Chavicol

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    501-92-8

    Molecular formula
    C9H10O

    SMILES
    C=CCC1=CC=C(C=C1)O

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1253.0
    • Carbowax: 2329.0

  • Odor profile

    Fragrance
    Phenolic 72.26%
    Spicy 71.77%
    Herbal 59.34%
    Medicinal 53.5%
    Smoky 46.52%
    Woody 42.52%
    Sweet 40.38%
    Musty 32.9%
    Leathery 31.14%
    Warm 29.67%

     

    Flavor
    Phenolic 65.61%
    Medicinal 50.62%
    Sweet 43.39%
    Spice 38.12%
    Phenol 34.72%
    Spicy 33.37%
    Woody 28.68%
    Medicine 27.65%
    Clove 27.39%
    Cinnamon 27.18%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.9

    pKa est.
    9.46 (weak base)

    Molecular weight
    134.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Melting point expt.

    • 16 °C

    Boiling point

    • 234.00 to 236.00 °C. @ 760.00 mm Hg

    Flash point

    • 100.28 ˚C est.

    Solubility expt.

    • Insoluble in water
    • Soluble (in ethanol)

  • Synonyms

    • 4-Allylphenol
    • Chavicol
    • 501-92-8
    • p-Allylphenol
    • p-Hydroxyallylbenzene
    • 4-prop-2-enylphenol
    • Phenol, 4-(2-propenyl)-
    • Phenol, p-allyl-
    • 4-(prop-2-en-1-yl)phenol
    • p-Chavicol
    • 4-(2-Propenyl)phenol
    • gamma-(p-Hydroxyphenyl)-alpha-propylene
    • 4-(Prop-2-enyl)-phenol
    • CCRIS 3208
    • 4-Allyl-Phenol
    • EINECS 207-929-2
    • NSC 290195
    • CHEBI:50158
    • Q5ER4K6969
    • CHAVICOL [MI]
    • MFCD01940501
    • NSC-290195
    • 4-ALLYLPHENOL [FHFI]
    • .gamma.-(p-Hydroxyphenyl)-.alpha.-propylene
    • FEMA NO. 4075
    • DTXSID60198210
    • 3-(4-Hydroxyphenyl)-1-propene
    • UNII-Q5ER4K6969
    • alpha -propylene
    • p-Allyl-Phenol
    • phenol, 4-allyl-
    • p-Hydroxyallylpropene
    • 4-(2-propenyl)-phenol
    • Phenol, p-allyl-(8CI)
    • Phenol, p-allyl- (8CI)
    • SCHEMBL30870
    • CHEMBL108862
    • 3-(p-Hydroxyphenyl)-1-propene
    • RGIBXDHONMXTLI-UHFFFAOYSA-
    • DTXCID90120701
    • AAA50192
    • Phenol, 4-(2-propenyl)-(9CI)
    • AC1877
    • NSC290195
    • Phenol, 4-(2-propenyl)- (9CI)
    • AKOS006278514
    • CS-12298
    • SY045829
    • DB-106539
    • C3743
    • CS-0217169
    • NS00021177
    • C16930
    • EN300-698378
    • laquo gammaRaquo -(p-hydroxyphenyl)-alpha -propylene
    • Q2504388
    • InChI=1/C9H10O/c1-2-3-8-4-6-9(10)7-5-8/h2,4-7,10H,1,3H2
    • 207-929-2

