Allyl Cinnamate

Overview IFRA Request a quote

  • Identifiers

    CAS number
    1866-31-5

    Molecular formula
    C12H12O2

    SMILES
    C=CCOC(=O)/C=C/C1=CC=CC=C1

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 89.91%
    Sweet 86.29%
    Balsamic 77.63%
    Spicy 63.66%
    Cinnamon 58.29%
    Pineapple 47.85%
    Cherry 47.0%
    Floral 43.13%
    Honey 38.92%
    Berry 37.09%

     

    Flavor
    Sweet 42.89%
    Balsam 41.71%
    Cinnamon 30.94%
    Fruity 28.56%
    Cherry 28.23%
    Honey 26.91%
    Strawberry 25.58%
    Floral 25.3%
    Balsamic 22.72%
    Chocolate 21.67%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.0

    pKa est.
    6.94 (neutral)

    Molecular weight
    188.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    280°C

    Flash point

    • 143.58 ˚C est.

    Solubility expt.

    • insoluble in water; soluble in oils
    • Miscible (in ethanol)

  • Synonyms

    • Allyl cinnamate
    • 1866-31-5
    • Propenyl cinnamate
    • Allyl 3-phenylacrylate
    • Vinyl carbinyl cinnamate
    • CINNAMIC ACID, ALLYL ESTER
    • Allyl 3-phenyl-2-propenoate
    • 2-Propenoic acid, 3-phenyl-, 2-propenyl ester
    • Allyl beta-phenylacrylate
    • FEMA No. 2022
    • Cinnamic Acid Allyl Ester
    • Allylester kyseliny skoricove
    • NSC 20972
    • 2-Propen-1-yl 3-phenyl-2-propenoate
    • prop-2-enyl (E)-3-phenylprop-2-enoate
    • 2-Propenyl 3-phenyl-2-propenoate
    • EINECS 217-477-8
    • Allylester kyseliny skoricove [Czech]
    • 2-Propenoic acid, 3-phenyl-, 2-propen-1-yl ester
    • AI3-02313
    • MFCD00026105
    • NSC-20972
    • 56289-56-6
    • N8149Z51V9
    • ALLYL CINNAMATE [FHFI]
    • Allyl (E)-3-phenylprop-2-enoate
    • ALLYL .BETA.-PHENYLACRYLATE
    • trans-Allyl cinnamate
    • DTXSID8047509
    • UNII-N8149Z51V9
    • trans-Allylcinnamate
    • prop-2-en-1-yl (2Z)-3-phenylprop-2-enoate
    • Allyl cinnamate, >=99%
    • SCHEMBL45456
    • WLN: 1U2OV1U1R
    • trans-cinnamic acid allyl ester
    • CHEMBL2268886
    • DTXCID6027509
    • CHEBI:191535
    • DTXSID301021113
    • NSC20972
    • Allyl cinnamate, analytical standard
    • AKOS015894422
    • Allyl Cinnamate (stabilized with TBC)
    • (E)-3-phenyl-acrylic acid allyl ester
    • CS-W016797
    • DS-6431
    • LS-14063
    • NS00011939
    • 2-Propen-1-yl (2E)-3-phenyl-2-propenoate
    • Q27284688
    • 2-aPropenoic acid, 3-aphenyl-a, 2-apropen-a1-ayl ester, (2E)a-
    • 217-477-8
    • InChI=1/C12H12O2/c1-2-10-14-12(13)9-8-11-6-4-3-5-7-11/h2-9H,1,10H2/b9-8

