(R)-5-(1,5-Dimethyl-4-hexenyl)-o-cresol

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  • Identifiers

    CAS number
    30199-26-9

    Molecular formula
    C15H22O

    SMILES
    CC1=C(C=C(C=C1)[C@H](C)CCC=C(C)C)O

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

    Retention indicies (RI)

    • DB5: 1751.0

  • Odor profile

    Spicy 54.69%
    Phenolic 41.31%
    Herbal 40.32%
    Woody 40.14%
    Citrus 32.75%
    Leathery 31.88%
    Sweet 27.92%
    Floral 27.19%
    Animal 27.09%
    Smoky 26.6%

    Scent© AI

  • Properties

    XLogP3-AA
    5.1

    Molecular weight
    218.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    300°C

    Flash point est.
    132.29 ˚C

  • Synonyms

    • Xanthorrhizol
    • 30199-26-9
    • Xanthorrizol
    • (R)-5-(1,5-Dimethyl-4-hexenyl)-o-cresol
    • 2-methyl-5-[(2r)-6-methylhept-5-en-2-yl]phenol
    • EINECS 250-090-2
    • (-)-5-(1,5-Dimethyl-4-hexenyl)-2-methylphenol
    • (R)-5-(1-5-Dimethyl-4-hexenyl)-2-methylphenol
    • DTXSID20184290
    • 1,3,5,10-Bisabolatetraen-2-ol
    • Phenol, 5-(1,5-dimethyl-4-hexenyl)-2-methyl-, (-)-
    • (R)-2-Methyl-5-(6-methylhept-5-en-2-yl)phenol
    • Phenol, 5-[(1R)-1,5-dimethyl-4-hexenyl]-2-methyl-
    • (R)-(-)-Xanthorrhizol
    • o-Cresol, 5-(1,5-dimethyl-4-hexenyl)-, (-)-
    • Phenol, 5-(1,5-dimethyl-4-hexenyl)-2-methyl-, (R)-
    • (-)-Xanthorrizol
    • (-)-Xanthorrhizol
    • (R)-(-)-Xanthorrizol
    • CHEMBL460033
    • SCHEMBL14879579
    • DTXCID30106781
    • CHEBI:184290
    • BDBM50548726
    • HB4127
    • MFCD03453037
    • AKOS040740580
    • SMP1_000318
    • TS-07913
    • HY-112657
    • CS-0059020
    • NS00028876
    • 5-(1,5-Dimethyl-4-hexenyl)-2-methylphenol #
    • EN300-6736093
    • 5-[(1R)-1,5-dimethylhex-4-enyl]-2-methyl-phenol
    • 5-[(1R)-1,5-dimethyl-4-hexen-1-yl]-2-methylphenol
    • Z1513804374
    • Phenol, 5-[(1R)-1,5-dimethyl-4-hexen-1-yl]-2-methyl-
    • Phenol,5-[(1R)-1,5-dimethyl-4-hexen-1-yl]-2-methyl-
    • 250-090-2

