Benzofuran, 6-ethenyl-4,5,6,7-tetrahydro-3,6-dimethyl-5-isopropenyl-, trans-

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  • Identifiers

    CAS number
    17910-09-7

    Molecular formula
    C15H20O

    SMILES
    CC1=COC2=C1C[C@@H]([C@@](C2)(C)C=C)C(=C)C

    Retention indicies (RI)

    • DB5: 1496.0

  • Odor profile

    Woody 60.45%
    Sweet 51.43%
    Herbal 49.75%
    Citrus 48.33%
    Spicy 44.63%
    Fresh 38.77%
    Green 35.54%
    Dry 34.35%
    Terpenic 33.88%
    Fruity 33.68%

    Scent© AI

  • Properties

    XLogP3-AA
    4.6

    Molecular weight
    216.32 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    289°C

    Flash point est.
    113.95 ˚C

  • Synonyms

    • Curzerene
    • 17910-09-7
    • (5R,6R)-6-ethenyl-3,6-dimethyl-5-prop-1-en-2-yl-5,7-dihydro-4H-1-benzofuran
    • Benzofuran, 6-ethenyl-4,5,6,7-tetrahydro-3,6-dimethyl-5-isopropenyl-, trans-
    • Curzerene (Standard)
    • SCHEMBL17627666
    • HY-N1963R
    • HICAMHOOTMOHPA-HIFRSBDPSA-N
    • HY-N1963
    • EX-A10621
    • AKOS030573580
    • AC-34183
    • DA-62545
    • MS-23188
    • CS-0018281
    • (5R,6R)-3,6-dimethyl-5-(prop-1-en-2-yl)-6-vinyl-4,5,6,7-tetrahydrobenzofuran
    • (5R,6R)-6-ETHENYL-3,6-DIMETHYL-5-(PROP-1-EN-2-YL)-5,7-DIHYDRO-4H-1-BENZOFURAN
    • 5-Isopropenyl-3,6-dimethyl-6-vinyl-4,5,6,7-tetrahydro-1-benzofuran, trans-

