3,6,6,9-Tetramethyl-4,4a,5,6,7,9a-hexahydro-1h-benzo[7]annulene

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  • Identifiers

    CAS number
    24703-35-3

    Molecular formula
    C15H24

    SMILES
    CC1=CCC2C(C1)CC(CC=C2C)(C)C

    Retention indicies (RI)

    • DB5: 1495.71
    • Carbowax: 1734.43

  • Odor profile

    Woody 82.89%
    Spicy 61.0%
    Green 46.5%
    Dry 44.61%
    Citrus 44.08%
    Herbal 44.02%
    Sweet 41.14%
    Terpenic 40.71%
    Fresh 40.55%
    Amber 34.47%

    Scent© AI

  • Properties

    XLogP3-AA
    4.1

    pKa est.
    10.21 (weak base)

    Molecular weight
    204.35 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    255°C

    Flash point est.
    113.18 ˚C

  • Synonyms

    • 24703-35-3
    • 3,6,6,9-tetramethyl-4,4a,5,6,7,9a-hexahydro-1h-benzo[7]annulene
    • 3,6,6,9-tetramethyl-1,4,4a,5,7,9a-hexahydrobenzo[7]annulene
    • DTXSID40947642
    • NS00123752

  • Applications

    3,6,6,9-Tetramethyl-4,4a,5,6,7,9a-hexahydro-1H-benzo[7]annulene (CAS 24703-35-3) is primarily used in organic R&D as a relatively rigid medium-ring hydrocarbon scaffold to study conformational dynamics and thermodynamics, to validate analytical methods (NMR, GC/MS), and to calibrate computational models; it commonly serves as a synthetic intermediate/building block to access terpenoid and other polycyclic derivatives, to optimize selective functionalizations (oxidation, halogenation, hydroformylation, rearrangements), and to generate libraries for SAR screening, and it is sometimes explored as a hydrophobic motif in the design of functional organic materials or specialty polymers; it may also be employed as a model odorant reference in fragrance research for structure–odor relationship studies of saturated polycyclic frameworks, although it is not a common commercial additive.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 82.32
    methanol 30.59
    isopropanol 92.68
    water 0.03
    ethyl acetate 260.2
    n-propanol 104.32
    acetone 188.61
    n-butanol 145.39
    acetonitrile 77.49
    DMF 132.4
    toluene 462.92
    isobutanol 99.43
    1,4-dioxane 477.42
    methyl acetate 166.35
    THF 970.72
    2-butanone 265.39
    n-pentanol 101.09
    sec-butanol 110.92
    n-hexane 163.23
    ethylene glycol 5.1
    NMP 206.22
    cyclohexane 311.44
    DMSO 93.13
    n-butyl acetate 517.77
    n-octanol 175.31
    chloroform 459.77
    n-propyl acetate 176.05
    acetic acid 39.85
    dichloromethane 374.79
    cyclohexanone 461.84
    propylene glycol 17.22
    isopropyl acetate 230.46
    DMAc 185.98
    2-ethoxyethanol 81.33
    isopentanol 155.67
    n-heptane 315.14
    ethyl formate 91.92
    1,2-dichloroethane 255.73
    n-hexanol 351.11
    2-methoxyethanol 103.46
    isobutyl acetate 189.89
    tetrachloromethane 112.32
    n-pentyl acetate 235.6
    transcutol 501.33
    n-heptanol 166.17
    ethylbenzene 231.69
    MIBK 235.72
    2-propoxyethanol 266.61
    tert-butanol 149.17
    MTBE 349.63
    2-butoxyethanol 170.42
    propionic acid 52.23
    o-xylene 255.37
    formic acid 4.46
    diethyl ether 374.87
    m-xylene 333.91
    p-xylene 261.33
    chlorobenzene 283.0
    dimethyl carbonate 66.91
    n-octane 89.2
    formamide 8.81
    cyclopentanone 446.72
    2-pentanone 293.51
    anisole 268.76
    cyclopentyl methyl ether 535.55
    gamma-butyrolactone 307.03
    1-methoxy-2-propanol 135.34
    pyridine 375.5
    3-pentanone 245.56
    furfural 206.67
    n-dodecane 62.07
    diethylene glycol 81.32