  • Applications

    Chavicol (CAS 501-92-8) is a phenolic compound derived from clove essential oil and is primarily used in fragrance and flavor applications. In practice, it is employed as an aroma ingredient in perfumery and personal care products to contribute to or adjust the scent; it is also viewed as a chemical intermediate for the synthesis of related aroma compounds. Additionally, chavicol may be used in flavor formulations as a note contributor or precursor and may be considered for use in household and cleaning products as a fragrance component. In industrial manufacturing contexts, it can serve as an intermediate for the synthesis of other aroma-related compounds; usage and limits are subject to local regulations and formulation specifications.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1704.41
    methanol 1673.78
    isopropanol 1216.77
    water 1.43
    ethyl acetate 1300.71
    n-propanol 1349.69
    acetone 2198.75
    n-butanol 1033.14
    acetonitrile 1026.65
    DMF 1421.79
    toluene 240.35
    isobutanol 824.4
    1,4-dioxane 1291.63
    methyl acetate 1350.28
    THF 2003.14
    2-butanone 1896.09
    n-pentanol 734.55
    sec-butanol 1018.35
    n-hexane 89.86
    ethylene glycol 337.97
    NMP 997.86
    cyclohexane 42.39
    DMSO 2640.84
    n-butyl acetate 695.6
    n-octanol 219.73
    chloroform 528.9
    n-propyl acetate 703.37
    acetic acid 667.79
    dichloromethane 500.93
    cyclohexanone 982.02
    propylene glycol 499.63
    isopropyl acetate 562.12
    DMAc 991.38
    2-ethoxyethanol 994.72
    isopentanol 759.57
    n-heptane 38.75
    ethyl formate 530.31
    1,2-dichloroethane 618.43
    n-hexanol 708.62
    2-methoxyethanol 1447.46
    isobutyl acetate 356.05
    tetrachloromethane 143.14
    n-pentyl acetate 249.24
    transcutol 3046.37
    n-heptanol 216.62
    ethylbenzene 158.48
    MIBK 585.89
    2-propoxyethanol 1047.59
    tert-butanol 1219.2
    MTBE 1170.51
    2-butoxyethanol 433.58
    propionic acid 950.19
    o-xylene 151.92
    formic acid 298.92
    diethyl ether 1292.3
    m-xylene 187.75
    p-xylene 157.99
    chlorobenzene 275.61
    dimethyl carbonate 377.37
    n-octane 12.26
    formamide 684.0
    cyclopentanone 1529.61
    2-pentanone 1348.7
    anisole 488.98
    cyclopentyl methyl ether 956.7
    gamma-butyrolactone 1462.62
    1-methoxy-2-propanol 1069.48
    pyridine 746.73
    3-pentanone 867.6
    furfural 796.68
    n-dodecane 8.54
    diethylene glycol 667.45
    diisopropyl ether 281.72
    tert-amyl alcohol 1013.5
    acetylacetone 917.43
    n-hexadecane 10.08
    acetophenone 335.66
    methyl propionate 1074.84
    isopentyl acetate 501.98
    trichloroethylene 990.11
    n-nonanol 173.25
    cyclohexanol 515.65
    benzyl alcohol 326.39
    2-ethylhexanol 319.43
    isooctanol 169.16
    dipropyl ether 431.15
    1,2-dichlorobenzene 226.29
    ethyl lactate 218.78
    propylene carbonate 585.93
    n-methylformamide 1143.91
    2-pentanol 713.54
    n-pentane 61.82
