(5S)-4,10,11,11-Tetramethyltricyclo[5.3.1.0~1,5~]undec-9-ene

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    560-32-7

    Molecular formula
    C15H24

    SMILES
    CC1CCC23[C@H]1CC(C2(C)C)CC=C3C

    Retention indicies (RI)

    • DB5: 1459.5
    • Carbowax: 1628.0

  • Odor profile

    Woody 89.61%
    Sweet 52.47%
    Dry 50.6%
    Spicy 46.39%
    Amber 43.86%
    Cedar 42.05%
    Fresh 41.28%
    Herbal 41.0%
    Balsamic 39.52%
    Pine 37.05%

    Scent© AI

  • Properties

    XLogP3-AA
    4.8

    Molecular weight
    204.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    260°C

    Flash point est.
    105.81 ˚C

  • Synonyms

    • (5S)-4,10,11,11-Tetramethyltricyclo[5.3.1.0~1,5~]undec-9-ene
    • 560-32-7
    • DTXSID601037466

  • Applications

    As a rigid, hydrophobic, chiral tricyclic olefin, (5S)-4,10,11,11-tetramethyltricyclo[5.3.1.0~1,5~]undec-9-ene (CAS 560-32-7) is used mainly in R&D as a model substrate and synthetic intermediate for selective transformations (hydrogenation, epoxidation, oxidation, hydroformylation, halogenation) to access epoxide, alcohol and carbonyl derivatives; as an analytical reference for method development (retention index and GC–MS calibration standards, studies of enantioseparation on chiral stationary phases); as a rigid hydrophobic scaffold for designing derivatives for fragrances, medicinal chemistry, and agrochemical screening; after functionalization, as a monomer, linker, or bulky side-chain additive to raise Tg, chemical resistance, and water repellency of polymers, coatings, and UV-cured systems; as a benchmark substrate to probe activity and selectivity of homogeneous/heterogeneous catalysts for additions across an internal double bond on a congested framework; and, at an exploratory stage, as a potential lubricant or fuel additive to improve lubricity, oxidative stability, and volatility behavior.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 148.0
    methanol 139.35
    isopropanol 146.17
    water 1.63
    ethyl acetate 363.13
    n-propanol 170.79
    acetone 403.62
    n-butanol 179.46
    acetonitrile 280.41
    DMF 419.33
    toluene 577.94
    isobutanol 142.3
    1,4-dioxane 772.93
    methyl acetate 302.14
    THF 1235.93
    2-butanone 337.31
    n-pentanol 103.45
    sec-butanol 118.94
    n-hexane 74.74
    ethylene glycol 36.03
    NMP 384.59
    cyclohexane 168.98
    DMSO 199.73
    n-butyl acetate 371.06
    n-octanol 129.0
    chloroform 809.49
    n-propyl acetate 208.77
    acetic acid 104.94
    dichloromethane 707.63
    cyclohexanone 595.77
    propylene glycol 39.93
    isopropyl acetate 331.15
    DMAc 295.06
    2-ethoxyethanol 157.27
    isopentanol 166.7
    n-heptane 96.12
    ethyl formate 182.96
    1,2-dichloroethane 521.03
    n-hexanol 245.5
    2-methoxyethanol 261.02
    isobutyl acetate 199.89
    tetrachloromethane 269.55
    n-pentyl acetate 240.49
    transcutol 448.69
    n-heptanol 155.08
    ethylbenzene 246.29
    MIBK 299.27
    2-propoxyethanol 389.34
    tert-butanol 179.08
    MTBE 314.95
    2-butoxyethanol 242.09
    propionic acid 124.58
    o-xylene 318.01
    formic acid 35.88
    diethyl ether 417.31
    m-xylene 428.04
    p-xylene 300.1
    chlorobenzene 445.44
    dimethyl carbonate 212.36
    n-octane 45.66
    formamide 72.59
    cyclopentanone 782.09
    2-pentanone 356.87
    anisole 371.51
    cyclopentyl methyl ether 607.29
    gamma-butyrolactone 650.04
    1-methoxy-2-propanol 257.06
    pyridine 576.99
    3-pentanone 322.78
    furfural 475.15
    n-dodecane 30.39