    diisopropyl ether 195.0
    tert-amyl alcohol 147.68
    acetylacetone 239.15
    n-hexadecane 71.82
    acetophenone 209.98
    methyl propionate 174.85
    isopentyl acetate 469.04
    trichloroethylene 395.5
    n-nonanol 172.83
    cyclohexanol 217.27
    benzyl alcohol 128.6
    2-ethylhexanol 326.74
    isooctanol 147.97
    dipropyl ether 555.78
    1,2-dichlorobenzene 231.72
    ethyl lactate 63.14
    propylene carbonate 216.35
    n-methylformamide 38.02
    2-pentanol 130.98
    n-pentane 146.45
    1-propoxy-2-propanol 292.8
    1-methoxy-2-propyl acetate 356.45
    2-(2-methoxypropoxy) propanol 211.89
    mesitylene 235.32
    ε-caprolactone 353.12
    p-cymene 246.62
    epichlorohydrin 372.23
    1,1,1-trichloroethane 307.97
    2-aminoethanol 18.0
    morpholine-4-carbaldehyde 239.03
    sulfolane 266.63
    2,2,4-trimethylpentane 69.05
    2-methyltetrahydrofuran 684.49
    n-hexyl acetate 359.03
    isooctane 72.92
    2-(2-butoxyethoxy)ethanol 262.7
    sec-butyl acetate 176.92
    tert-butyl acetate 284.7
    decalin 123.64
    glycerin 20.75
    diglyme 421.79
    acrylic acid 33.14
    isopropyl myristate 198.44
    n-butyric acid 133.27
    acetyl acetate 146.17
    di(2-ethylhexyl) phthalate 145.05
    ethyl propionate 173.39
    nitromethane 65.98
    1,2-diethoxyethane 381.75
    benzonitrile 188.79
    trioctyl phosphate 116.49
    1-bromopropane 374.61
    gamma-valerolactone 385.06
    n-decanol 140.9
    triethyl phosphate 136.34
    4-methyl-2-pentanol 117.19
    propionitrile 126.69
    vinylene carbonate 163.89
    1,1,2-trichlorotrifluoroethane 119.8
    DMS 184.55
    cumene 162.52
    2-octanol 122.35
    2-hexanone 215.51
    octyl acetate 219.68
    limonene 359.16
    1,2-dimethoxyethane 251.07
    ethyl orthosilicate 150.0
    tributyl phosphate 135.53
    diacetone alcohol 190.98
    N,N-dimethylaniline 195.0
    acrylonitrile 87.67
    aniline 208.9
    1,3-propanediol 45.9
    bromobenzene 366.21
    dibromomethane 343.32
    1,1,2,2-tetrachloroethane 335.06
    2-methyl-cyclohexyl acetate 291.84
    tetrabutyl urea 169.72
    diisobutyl methanol 198.45
    2-phenylethanol 238.75
    styrene 237.18
    dioctyl adipate 206.64
    dimethyl sulfate 72.78
    ethyl butyrate 325.7
    methyl lactate 54.14
    butyl lactate 133.74
    diethyl carbonate 174.13
    propanediol butyl ether 122.36
    triethyl orthoformate 244.92
    p-tert-butyltoluene 254.06
    methyl 4-tert-butylbenzoate 231.46
    morpholine 438.94
    tert-butylamine 146.37
    n-dodecanol 117.82
    dimethoxymethane 197.45
    ethylene carbonate 159.94
    cyrene 151.35
    2-ethoxyethyl acetate 264.73
    2-ethylhexyl acetate 449.32
    1,2,4-trichlorobenzene 251.46
    4-methylpyridine 404.8
    dibutyl ether 346.45
    2,6-dimethyl-4-heptanol 198.45
    DEF 228.75
    dimethyl isosorbide 404.3
    tetrachloroethylene 187.0
    eugenol 168.75
    triacetin 226.4
    span 80 211.48
    1,4-butanediol 19.62
    1,1-dichloroethane 264.95
    2-methyl-1-pentanol 124.0
    methyl formate 35.71
    2-methyl-1-butanol 138.44
    n-decane 102.98
    butyronitrile 189.58
    3,7-dimethyl-1-octanol 201.36
    1-chlorooctane 212.77
    1-chlorotetradecane 105.78
    n-nonane 107.54
    undecane 77.32
    tert-butylcyclohexane 112.92
    cyclooctane 162.32
    cyclopentanol 174.67
    tetrahydropyran 750.16
    tert-amyl methyl ether 268.17
    2,5,8-trioxanonane 304.42
    1-hexene 280.86
    2-isopropoxyethanol 98.01
    2,2,2-trifluoroethanol 13.15
    methyl butyrate 195.97

