alpha-Cedrene epoxide

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  • Identifiers

    CAS number
    13567-39-0

    Molecular formula
    C15H24O

    SMILES
    CC1CCC2C13CC(C2(C)C)C4(C(C3)O4)C

    Safety labels

    Irritant
    Irritant

    Retention indicies (RI)

    • DB5: 1704.0
    • Carbowax: 1961.0

  • Odor profile

    Woody 84.27%
    Amber 57.93%
    Dry 50.49%
    Cedar 49.07%
    Spicy 43.52%
    Sandalwood 42.14%
    Musk 39.47%
    Vetiver 38.83%
    Fresh 38.3%
    Herbal 37.99%

    Scent© AI

  • Properties

    XLogP3-AA
    3.9

    Molecular weight
    220.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    283°C

    Flash point est.
    118.83 ˚C

  • Synonyms

    • alpha-Cedrene epoxide
    • 8,9-Epoxycedrane
    • Andrane
    • Cedrene epoxide
    • Cedr-8-ene epoxide
    • Cedrane, 8,9-epoxide
    • 8,9-Epoxy-cedrane
    • NSC 371728
    • 29597-36-2
    • Cedrane, 8,9alpha-epoxy-
    • EINECS 249-717-2
    • 13567-39-0
    • AI3-36592
    • EINECS 236-971-4
    • 2,6,6,8-tetramethyl-9-oxatetracyclo[5.4.1.01,5.08,10]dodecane
    • 2H-2a,7-Methanoazuleno[5,6-b]oxirene, octahydro-3,6,6,7a-tetramethyl-
    • DTXSID30860119
    • 2H-2a,7-Methanoazuleno(5,6-b)oxirene, octahydro-3,6,6,7a-tetramethyl-
    • 2H-2a,7-Methanoazuleno(5,6-b)oxirene, octahydro-3,6,6,7a-tetramethyl-, (1aS,2aR,3R,5aS,7R,7aR)-
    • Octahydro-3,6,6,7a-tetramethyl-2H-2a,7-methanoazuleno(5,6-b)oxirene
    • (1aS-(1aalpha,2abeta,3aalpha,5aalpha,7beta,7aalpha))-Octahydro-3,6,6,7a-tetramethyl-2H-2a,7-methanoazuleno(5,6-b)oxirane
    • 2H-2a,7-Methanoazuleno[5,6-b]oxirene, octahydro-3,6,6,7a-tetramethyl-, (1aS,2aR,3R,5aS,7R,7aR)-
    • Di-epi-cedrenoxide
    • Octahydro-3,6,6,7a-tetramethyl-2H-2a,7-methanoazuleno[5,6-b]oxirene
    • (1AS-(1aalpha,2abeta,3alpha,5aalpha,7beta,7aalpha))-octahydro-3,6,6,7a-tetramethyl-2H-2a,7-methanoazuleno(5,6-b)oxirene
    • .alpha.-Cedrene epoxide
    • Diepi-.alpha.-cedrene epoxide
    • Cedrene oxide
    • .alpha.-Cedrene oxide
    • .alpha.-Cedren epoxide
    • SCHEMBL1640421
    • DTXCID90210439
    • CHEBI:167349
    • NSC371728
    • AKOS015901736
    • NSC-371728
    • NS00012083
    • Q67879665
    • 249-717-2
    • 2H-2a,7-Methanoazuleno5,6-boxirene, octahydro-3,6,6,7a-tetramethyl-, (1aS,2aR,3R,5aS,7R,7aR)-