    1-propoxy-2-propanol 663.09
    1-methoxy-2-propyl acetate 562.02
    2-(2-methoxypropoxy) propanol 376.21
    mesitylene 106.93
    ε-caprolactone 758.22
    p-cymene 79.93
    epichlorohydrin 1611.62
    1,1,1-trichloroethane 548.79
    2-aminoethanol 698.45
    morpholine-4-carbaldehyde 862.43
    sulfolane 1457.97
    2,2,4-trimethylpentane 43.08
    2-methyltetrahydrofuran 1656.92
    n-hexyl acetate 409.08
    isooctane 37.66
    2-(2-butoxyethoxy)ethanol 662.55
    sec-butyl acetate 406.35
    tert-butyl acetate 625.71
    decalin 39.04
    glycerin 488.11
    diglyme 998.31
    acrylic acid 616.98
    isopropyl myristate 119.5
    n-butyric acid 857.53
    acetyl acetate 376.36
    di(2-ethylhexyl) phthalate 106.44
    ethyl propionate 585.52
    nitromethane 1590.66
    1,2-diethoxyethane 745.76
    benzonitrile 320.99
    trioctyl phosphate 86.03
    1-bromopropane 374.65
    gamma-valerolactone 1275.91
    n-decanol 125.62
    triethyl phosphate 121.93
    4-methyl-2-pentanol 328.19
    propionitrile 773.01
    vinylene carbonate 421.52
    1,1,2-trichlorotrifluoroethane 761.16
    DMS 320.32
    cumene 99.72
    2-octanol 140.0
    2-hexanone 841.38
    octyl acetate 161.38
    limonene 131.09
    1,2-dimethoxyethane 1156.01
    ethyl orthosilicate 130.56
    tributyl phosphate 116.3
    diacetone alcohol 796.08
    N,N-dimethylaniline 239.63
    acrylonitrile 753.8
    aniline 450.21
    1,3-propanediol 800.68
    bromobenzene 233.93
    dibromomethane 355.74
    1,1,2,2-tetrachloroethane 770.01
    2-methyl-cyclohexyl acetate 223.46
    tetrabutyl urea 140.47
    diisobutyl methanol 167.55
    2-phenylethanol 354.07
    styrene 198.36
    dioctyl adipate 167.3
    dimethyl sulfate 496.6
    ethyl butyrate 385.24
    methyl lactate 358.12
    butyl lactate 232.04
    diethyl carbonate 210.49
    propanediol butyl ether 478.9
    triethyl orthoformate 211.93
    p-tert-butyltoluene 82.64
    methyl 4-tert-butylbenzoate 227.92
    morpholine 1603.39
    tert-butylamine 699.22
    n-dodecanol 88.38
    dimethoxymethane 1123.43
    ethylene carbonate 372.8
    cyrene 286.85
    2-ethoxyethyl acetate 419.81
    2-ethylhexyl acetate 370.21
    1,2,4-trichlorobenzene 289.18
    4-methylpyridine 695.51
    dibutyl ether 281.35
    2,6-dimethyl-4-heptanol 167.55
    DEF 899.16
    dimethyl isosorbide 520.66
    tetrachloroethylene 501.59
    eugenol 248.07
    triacetin 304.45
    span 80 286.52
    1,4-butanediol 335.39
    1,1-dichloroethane 627.7
    2-methyl-1-pentanol 569.25
    methyl formate 706.84
    2-methyl-1-butanol 794.91
    n-decane 16.96
    butyronitrile 649.65
    3,7-dimethyl-1-octanol 248.0
    1-chlorooctane 104.86
    1-chlorotetradecane 31.82
    n-nonane 17.79
    undecane 11.72
    tert-butylcyclohexane 49.34
    cyclooctane 20.54
    cyclopentanol 637.86
    tetrahydropyran 1231.21
    tert-amyl methyl ether 748.26
    2,5,8-trioxanonane 571.47
    1-hexene 364.68
    2-isopropoxyethanol 679.0
    2,2,2-trifluoroethanol 199.47
    methyl butyrate 681.7