    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
Lemon balm 2 8014-71-9 Melissa officinalis L., fam. Lamiaceae (Labiatae) 0.1%
Basil (Fiji) 2 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.05%
Basil (Fiji) 1 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.05%
Cedrela odorata Cedrela odorata L., fam. Meliaceae 0.5%
Clary sage 1 8016-63-5 Salvia sclarea L., fam. Lamiaceae (Labiatae) 1.0%
Coleonema pulchellum Coleonema pulchellum Williams (C. pulchrum Hook.), fam. Rutaceae 1.3%
Davana 1 8016-03-3 Artemisia pallens Wall. ex DC., fam. Asteraceae (Compositae) 6.0%
Eucalyptus cloeziana leaf (Chemotype 1) Eucalyptus cloeziana F. Muell., fam. Myrtaeceae 0.18%
Ginseng Panax ginseng C.A. Meyer (P. quinquefolium L.), fam. Araliaceae 36.0%
Hyptis pectinata Hyptis pectinata (L.) Poit., fam. Lamiaceae (Labiatae) 13.6%
Mace 2 8007-12-3 Myristica fragrans Houtt., fam. Myristicaceae 0.05%
Marjoram, sweet (Egypt) 1 8015-01-8 Majorana hortensis Moench, Origanum majorana L., fam. Lamiaceae (Labiatae) 0.5%
Marjoram, sweet (France) 8015-01-8 Majorana hortensis Moench, Origanum majorana L., fam. Lamiaceae (Labiatae) 0.2%
Marjoram, sweet (Germany) 8015-01-8 Majorana hortensis Moench, Origanum majorana L., fam. Lamiaceae (Labiatae) 1.5%
Marjoram, sweet (Hungary) 8015-01-8 Majorana hortensis Moench, Origanum majorana L., fam. Lamiaceae (Labiatae) 0.4%
Marjoram, sweet (Portugal) 8015-01-8 Majorana hortensis Moench, Origanum majorana L., fam. Lamiaceae (Labiatae) 2.5%
Marjoram, sweet (Rumania) 8015-01-8 Majorana hortensis Moench, Origanum majorana L., fam. Lamiaceae (Labiatae) 1.9%
Marjoram, sweet (Tunisia) 1 8015-01-8 Majorana hortensis Moench, Origanum majorana L., fam. Lamiaceae (Labiatae) 1.6%
Melaleuca leucadendra (Australia) 1 Melaleuca leucadendra L., fam. Myrtaceae 0.04%
Melaleuca leucadendra (Australia) 2 Melaleuca leucadendra L., fam. Myrtaceae 0.07%
Nutmeg (India) 2 8008-45-5 Myristica fragrans Houtt., fam. Myristicaceae 0.1%
Oregano, greek (European) 84012-24-8 Origanum vulgare L. ssp. vulgare, fam. Lamiaceae (Labiatae) 3.4%
Pimpinella peregrina root Pimpinella peregrina L., fam. Apiaceae (Umbelliferae) 0.59%
Pteronia incana 2 Pteronia incana, fam. Asteraceae (Compositae) 1.2%
Sage, spanish (Spain) 5 8016-65-7 Salvia lavandulaefolia Vahl. ssp. lavandulafolia, fam Lamiaceae (Labiatae) 0.5%
Sage, spanish (Spain) 6 8016-65-7 Salvia lavandulaefolia Vahl. ssp. vellerea (Chemotype 1), fam. Lamiaceae 0.15%
Sage, spanish (Spain) 7 8016-65-7 Salvia lavandulaefolia Vahl. ssp. vellerea (Chemotype 2), fam. Lamiaceae 0.05%
Sage, spanish (Spain) 8 8016-65-7 Salvia lavandulaefolia Vahl. ssp. blancoana, fam. Lamiaceae (Labiatae) 1.4%
Vitex limonifolia leaf Vitex limonifolia Wall., fam. Verbenaceae 0.14%
Micromyrtus striata Micromyrtus striata J.W. Green (M. ciliata (Sm) Druce), fam. Myrtaceae 8.3%
Satureja grandiflora (France) Satureja grandiflora (L.) Scheele (Calamintha g. (L.) Moench), Lamiaceae 2.28%
Etrog, leaf Citrus medica L., cultivar ethrog Engl., fam. Rutaceae 0.01%
Baccharis genistelloides Baccharis genistelloides Pers. (Carqueja), fam. Asteraceae (Compositae) 1.58%
Orange leaf, sweet (Israel) 3 Citrus sinensis (L.) Osbeck, cultivar Valencia late, fam. Rutaceae 0.06%
Orange leaf, sweet (Israel) 1 Citrus sinensis (L.) Osbeck, cultivar Jaffa (Shamouti), fam. Rutaceae 0.08%
Orange leaf, sweet (Israel) 2 Citrus sinensis (L.) Osbeck, cultivar Ruby (Blood orange), fam. Rutaceae 0.06%
