate 51.86
    DMAc 133.42
    2-ethoxyethanol 134.51
    isopentanol 111.0
    n-heptane 18.55
    ethyl formate 68.58
    1,2-dichloroethane 52.03
    n-hexanol 124.87
    2-methoxyethanol 176.73
    isobutyl acetate 53.63
    tetrachloromethane 35.3
    n-pentyl acetate 59.99
    transcutol 429.79
    n-heptanol 76.49
    ethylbenzene 28.86
    MIBK 55.31
    2-propoxyethanol 157.94
    tert-butanol 130.52
    MTBE 82.82
    2-butoxyethanol 121.1
    propionic acid 143.62
    o-xylene 30.91
    formic acid 161.85
    diethyl ether 66.28
    m-xylene 25.36
    p-xylene 39.42
    chlorobenzene 37.74
    dimethyl carbonate 29.95
    n-octane 8.85
    formamide 125.67
    cyclopentanone 91.58
    2-pentanone 68.41
    anisole 70.13
    cyclopentyl methyl ether 59.25
    gamma-butyrolactone 113.34
    1-methoxy-2-propanol 123.75
    pyridine 76.7
    3-pentanone 54.27
    furfural 139.04
    n-dodecane 8.01
    diethylene glycol 139.71
    diisopropyl ether 27.39
    tert-amyl alcohol 148.51
    acetylacetone 70.51
    n-hexadecane 8.11
    acetophenone 75.93
    methyl propionate 63.16
    isopentyl acetate 97.97
    trichloroethylene 129.07
    n-nonanol 69.67
    cyclohexanol 78.2
    benzyl alcohol 64.34
    2-ethylhexanol 90.12
    isooctanol 64.25
    dipropyl ether 64.63
    1,2-dichlorobenzene 44.8
    ethyl lactate 59.62
    propylene carbonate 83.75
    n-methylformamide 91.48
    2-pentanol 93.19
    n-pentane 15.56
    1-propoxy-2-propanol 135.43
    1-methoxy-2-propyl acetate 86.26
    2-(2-methoxypropoxy) propanol 143.36
    mesitylene 19.38
    ε-caprolactone 102.56
    p-cymene 35.88
    epichlorohydrin 102.06
    1,1,1-trichloroethane 71.26
    2-aminoethanol 134.88
    morpholine-4-carbaldehyde 144.93
    sulfolane 102.96
    2,2,4-trimethylpentane 16.88
    2-methyltetrahydrofuran 102.42
    n-hexyl acetate 93.86
    isooctane 11.19
    2-(2-butoxyethoxy)ethanol 167.98
    sec-butyl acetate 57.36
    tert-butyl acetate 65.83
    decalin 12.4
    glycerin 128.42
    diglyme 227.51
    acrylic acid 145.66
    isopropyl myristate 43.01
    n-butyric acid 146.77
    acetyl acetate 63.68
    di(2-ethylhexyl) phthalate 52.73
    ethyl propionate 59.8
    nitromethane 203.39
    1,2-diethoxyethane 103.55
    benzonitrile 64.06
    trioctyl phosphate 38.0
    1-bromopropane 42.92
    gamma-valerolactone 129.89
    n-decanol 52.84
    triethyl phosphate 44.93
    4-methyl-2-pentanol 64.37
    propionitrile 69.63
    vinylene carbonate 80.01
    1,1,2-trichlorotrifluoroethane 145.27
    DMS 64.02
    cumene 30.39
    2-octanol 52.41
    2-hexanone 77.72
    octyl acetate 57.11
    limonene 52.4
    1,2-dimethoxyethane 144.76
    ethyl orthosilicate 46.91
    tributyl phosphate 46.3
    diacetone alcohol 106.62
    N,N-dimethylaniline 57.3
    acrylonitrile 85.46
    aniline 48.87
    1,3-propanediol 136.53
    bromobenzene 29.27
    dibromomethane 69.33
    1,1,2,2-tetrachloroethane 100.08
    2-methyl-cyclohexyl acetate 77.83
    tetrabutyl urea 55.72
    diisobutyl methanol 52.65
    2-phenylethanol 76.88
    styrene 31.12
    dioctyl adipate 67.13
    dimethyl sulfate 42.67
    ethyl butyrate 81.04
    methyl lactate 59.85
    butyl lactate 69.16
    diethyl carbonate 58.49
    propanediol butyl ether 134.52
    triethyl orthoformate 60.83
    p-tert-butyltoluene 33.47
    methyl 4-tert-butylbenzoate 89.49
    morpholine 115.54
    tert-butylamine 92.38
    n-dodecanol 40.6
    dimethoxymethane 62.97
    ethylene carbonate 56.5
    cyrene 97.36
    2-ethoxyethyl acetate 79.16
    2-ethylhexyl acetate 75.37
    1,2,4-trichlorobenzene 60.3
    4-methylpyridine 75.47
    dibutyl ether 62.1
    2,6-dimethyl-4-heptanol 52.65
    DEF 86.83
    dimethyl isosorbide 148.7
    tetrachloroethylene 81.95
    eugenol 100.42
    triacetin 102.59
    span 80 123.25
    1,4-butanediol 72.47
    1,1-dichloroethane 70.13
    2-methyl-1-pentanol 101.1
    methyl formate 70.95
    2-methyl-1-butanol 114.73
    n-decane 12.5
    butyronitrile 71.0
    3,7-dimethyl-1-octanol 82.17
    1-chlorooctane 38.71
    1-chlorotetradecane 17.8
    n-nonane 12.15
    undecane 9.69
    tert-butylcyclohexane 18.17
    cyclooctane 5.38
    cyclopentanol 77.72
    tetrahydropyran 74.08
    tert-amyl methyl ether 81.09
    2,5,8-trioxanonane 173.48
    1-hexene 47.52
    2-isopropoxyethanol 105.9
    2,2,2-trifluoroethanol 113.13
    methyl butyrate 80.35

    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
Melittis melissophyllum Melittis melissophylum L., ssp. albida Guss, fam. Lamiaceae (Labiatae) 0.08%
Santolina chamaecyparisus (Egypt) 84961-58-0 Santolina chamaecyparisus L., fam. Asteraceae (Compositae) 0.3%
Zizyphus jujuba fruit (Malaysia) Zizyphus jujuba Mill. var. inermis, fam. Rhamnaceae 1.8%
Phalaenopsis schilleriana headspace Phalaenopsis schilleriana Rehb. f., fam. Orchidaceae 0.5%