    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
Basil 1 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.06%
Basil (Comoro Islands) 1 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.05%
Basil (Egypt) 1 (linalool-type) 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.02%
Basil (Finland) 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.6%
Basil (France) 1 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.02%
Basil (Madagascar) 1 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.06%
Basil (Pakistan) 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.06%
Basil (Vietnam) 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.06%
Basil (Yugoslavia) 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.06%
Basil (Comoro Islands) 2 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.06%
Bay, West Indian 2 8015-73-4 Pimenta racemosa var. racemosa (P. Miller) J.W. Moore, fam. Myrtaceae 21.6%
Cassia, branch & leaf (Australia) 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.02%
Cassia, bark (Australia) 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.33%
Cassia, leaf (Australia) 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.7%
Clove bud 2 8000-34-8 Eugenia caryophyllus (Spreng.) Bullock & Harrison (E.caryophyllata Thunb.) 0.2%
Pimento (Allspice) 1 8006-77-7 Pimenta dioica (L.) Merr. (P. officinalis Lindl.), fam. Myrtaceae 0.3%
Pimento (Allspice) (Grenada) 8006-77-7 Pimenta dioica (L.) Merr. (P. officinalis Lindl.), fam. Myrtaceae 0.05%
Pimento (Allspice) (Guatamala) 8006-77-7 Pimenta dioica (L.) Merr. (P. officinalis Lindl.), fam. Myrtaceae 1.02%
Pimento (Allspice) (Honduras) 8006-77-7 Pimenta dioica (L.) Merr. (P. officinalis Lindl.), fam. Myrtaceae 0.47%
Pimento (Allspice) (Mexico) 1 8006-77-7 Pimenta dioica (L.) Merr. (P. officinalis Lindl.), fam. Myrtaceae 1.21%
Pimento (Allspice) (Jamaica) 1 8006-77-7 Pimenta dioica (L.) Merr. (P. officinalis Lindl.), fam. Myrtaceae 0.35%
Wistaria sinensis headspace Wistaria sinensis DC., fam. Leguminosae (Papilionaceae) 1.0%
Chervil (France) 8000-44-0 Anthriscus cerefolium (L.) Hoffm. (Cerefolium sativum Lam.), fam. Apiaceae 0.1%
Basil (Taiwan), leaf 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.02%
Basil (Taiwan), flower 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.01%
Basil (Taiwan), stem 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.53%
Basil (Taiwan), whole plant 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.02%
Basil (Taiwan) leaf & flower 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.03%
Clove stem (Madagascar) 8000-34-8 Eugenia caryophyllus (Spreng.) Bullock & Harrison, fam. Myrtaceae 0.35%
Galangal root (Malaysia) 8023-91-4 Alpinia galanga (L.) Willd., fam. Zingiberaceae 0.2%
Melaleuca viridiflora (Madagascar) Melaleuca viridiflora Soland. ex Gaertn., fam. Myrtaceae 0.25%
Eucalyptus citriodora (Madagascar) 8000-48-4 Eucalyptus citriodora Hook. f., fam. Myrtaceae 1.35%
Ocimum gratissimum (Madagascar) Ocimum gratissimum L., fam. Lamiaceae (Labiatae) 6.0%
Cassia, bark (China) 2 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.01%
Betel leaf Bangla (India) Piper betle L. var. Bangla, fam. Piperaceae 0.57%
Dendranthema vestitum flower absolute (China) Dendranthema vestitum (Hemsl.) Ling ex Shih, fam. Asteraceae (Compositae) 1.61%
Alpinia conchigera (Malaysia) Alpinia conchigera Griff, fam. Zingiberaceae 3.27%
Bay, West Indian (Benin) 8015-73-4 Pimenta racemosa var. racemosa (P. Miller) J.W. Moore, fam. Myrtaceae 6.3%
Bay, West Indian 3 8015-73-4 Pimenta racemosa var. racemosa (P. Miller) J.W. Moore, fam. Myrtaceae 7.75%
Bay, West Indian (Guadeloupe) 1a 8015-73-4 Pimenta racemosa var. racemosa (P. Miller) J.W. Moore, fam. Myrtaceae 17.1%
Bay, West Indian (Cuba) 8015-73-4 Pimenta racemosa var. racemosa (P. Miller) J.W. Moore, fam. Myrtaceae 10.13%
Bay, West Indian (Guadeloupe) 1c 8015-73-4 Pimenta racemosa var. racemosa (P. Miller) J.W. Moore, fam. Myrtaceae 0.8%
Tagetes lucida Tagetes lucida Cav. ssp. lucida, fam. Asteraceae (Compositae) 0.01%
Basil (Philippines) 1a 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.1%
Basil (Philippines) 1c 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.01%
Alpinia laosensis (Vietnam) Alpinia laosensis Gagnep., fam. Zingiberaceae 2.0%
Carob bean powder 2a raw 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.01%
Carob bean powder 2b roasted 9000-40-2 Ceratonia siliqua L., fam. Leguminoseae 0.01%
Pineapple pulp Ananas comosus (L.) Merr., fam. Bromeliaceae 0.93%
Cassie absolute 1a extract 8023-82-3 Acacia farnesiana (L.) Willd., fam. Mimosaceae (Leguminosae) 0.5%