  • Applications

    (R)-5-(1,5-Dimethyl-4-hexenyl)-o-cresol (CAS 30199-26-9) is an ortho-cresol bearing an unsaturated terpenoid side chain and an R stereocenter, marrying phenolic reactivity with hydrophobic character; typical applications include use as an intermediate in fine fragrance, cosmetic, and flavor modulation (yielding phenolic, resinous, woody–spicy notes upon derivatization), a versatile scaffold in pharmaceutical and agrochemical research to tune bioactivity, a chiral reference standard for LC/GC/NMR and method validation, a starting point for libraries via ether/ester formation and C–C coupling for SAR studies, and evaluation as a functional additive (e.g., antioxidant/antimicrobial) in polymers, inks, coatings, and personal care subject to safety and regulatory review; it also serves as a precursor for tailored ligands/functional monomers in materials chemistry and for QC/traceability via its CAS identifier.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2015.52
    methanol 948.69
    isopropanol 1491.49
    water 0.07
    ethyl acetate 2482.7
    n-propanol 1632.84
    acetone 1130.16
    n-butanol 1476.39
    acetonitrile 988.13
    DMF 593.84
    toluene 682.88
    isobutanol 861.88
    1,4-dioxane 2818.45
    methyl acetate 1291.67
    THF 2559.13
    2-butanone 1811.93
    n-pentanol 782.02
    sec-butanol 1169.41
    n-hexane 199.44
    ethylene glycol 33.38
    NMP 196.54
    cyclohexane 202.28
    DMSO 356.74
    n-butyl acetate 1420.59
    n-octanol 259.62
    chloroform 1548.05
    n-propyl acetate 869.21
    acetic acid 283.29
    dichloromethane 1348.42
    cyclohexanone 998.8
    propylene glycol 132.31
    isopropyl acetate 1063.98
    DMAc 643.05
    2-ethoxyethanol 792.49
    isopentanol 1006.0
    n-heptane 115.91
    ethyl formate 515.42
    1,2-dichloroethane 1048.19
    n-hexanol 1209.56
    2-methoxyethanol 1227.5
    isobutyl acetate 509.83
    tetrachloromethane 196.25
    n-pentyl acetate 474.96
    transcutol 2660.51
    n-heptanol 326.73
    ethylbenzene 314.71
    MIBK 642.03
    2-propoxyethanol 1420.14
    tert-butanol 1558.28
    MTBE 2746.64
    2-butoxyethanol 594.24
    propionic acid 320.15
    o-xylene 254.59
    formic acid 43.17
    diethyl ether 3602.15
    m-xylene 361.43
    p-xylene 328.95
    chlorobenzene 421.3
    dimethyl carbonate 168.68
    n-octane 44.26
    formamide 120.44
    cyclopentanone 804.85
    2-pentanone 1476.31
    anisole 618.72
    cyclopentyl methyl ether 895.99
    gamma-butyrolactone 599.33
    1-methoxy-2-propanol 1014.8
    pyridine 1295.72
    3-pentanone 943.15
    furfural 446.73
    n-dodecane 25.96
    diethylene glycol 378.93
    diisopropyl ether 598.28
    tert-amyl alcohol 1095.24
    acetylacetone 757.21
    n-hexadecane 30.3
    acetophenone 352.54
    methyl propionate 994.11
    isopentyl acetate 1111.63
    trichloroethylene 1365.8
    n-nonanol 244.81
    cyclohexanol 540.28
    benzyl alcohol 333.65
    2-ethylhexanol 545.09
    isooctanol 266.71
    dipropyl ether 1222.8
    1,2-dichlorobenzene 297.94
    ethyl lactate 165.52
    propylene carbonate 364.08
    n-methylformamide 281.71
    2-pentanol 910.07
    n-pentane 161.85
    1-propoxy-2-propanol 1056.35
    1-methoxy-2-propyl acetate 916.62
    2-(2-methoxypropoxy) propanol 428.42
    mesitylene 202.21
    ε-caprolactone 798.75
    p-cymene 173.15
    epichlorohydrin 1265.73
    1,1,1-trichloroethane 875.06
    2-aminoethanol 210.83
    morpholine-4-carbaldehyde 607.15
    sulfolane 322.26
    2,2,4-trimethylpentane 64.9
    2-methyltetrahydrofuran 1812.37
    n-hexyl acetate 600.61
    isooctane 66.21
    2-(2-butoxyethoxy)ethanol 742.09
    sec-butyl acetate 614.31
    tert-butyl acetate 901.1
    decalin 80.62
    glycerin 119.46
    diglyme 1304.75
    acrylic acid 135.18
    isopropyl myristate 220.31
    n-butyric acid 900.55
    acetyl acetate 544.39
    di(2-ethylhexyl) phthalate 147.29
    ethyl propionate 699.73
    nitromethane 521.38
    1,2-diethoxyethane 1767.18
    benzonitrile 391.99
    trioctyl phosphate 109.3
    1-bromopropane 1142.55
    gamma-valerolactone 1072.11
    n-decanol 183.9
    triethyl phosphate 169.6
    4-methyl-2-pentanol 411.86
    propionitrile 1017.44
    vinylene carbonate 307.22
    1,1,2-trichlorotrifluoroethane 364.92
    DMS 313.07
    cumene 185.59
    2-octanol 212.63
    2-hexanone 864.33
    octyl acetate 269.68
    limonene 267.21
    1,2-dimethoxyethane 1629.61
    ethyl orthosilicate 196.72
    tributyl phosphate 143.32
    diacetone alcohol 627.35
    N,N-dimethylaniline 287.07
    acrylonitrile 659.71
    aniline 483.34
    1,3-propanediol 497.54
    bromobenzene 462.12
    dibromomethane 1028.74
    1,1,2,2-tetrachloroethane 991.81
    2-methyl-cyclohexyl acetate 371.77
    tetrabutyl urea 163.62
    diisobutyl methanol 271.91
    2-phenylethanol 472.91
    styrene 369.59
    dioctyl adipate 249.31
    dimethyl sulfate 129.03
    ethyl butyrate 821.77
    methyl lactate 159.34
    butyl lactate 244.16
    diethyl carbonate 366.82
    propanediol butyl ether 337.59
    triethyl orthoformate 422.85
    p-tert-butyltoluene 184.27
    methyl 4-tert-butylbenzoate 297.49
    morpholine 3246.27
    tert-butylamine 1036.48
    n-dodecanol 138.92
    dimethoxymethane 1058.62
    ethylene carbonate 309.46
    cyrene 218.16
    2-ethoxyethyl acetate 716.76
    2-ethylhexyl acetate 786.13
    1,2,4-trichlorobenzene 310.58
    4-methylpyridine 1172.08
    dibutyl ether 624.78
    2,6-dimethyl-4-heptanol 271.91
    DEF 937.76
    dimethyl isosorbide 583.72
    tetrachloroethylene 564.28
    eugenol 285.86
    triacetin 344.91
    span 80 346.02
    1,4-butanediol 121.28
    1,1-dichloroethane 1282.42
    2-methyl-1-pentanol 598.11
    methyl formate 158.92
    2-methyl-1-butanol 844.39
    n-decane 51.98
    butyronitrile 1287.07
    3,7-dimethyl-1-octanol 310.01
    1-chlorooctane 210.03
    1-chlorotetradecane 73.68
    n-nonane 52.2
    undecane 34.65
    tert-butylcyclohexane 91.85
    cyclooctane 62.23
    cyclopentanol 381.1
    tetrahydropyran 3432.59
    tert-amyl methyl ether 1144.32
    2,5,8-trioxanonane 716.86
    1-hexene 811.75
    2-isopropoxyethanol 574.02
    2,2,2-trifluoroethanol 48.17
    methyl butyrate 868.86

    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
Ginger (Vietnam) 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.1%
Ginger (Japan) 2 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.01%
Curcuma xanthorrhiza (Indonesia) Curcuma xanthorrhiza Roxb., fam. Zingiberaceae 21.5%
Curcuma aromatica (Indonesia) Curcuma aromatica Salisb., fam. Zingiberaceae 25.7%
Curcuma xanthorrhiza (Malaysia) Curcuma xanthorrhiza Roxb., fam. Zingiberaceae 44.5%
Turmeric 3 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 3.2%
Turmeric 4 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 1.14%