  • Applications

    Alpha-cedrene epoxide (CAS 13567-39-0) is a sesquiterpene epoxide derived from cedarwood oil, used primarily as a fragrance ingredient and tonal modifier in fine fragrances, cosmetics, and home-care products for its dry woody cedar, slightly resinous character and good tenacity; it also serves as a valuable organic intermediate since the epoxide ring readily undergoes ring-opening to give diols, halohydrins, amino alcohols, and cedryl/cedrenyl derivatives used to develop new odorants, heat-stable aroma materials, and chiral building blocks for research; additionally, it is employed as a GC-MS reference standard to authenticate/standardize cedarwood oil and to track α-cedrene oxidation products, and in microencapsulation and controlled-release systems to stabilize and extend woody notes in candles, detergents, and deodorizing formulations.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 74.37
    methanol 79.04
    isopropanol 68.0
    water 2.54
    ethyl acetate 116.23
    n-propanol 77.9
    acetone 131.43
    n-butanol 73.53
    acetonitrile 121.88
    DMF 150.92
    toluene 157.09
    isobutanol 59.91
    1,4-dioxane 244.48
    methyl acetate 116.95
    THF 376.57
    2-butanone 116.11
    n-pentanol 47.09
    sec-butanol 47.98
    n-hexane 12.08
    ethylene glycol 28.2
    NMP 138.05
    cyclohexane 35.58
    DMSO 89.33
    n-butyl acetate 112.34
    n-octanol 47.36
    chloroform 344.38
    n-propyl acetate 80.89
    acetic acid 66.44
    dichloromethane 267.36
    cyclohexanone 200.78
    propylene glycol 27.88
    isopropyl acetate 103.36
    DMAc 120.2
    2-ethoxyethanol 78.92
    isopentanol 61.46
    n-heptane 19.67
    ethyl formate 82.82
    1,2-dichloroethane 144.53
    n-hexanol 84.05
    2-methoxyethanol 130.12
    isobutyl acetate 78.49
    tetrachloromethane 83.45
    n-pentyl acetate 89.05
    transcutol 165.41
    n-heptanol 58.88
    ethylbenzene 73.07
    MIBK 96.44
    2-propoxyethanol 156.23
    tert-butanol 65.88
    MTBE 73.8
    2-butoxyethanol 101.63
    propionic acid 69.44
    o-xylene 98.35
    formic acid 31.08
    diethyl ether 96.89
    m-xylene 118.96
    p-xylene 99.42
    chlorobenzene 150.66
    dimethyl carbonate 77.27
    n-octane 9.51
    formamide 54.79
    cyclopentanone 243.65
    2-pentanone 109.8
    anisole 114.12
    cyclopentyl methyl ether 153.4
    gamma-butyrolactone 236.63
    1-methoxy-2-propanol 107.97
    pyridine 214.96
    3-pentanone 99.16
    furfural 201.44
    n-dodecane 9.1
    diethylene glycol 118.59
    diisopropyl ether 49.95
    tert-amyl alcohol 44.98
    acetylacetone 141.44
    n-hexadecane 10.55
    acetophenone 105.08
    methyl propionate 106.0
    isopentyl acetate 117.66
    trichloroethylene 256.44
    n-nonanol 48.15
    cyclohexanol 79.92
    benzyl alcohol 84.4
    2-ethylhexanol 62.16
    isooctanol 51.41
    dipropyl ether 77.21
    1,2-dichlorobenzene 140.16
    ethyl lactate 57.15
    propylene carbonate 138.87
    n-methylformamide 91.36
    2-pentanol 49.32
    n-pentane 15.96
    1-propoxy-2-propanol 113.78
    1-methoxy-2-propyl acetate 143.52
    2-(2-methoxypropoxy) propanol 86.6
    mesitylene 83.34
    ε-caprolactone 162.65
    p-cymene 65.02
    epichlorohydrin 228.49
    1,1,1-trichloroethane 161.47
    2-aminoethanol 50.6
    morpholine-4-carbaldehyde 186.29
    sulfolane 172.76
    2,2,4-trimethylpentane 11.0