    diethylene glycol 203.16
    diisopropyl ether 217.39
    tert-amyl alcohol 135.9
    acetylacetone 479.73
    n-hexadecane 36.52
    acetophenone 276.47
    methyl propionate 302.13
    isopentyl acetate 372.07
    trichloroethylene 750.31
    n-nonanol 126.8
    cyclohexanol 220.62
    benzyl alcohol 181.52
    2-ethylhexanol 185.55
    isooctanol 137.83
    dipropyl ether 348.26
    1,2-dichlorobenzene 409.77
    ethyl lactate 109.14
    propylene carbonate 336.86
    n-methylformamide 180.09
    2-pentanol 141.2
    n-pentane 90.01
    1-propoxy-2-propanol 290.23
    1-methoxy-2-propyl acetate 437.34
    2-(2-methoxypropoxy) propanol 204.5
    mesitylene 317.38
    ε-caprolactone 449.22
    p-cymene 205.29
    epichlorohydrin 681.0
    1,1,1-trichloroethane 558.47
    2-aminoethanol 68.21
    morpholine-4-carbaldehyde 506.09
    sulfolane 520.74
    2,2,4-trimethylpentane 49.59
    2-methyltetrahydrofuran 627.55
    n-hexyl acetate 288.08
    isooctane 61.56
    2-(2-butoxyethoxy)ethanol 253.98
    sec-butyl acetate 194.3
    tert-butyl acetate 384.13
    decalin 93.01
    glycerin 67.12
    diglyme 533.21
    acrylic acid 104.74
    isopropyl myristate 166.85
    n-butyric acid 208.31
    acetyl acetate 291.06
    di(2-ethylhexyl) phthalate 125.39
    ethyl propionate 244.04
    nitromethane 257.74
    1,2-diethoxyethane 318.51
    benzonitrile 319.6
    trioctyl phosphate 106.06
    1-bromopropane 369.01
    gamma-valerolactone 757.54
    n-decanol 97.64
    triethyl phosphate 158.56
    4-methyl-2-pentanol 127.5
    propionitrile 311.84
    vinylene carbonate 327.68
    1,1,2-trichlorotrifluoroethane 270.01
    DMS 304.21
    cumene 183.12
    2-octanol 107.82
    2-hexanone 214.58
    octyl acetate 174.39
    limonene 248.52
    1,2-dimethoxyethane 381.94
    ethyl orthosilicate 166.02
    tributyl phosphate 119.06
    diacetone alcohol 250.77
    N,N-dimethylaniline 243.64
    acrylonitrile 311.03
    aniline 329.21
    1,3-propanediol 126.57
    bromobenzene 551.17
    dibromomethane 502.99
    1,1,2,2-tetrachloroethane 545.3
    2-methyl-cyclohexyl acetate 243.17
    tetrabutyl urea 144.27
    diisobutyl methanol 148.99
    2-phenylethanol 287.94
    styrene 278.53
    dioctyl adipate 180.47
    dimethyl sulfate 253.82
    ethyl butyrate 280.73
    methyl lactate 137.41
    butyl lactate 146.58
    diethyl carbonate 193.64
    propanediol butyl ether 138.99
    triethyl orthoformate 229.09
    p-tert-butyltoluene 218.71
    methyl 4-tert-butylbenzoate 305.97
    morpholine 606.56
    tert-butylamine 153.94
    n-dodecanol 78.15
    dimethoxymethane 520.44
    ethylene carbonate 310.96
    cyrene 180.91
    2-ethoxyethyl acetate 307.85
    2-ethylhexyl acetate 323.04
    1,2,4-trichlorobenzene 431.04
    4-methylpyridine 563.98
    dibutyl ether 211.85
    2,6-dimethyl-4-heptanol 148.99
    DEF 312.2
    dimethyl isosorbide 419.48
    tetrachloroethylene 424.06
    eugenol 241.37
    triacetin 264.9
    span 80 171.41
    1,4-butanediol 46.24
    1,1-dichloroethane 469.55
    2-methyl-1-pentanol 103.95
    methyl formate 173.63
    2-methyl-1-butanol 145.33
    n-decane 52.24
    butyronitrile 303.95
    3,7-dimethyl-1-octanol 144.19
    1-chlorooctane 144.17
    1-chlorotetradecane 70.73
    n-nonane 49.53
    undecane 38.6
    tert-butylcyclohexane 82.87
    cyclooctane 99.64
    cyclopentanol 221.28
    tetrahydropyran 690.69
    tert-amyl methyl ether 221.1
    2,5,8-trioxanonane 335.61
    1-hexene 150.86
    2-isopropoxyethanol 136.76
    2,2,2-trifluoroethanol 77.36
    methyl butyrate 247.14