  • Applications

    Allyl cinnamate (CAS 1866-31-5) is an aromatic ester derived from allyl alcohol and cinnamic acid that exudes a sweet, slightly spicy scent, making it popular in fragrance formulation for fine perfumes, premium soaps, deodorants, scented candles and shampoos; in the flavor industry it imparts fruity, light cinnamon nuances to candies, beverages and baked goods, and its high boiling point plus oxidative stability allow it to withstand cooking or pasteurization processes; in organic synthesis it serves as a versatile building block for heterocycles, coumarin derivatives, liquid-crystal precursors and UV-curable acrylic polymers because the allyl double bond polymerizes or crosslinks readily; researchers also study it as an intermediate for anti-inflammatory or antimicrobial agents and as a biodegradable surfactant, and it is supplied as a colorless to pale yellow liquid that should be stored in tightly sealed containers away from light and heat sources.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 226.71
    methanol 268.37
    isopropanol 92.03
    water 0.04
    ethyl acetate 470.39
    n-propanol 134.97
    acetone 283.97
    n-butanol 114.54
    acetonitrile 290.06
    DMF 414.32
    toluene 193.22
    isobutanol 77.31
    1,4-dioxane 343.14
    methyl acetate 365.39
    THF 493.36
    2-butanone 371.53
    n-pentanol 107.49
    sec-butanol 111.45
    n-hexane 7.79
    ethylene glycol 31.93
    NMP 238.96
    cyclohexane 9.54
    DMSO 508.95
    n-butyl acetate 234.46
    n-octanol 35.61
    chloroform 667.49
    n-propyl acetate 224.64
    acetic acid 145.41
    dichloromethane 924.66
    cyclohexanone 288.12
    propylene glycol 54.59
    isopropyl acetate 197.11
    DMAc 562.64
    2-ethoxyethanol 218.5
    isopentanol 104.81
    n-heptane 6.82
    ethyl formate 140.88
    1,2-dichloroethane 668.97
    n-hexanol 100.33
    2-methoxyethanol 310.8
    isobutyl acetate 125.9
    tetrachloromethane 25.56
    n-pentyl acetate 80.5
    transcutol 1204.98
    n-heptanol 34.64
    ethylbenzene 102.63
    MIBK 162.42
    2-propoxyethanol 216.64
    tert-butanol 109.6
    MTBE 176.36
    2-butoxyethanol 95.86
    propionic acid 120.45
    o-xylene 86.05
    formic acid 47.26
    diethyl ether 305.8
    m-xylene 88.65
    p-xylene 90.57
    chlorobenzene 212.79
    dimethyl carbonate 138.28
    n-octane 3.17
    formamide 127.05
    cyclopentanone 351.54
    2-pentanone 274.94
    anisole 246.97
    cyclopentyl methyl ether 187.94
    gamma-butyrolactone 379.72
    1-methoxy-2-propanol 230.41
    pyridine 459.81
    3-pentanone 229.9
    furfural 332.88
    n-dodecane 3.75
    diethylene glycol 146.03
    diisopropyl ether 58.6
    tert-amyl alcohol 122.98
    acetylacetone 332.96
    n-hexadecane 4.35
    acetophenone 212.25
    methyl propionate 337.72
    isopentyl acetate 198.38
    trichloroethylene 1110.35
    n-nonanol 36.09
    cyclohexanol 77.27
    benzyl alcohol 136.35
    2-ethylhexanol 71.1
    isooctanol 32.93
    dipropyl ether 103.89
    1,2-dichlorobenzene 187.52
    ethyl lactate 77.8
    propylene carbonate 205.17
    n-methylformamide 185.74
    2-pentanol 85.19
    n-pentane 5.49
    1-propoxy-2-propanol 148.14
    1-methoxy-2-propyl acetate 227.99
    2-(2-methoxypropoxy) propanol 160.02
    mesitylene 44.22
    ε-caprolactone 232.44
    p-cymene 43.07
    epichlorohydrin 710.0
    1,1,1-trichloroethane 291.37
    2-aminoethanol 77.18
    morpholine-4-carbaldehyde 292.39
    sulfolane 377.73
    2,2,4-trimethylpentane 7.55
    2-methyltetrahydrofuran 309.63
    n-hexyl acetate 128.46
    isooctane 5.82
    2-(2-butoxyethoxy)ethanol 216.16
    sec-butyl acetate 156.84
    tert-butyl acetate 195.78
    decalin 14.33
    glycerin 68.33
    diglyme 446.07
    acrylic acid 101.26
    isopropyl myristate 52.76
    n-butyric acid 159.75
    acetyl acetate 212.26
    di(2-ethylhexyl) phthalate 52.66
    ethyl propionate 209.21
    nitromethane 403.13
    1,2-diethoxyethane 326.43
    benzonitrile 174.08
    trioctyl phosphate 29.77
    1-bromopropane 274.05
    gamma-valerolactone 369.6
    n-decanol 28.19
    triethyl phosphate 73.42
    4-methyl-2-pentanol 52.32
    propionitrile 212.49
    vinylene carbonate 187.43
    1,1,2-trichlorotrifluoroethane 272.14
    DMS 173.05
    cumene 55.18
    2-octanol 22.8
    2-hexanone 200.24
    octyl acetate 63.47
    limonene 59.58
    1,2-dimethoxyethane 370.07
    ethyl orthosilicate 67.87
    tributyl phosphate 48.0
    diacetone alcohol 195.54
    N,N-dimethylaniline 134.09
    acrylonitrile 289.85
    aniline 157.55
    1,3-propanediol 101.93
    bromobenzene 251.77
    dibromomethane 521.57
    1,1,2,2-tetrachloroethane 765.43
    2-methyl-cyclohexyl acetate 115.35
    tetrabutyl urea 69.32
    diisobutyl methanol 43.86
    2-phenylethanol 122.51
    styrene 154.05
    dioctyl adipate 91.41
    dimethyl sulfate 182.93
    ethyl butyrate 177.65
    methyl lactate 101.59
    butyl lactate 69.65
    diethyl carbonate 126.42
    propanediol butyl ether 91.61
    triethyl orthoformate 100.96
    p-tert-butyltoluene 39.01
    methyl 4-tert-butylbenzoate 117.41
    morpholine 391.07
    tert-butylamine 60.24
    n-dodecanol 22.22
    dimethoxymethane 364.87
    ethylene carbonate 139.66
    cyrene 113.37
    2-ethoxyethyl acetate 175.88
    2-ethylhexyl acetate 152.55
    1,2,4-trichlorobenzene 227.27
    4-methylpyridine 377.49
    dibutyl ether 91.32
    2,6-dimethyl-4-heptanol 43.86
    DEF 309.04
    dimethyl isosorbide 261.75
    tetrachloroethylene 349.67
    eugenol 120.06
    triacetin 149.55
    span 80 96.79
    1,4-butanediol 41.84
    1,1-dichloroethane 417.91
    2-methyl-1-pentanol 111.5
    methyl formate 129.47
    2-methyl-1-butanol 102.19
    n-decane 5.31
    butyronitrile 174.66
    3,7-dimethyl-1-octanol 55.97
    1-chlorooctane 35.35
    1-chlorotetradecane 14.94
    n-nonane 4.7
    undecane 4.38
    tert-butylcyclohexane 13.57
    cyclooctane 3.7
    cyclopentanol 67.72
    tetrahydropyran 286.28
    tert-amyl methyl ether 158.29
    2,5,8-trioxanonane 309.57
    1-hexene 68.82
    2-isopropoxyethanol 150.22
    2,2,2-trifluoroethanol 39.17
    methyl butyrate 252.31

    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