    2-methyltetrahydrofuran 181.33
    n-hexyl acetate 101.2
    isooctane 12.39
    2-(2-butoxyethoxy)ethanol 97.66
    sec-butyl acetate 71.83
    tert-butyl acetate 104.36
    decalin 21.99
    glycerin 45.55
    diglyme 184.96
    acrylic acid 66.87
    isopropyl myristate 54.63
    n-butyric acid 95.27
    acetyl acetate 107.58
    di(2-ethylhexyl) phthalate 56.7
    ethyl propionate 84.45
    nitromethane 138.57
    1,2-diethoxyethane 92.84
    benzonitrile 139.27
    trioctyl phosphate 45.13
    1-bromopropane 93.9
    gamma-valerolactone 268.39
    n-decanol 38.0
    triethyl phosphate 58.52
    4-methyl-2-pentanol 45.75
    propionitrile 113.17
    vinylene carbonate 154.5
    1,1,2-trichlorotrifluoroethane 123.22
    DMS 107.7
    cumene 56.72
    2-octanol 39.54
    2-hexanone 81.35
    octyl acetate 60.08
    limonene 69.41
    1,2-dimethoxyethane 145.75
    ethyl orthosilicate 58.29
    tributyl phosphate 47.67
    diacetone alcohol 91.65
    N,N-dimethylaniline 77.98
    acrylonitrile 132.82
    aniline 112.81
    1,3-propanediol 75.26
    bromobenzene 169.84
    dibromomethane 178.85
    1,1,2,2-tetrachloroethane 189.94
    2-methyl-cyclohexyl acetate 91.79
    tetrabutyl urea 57.87
    diisobutyl methanol 48.52
    2-phenylethanol 117.11
    styrene 79.41
    dioctyl adipate 64.54
    dimethyl sulfate 88.82
    ethyl butyrate 90.33
    methyl lactate 65.42
    butyl lactate 69.91
    diethyl carbonate 72.19
    propanediol butyl ether 66.94
    triethyl orthoformate 77.87
    p-tert-butyltoluene 64.27
    methyl 4-tert-butylbenzoate 102.15
    morpholine 208.02
    tert-butylamine 49.61
    n-dodecanol 31.12
    dimethoxymethane 159.55
    ethylene carbonate 133.29
    cyrene 92.17
    2-ethoxyethyl acetate 120.73
    2-ethylhexyl acetate 104.3
    1,2,4-trichlorobenzene 148.14
    4-methylpyridine 187.44
    dibutyl ether 52.29
    2,6-dimethyl-4-heptanol 48.52
    DEF 95.41
    dimethyl isosorbide 152.31
    tetrachloroethylene 137.77
    eugenol 96.95
    triacetin 105.49
    span 80 77.06
    1,4-butanediol 35.55
    1,1-dichloroethane 146.62
    2-methyl-1-pentanol 43.3
    methyl formate 81.0
    2-methyl-1-butanol 53.17
    n-decane 13.93
    butyronitrile 101.81
    3,7-dimethyl-1-octanol 50.56
    1-chlorooctane 40.85
    1-chlorotetradecane 21.66
    n-nonane 12.21
    undecane 10.92
    tert-butylcyclohexane 19.21
    cyclooctane 18.33
    cyclopentanol 90.27
    tetrahydropyran 202.35
    tert-amyl methyl ether 58.13
    2,5,8-trioxanonane 123.86
    1-hexene 33.56
    2-isopropoxyethanol 69.72
    2,2,2-trifluoroethanol 53.1
    methyl butyrate 91.74

    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
Eucalyptus viminalis (Uruguay) Eucalyptus viminalis Labill., fam. Myrtaceae 0.5%
Eucalyptus pellita (Uruguay) Eucalyptus pellita F. v. Muell., fam. Myrtaceae 0.7%
Eucalyptus amplifolia (Uruguay) Eucalyptus amplifolia Naud., fam. Myrtaceae 0.6%
Carrot seed (France) 4 8015-88-1 Daucus carota L., fam. Apiaceae (Umbelliferae) 2.36%
Carrot seed (France) 3 8015-88-1 Daucus carota L., fam. Apiaceae (Umbelliferae) 1.07%
Annona squamosa leaf Annona squamosa L., fam. Annonaceae (sweetsop or custard apple) 0.1%
Pepper, black (India) 4 8006-82-4 Piper nigrum L., fam. Piperaceae 0.35%
Rosemary (Italy) 13a Cevoli leaf 8000-25-7 Rosmarinus officinalis L., fam. Lamiaceae (Labiatae) 0.5%