    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
Patchouli (Indonesia, Sumatra) 2 8014-09-3 Pogostemon cablin Benth. (P. patchouli Pellet), fam. Lamiaceae (Labiatae) 3.8%
Patchouli (Indonesia, Sumatra) 1 8014-09-3 Pogostemon cablin Benth. (P. patchouli Pellet), fam. Lamiaceae (Labiatae) 5.5%
Spikenard 2 8022-22-8 Nardostachys jatamansi (Roxb.) DC., fam. Valerianaceae 29.8%
Marigold pot 1 70892-20-5 Calendula officinalis L. (Pot Marigold), fam. Asteraceae (Compositae) 1.3%
Marigold pot 2 70892-20-5 Calendula officinalis L. (Pot Marigold), fam. Asteraceae (Compositae) 2.93%
Patchouli (India) 1 8014-09-3 Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 0.01%
Patchouli (Indonesia) 2 8014-09-3 Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 22.0%
Patchouli (Indonesia, Java) 1 8014-09-3 Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 4.47%
Patchouli (Indonesia, Sumatra) 3 8014-09-3 Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 3.8%
Patchouli (West India) 8014-09-3 Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 5.33%
Patchouli (Costa Rica) 8014-09-3 Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 5.38%
Litsea zeylanica Litsea zeylanica Nees, fam. Lauraceae 0.15%
Patchouli (China) 1 8014-09-3 Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 8.48%
Patchouli (Indonesia) 4 8014-09-3 Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 6.4%
Patchouli (Taiwan) 8014-09-3 Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 6.0%
Patchouli (The Philippines) 8014-09-3 Posgostemon cablin Benth., fam. Lamiaceae (Labiatae) 3.0%
Patchouli (Japan) 8014-09-3 Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 2.0%
Patchouli (Indonesia) 3 8014-09-3 Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 4.0%
Psiadia viscosa Psiadia viscosa (Lam.) A.J. Scott, fam. Asteraceae (Compositae) 7.5%
Yarrow (Iran) 84082-83-7 Achillea millefolium L. ssp. millefolium, fam. Asteraceae (Compositae) 2.2%
Valeriana javanica root (Indonesia) Valeriana javanica Blume, fam. Valerianaceae 0.1%
Curcuma aromatica (India) 1 petiole Curcuma aromatica Salisb., fam. Zingiberaceae 1.0%
Patchouli (Indonesia) 6 8014-09-3 Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 13.8%
Chamomile, german (India) 1 8002-66-2 Chamomilla recutita (L.) Rausch.(Matricaria chamomilla L.), fam.Asteraceae 0.15%
Chamomile, german (India) 2a whole flower 8002-66-2 Chamomilla recutita (L.) Rausch.(Matricaria chamomilla L.), fam.Asteraceae 0.1%
Chamomile, german (India) 2b leaf 8002-66-2 Chamomilla recutita (L.) Rausch.(Matricaria chamomilla L.), fam.Asteraceae 2.3%
Chamomile, german (India) 2d root 8002-66-2 Chamomilla recutita (L.) Rausch.(Matricaria chamomilla L.), fam.Asteraceae 0.1%
Turmeric (India) 5a rhizome 8024-37-1 Curcuma longa L., cv. Roma (C. domestica Val.), fam. Zingiberaceae 0.1%
Turmeric (India) 5b leaf 8024-37-1 Curcuma longa L., cv. Roma (C. domestica Val.), fam. Zingiberaceae 1.3%
Geranium (Cuba) 8000-46-2 Pelargonium species, fam. Geraniaceae 0.6%
Patchouli (China) 3a root 8014-09-3 Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 0.36%
Patchouli (China) 3b rhizome 8014-09-3 Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 0.2%
Patchouli (China) 2 8014-09-3 Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 2.78%
Patchouli (India) 2 8014-09-3 Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 1.01%
Patchouli (Indonesia) 5 8014-09-3 Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 1.55%
Salvia desoleana (Italy) 1a CO2-extract Salvia desoleana, fam. Lamiaceae (Labiatae) 0.6%
Salvia desoleana (Italy) 1b hydrodistilled Salvia desoleana, fam. Lamiaceae (Labiatae) 0.6%
Coespeletia moritziana leaf (Venezuela) Coespeletia moritziana (Sch. Bip. ex Wedd.) Cuatr., fam. Asteraceae 2.5%
Coespeletia spicata leaf (Venezuela) Coespeletia spicata (Sch. Bip. ex Wedd.) Cuatr., fam. Asteraceae 1.2%
Patchouli (Indonesia)5 ? Pogostemon cablin Benth., fam. Lamiaceae (Labiatae) 5.31%