  • Applications

    Benzofuran, 6-ethenyl-4,5,6,7-tetrahydro-3,6-dimethyl-5-isopropenyl-, trans- (CAS 17910-09-7) is commonly explored and used as a specialty building block in fragrance and flavor chemistry (the benzofuran core can contribute woody, resinous, smoky facets), as a synthetic intermediate to fine-tune odor profiles of aroma ingredients, as a reference/analytical standard in essential-oil and aroma-mixture characterization, and as a scaffold in drug- and agrochemical-discovery efforts leveraging benzofuran motifs; it can also be leveraged in materials chemistry and molecular photonics (owing to benzofuran photophysical features) and in catalysis/organic synthesis as an electron-rich, hydrophobic motif, with specific deployment governed by safety, purity, and regulatory requirements in each application area.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 449.79
    methanol 342.99
    isopropanol 416.48
    water 0.54
    ethyl acetate 505.12
    n-propanol 437.0
    acetone 379.99
    n-butanol 455.8
    acetonitrile 315.94
    DMF 580.66
    toluene 725.89
    isobutanol 373.59
    1,4-dioxane 1230.18
    methyl acetate 414.15
    THF 1443.3
    2-butanone 477.79
    n-pentanol 257.66
    sec-butanol 351.83
    n-hexane 33.66
    ethylene glycol 40.95
    NMP 328.04
    cyclohexane 125.43
    DMSO 171.32
    n-butyl acetate 411.52
    n-octanol 182.69
    chloroform 1478.12
    n-propyl acetate 256.35
    acetic acid 168.65
    dichloromethane 1177.51
    cyclohexanone 624.95
    propylene glycol 99.18
    isopropyl acetate 344.96
    DMAc 470.19
    2-ethoxyethanol 291.0
    isopentanol 403.04
    n-heptane 50.73
    ethyl formate 291.18
    1,2-dichloroethane 542.05
    n-hexanol 449.91
    2-methoxyethanol 525.93
    isobutyl acetate 218.41
    tetrachloromethane 221.99
    n-pentyl acetate 257.56
    transcutol 1342.68
    n-heptanol 189.84
    ethylbenzene 270.05
    MIBK 304.22
    2-propoxyethanol 596.13
    tert-butanol 440.04
    MTBE 490.03
    2-butoxyethanol 307.89
    propionic acid 170.22
    o-xylene 313.89
    formic acid 51.64
    diethyl ether 512.02
    m-xylene 409.18
    p-xylene 344.5
    chlorobenzene 524.26
    dimethyl carbonate 167.78
    n-octane 21.97
    formamide 115.62
    cyclopentanone 604.76
    2-pentanone 410.34
    anisole 440.55
    cyclopentyl methyl ether 538.34
    gamma-butyrolactone 524.16
    1-methoxy-2-propanol 488.48
    pyridine 859.3
    3-pentanone 307.19
    furfural 449.03
    n-dodecane 21.04
    diethylene glycol 290.75
    diisopropyl ether 167.31
    tert-amyl alcohol 347.75
    acetylacetone 374.34
    n-hexadecane 24.99
    acetophenone 314.59
    methyl propionate 351.55
    isopentyl acetate 418.81
    trichloroethylene 1008.2
    n-nonanol 172.51
    cyclohexanol 385.13
    benzyl alcohol 313.79
    2-ethylhexanol 250.77
    isooctanol 159.14
    dipropyl ether 288.75
    1,2-dichlorobenzene 388.27
    ethyl lactate 116.08
    propylene carbonate 333.35
    n-methylformamide 230.84
    2-pentanol 303.57
    n-pentane 53.52
    1-propoxy-2-propanol 438.29
    1-methoxy-2-propyl acetate 437.66
    2-(2-methoxypropoxy) propanol 343.0
    mesitylene 216.87
    ε-caprolactone 479.65
    p-cymene 172.84
    epichlorohydrin 789.11
    1,1,1-trichloroethane 551.22
    2-aminoethanol 134.42
    morpholine-4-carbaldehyde 585.88
    sulfolane 306.6
    2,2,4-trimethylpentane 37.4
    2-methyltetrahydrofuran 843.23
    n-hexyl acetate 356.69
    isooctane 35.16
    2-(2-butoxyethoxy)ethanol 480.87
    sec-butyl acetate 219.99
    tert-butyl acetate 330.68
    decalin 53.44
    glycerin 106.11
    diglyme 783.92
    acrylic acid 116.57
    isopropyl myristate 172.91
    n-butyric acid 360.99
    acetyl acetate 263.19
    di(2-ethylhexyl) phthalate 174.46
    ethyl propionate 231.2
    nitromethane 279.5
    1,2-diethoxyethane 536.02
    benzonitrile 419.18
    trioctyl phosphate 112.14
    1-bromopropane 425.04
    gamma-valerolactone 744.54
    n-decanol 134.18
    triethyl phosphate 118.1
    4-methyl-2-pentanol 212.37
    propionitrile 377.71
    vinylene carbonate 346.34
    1,1,2-trichlorotrifluoroethane 303.43
    DMS 255.63
    cumene 173.39
    2-octanol 131.74
    2-hexanone 256.9
    octyl acetate 208.08
    limonene 210.22
    1,2-dimethoxyethane 586.89
    ethyl orthosilicate 126.45
    tributyl phosphate 132.96
    diacetone alcohol 311.07
    N,N-dimethylaniline 272.92
    acrylonitrile 362.68
    aniline 528.1
    1,3-propanediol 257.88
    bromobenzene 579.24
    dibromomethane 764.63
    1,1,2,2-tetrachloroethane 708.03
    2-methyl-cyclohexyl acetate 251.35
    tetrabutyl urea 167.15
    diisobutyl methanol 144.2
    2-phenylethanol 393.17
    styrene 311.05
    dioctyl adipate 213.72
    dimethyl sulfate 136.02
    ethyl butyrate 273.54
    methyl lactate 141.3
    butyl lactate 187.89
    diethyl carbonate 187.36
    propanediol butyl ether 251.87
    triethyl orthoformate 200.77
    p-tert-butyltoluene 168.77
    methyl 4-tert-butylbenzoate 277.64
    morpholine 1231.78
    tert-butylamine 342.75
    n-dodecanol 106.95
    dimethoxymethane 602.2
    ethylene carbonate 299.22
    cyrene 240.51
    2-ethoxyethyl acetate 384.82
    2-ethylhexyl acetate 332.38
    1,2,4-trichlorobenzene 428.73
    4-methylpyridine 878.65
    dibutyl ether 243.4
    2,6-dimethyl-4-heptanol 144.2
    DEF 388.69
    dimethyl isosorbide 494.91
    tetrachloroethylene 448.52
    eugenol 279.01
    triacetin 283.5
    span 80 306.78
    1,4-butanediol 96.42
    1,1-dichloroethane 632.68
    2-methyl-1-pentanol 264.11
    methyl formate 185.42
    2-methyl-1-butanol 369.98
    n-decane 35.27
    butyronitrile 437.25
    3,7-dimethyl-1-octanol 214.03
    1-chlorooctane 134.24
    1-chlorotetradecane 63.47
    n-nonane 31.14
    undecane 26.3
    tert-butylcyclohexane 49.46
    cyclooctane 40.62
    cyclopentanol 337.42
    tetrahydropyran 1094.97
    tert-amyl methyl ether 307.3
    2,5,8-trioxanonane 503.86
    1-hexene 145.66
    2-isopropoxyethanol 242.35
    2,2,2-trifluoroethanol 63.55
    methyl butyrate 275.24

    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
Myrrh gum (headspace) 8016-37-3 Commiphora myrrha (Nees) Engler, fam. Burseraceae 0.09%
Curcuma xanthorrhiza (Indonesia) Curcuma xanthorrhiza Roxb., fam. Zingiberaceae 0.9%
Curcuma aromatica (Indonesia) Curcuma aromatica Salisb., fam. Zingiberaceae 3.3%
Curcuma aeruginosa (Indonesia) Curcuma aeruginosa Roxb., fam. Zingiberaceae 0.01%
Curcuma heyneana (Indonesia) Curcuma heyneana Val., fam. Zingiberaceae 1.1%
Eugenia uniflora leaf (Brazil) 1 Eugenia uniflora L. (E. michelii Lam., E. pitanga (Berg), fam. Myrtaceae 1.01%
Curcuma aromatica (India) 1 petiole Curcuma aromatica Salisb., fam. Zingiberaceae 0.2%
Curcuma aromatica (India) 2a leaf Curcuma aromatica Salisb., fam. Zingiberaceae 0.05%
Curcuma aromatica (India) 2b rhizome Curcuma aromatica Salisb., fam. Zingiberaceae 0.2%
Eugenia uniflora leaf (Brazil) 2 Eugenia uniflora L. (E. michelii Lam., E. pitanga (Berg), fam. Myrtaceae 30.0%
Turmeric 3 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 0.25%
Turmeric (India) 5a rhizome 8024-37-1 Curcuma longa L., cv. Roma (C. domestica Val.), fam. Zingiberaceae 0.2%
Turmeric (India) 5b leaf 8024-37-1 Curcuma longa L., cv. Roma (C. domestica Val.), fam. Zingiberaceae 0.1%