Ageratum conyzoides flower (Fiji) 85480-32-6 Ageratum conyzoides L., fam. Asteraceae (Compositae) 1.95%
Ageratum conyzoides plant 2 (Fiji) 85480-32-6 Ageratum conyzoides L., fam. Asteraceae (Compositae) 1.25%
Dysoxylum richii leaf (Fiji) Dysoxylum richii (A. Gray) C.D.C. 0.53%
Synedrella nodiflora leaf (Fiji) Synedrella nodiflora (L.) 1.37%
Vitex trifolia (Thailand) Vitex trifolia L., fam. Verbenaceae 4.72%
Artemisia judaica (Israel) 1 Artemisia judaica L. (Bat'aran), fam. Asteraceae (Compositae) 0.06%
Mandarin leaf (Petitgrain mandarin.) (Israel) 4 Citrus reticulata Blanco, cultivar Maya, fam. Rutaceae 0.06%
Mandarin leaf (Petitgrain mandarin.) (Israel) 6 Citrus reticulata Blanco, cultivar Michal, fam. Rutaceae 0.54%
Mandarin leaf (Petitgrain mandarin.) (Israel) 7 Citrus reticulata Blanco, cultivar Nectarine, fam. Rutaceae 0.03%
Blackcurrant bud 2 68606-81-5 Ribes nigrum L., fam. Grossulariaceae 0.76%
Parsley leaf (Korea) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (C. sativum Hoffm.), fam. Apiaceae 0.86%
Santolina chamaecyparisus (France) 3 84961-58-0 Santolina chamaecyparisus L., fam. Asteraceae (Compositae) 0.75%
Basil (Israel) 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.41%
Pistacia lentiscus fruit 90082-83-0 Pistacia lentiscus L., fam. Anacardiaceae 0.01%
Lemon leaf (petitgrain) (USA) 84929-31-7 Citrus limon (L.) Burm. f., fam. Rutaceae 0.26%
Yarrow (India) 84082-83-7 Achillea millefolium L., fam. Asteraceae (Compositae) 1.1%
Pummelo (Shaddock) (Vietnam) peel 84696-38-8 Citrus maxima (J. Burman) Merrill. (C. grandis (L.) Osbeck), fam. Rutaceae 0.02%
Orange, sweet (Vietnam) 2 8028-48-6 Citrus sinensis (L.) Osbeck, fam. Rutaceae 0.02%
Lime (Mexican, West Indian, Key) (Vietnam) 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 0.1%
Marjoram, sweet 4a historical solvent extract 8015-01-8 Majorana hortensis Moench, Origanum majorana L., fam. Lamiaceae (Labiatae) 0.3%
Marjoram, sweet 4b standard essential oil 8015-01-8 Majorana hortensis Moench, Origanum majorana L., fam. Lamiaceae (Labiatae) 2.6%
Marjoram, sweet 4c standard solvent extract 8015-01-8 Majorana hortensis Moench, Origanum majorana L., fam. Lamiaceae (Labiatae) 1.5%
Clary sage (Italy) 2a inflorescense 8016-63-5 Salvia sclarea L., fam. Lamiaceae (Labiatae) 0.46%
Clary sage (Italy) 2b leaf 8016-63-5 Salvia sclarea L., fam. Lamiaceae (Labiatae) 7.95%
Savory, summer (Iran) 2 8016-68-0 Satureja hortensis L., fam. Lamiaceae (Labiatae) 0.3%
Eucalyptus camaldulensis (Egypt) fruit Eucalyptus camaldulensis Dehn. var. brevirostris, fam. Myrtaceae 2.94%
Zataria multiflora (Iran) 1a bud Zataria multiflora Boiss., fam. Lamiaceae (Labiatae) 4.09%
Zataria multiflora (Iran) 1b flower Zataria multiflora Boiss., fam. Lamiaceae (Labiatae) 1.31%
Croton ovalifolius (Venezuela) Croton ovalifolius Vahl, fam. Euphorbiaceae 12.1%
Baccharis cordobensis (Argentina) Baccharis cordobensis Heering, fam. Asteraceae (Compisitae) 1.8%
Cerastium candidissimum (Greece) Cerastium candidissimum Correns, fam. Caryophyllaceae 0.2%
Ferula arrigonii Ferula arrigonii Bocchieri, fam. Apiaceae (Umbelliferae) 0.7%
Yuzu (Japana) 6 Citrus junos Sieb. ex Tanaka, fam. Rutaceae 0.66%
Daidai (Japan) Citrus aurantium L., cultivar cyathifera Y. Tanaka, fam. Rutaceae 0.01%
Zataria multiflora (Iran) 2 flowering tops Zataria multiflora Boiss., fam. Lamiaceae (Labiatae) 0.53%
Bergamot (Italy, Sicily) 1a Castagnaro 8007-75-8 Citrus bergamia Risso et Poiteau, fam. Rutaceae 0.03%
Bergamot (Italy, Sicily) 1b Fantastico 8007-75-8 Citrus bergamia Risso et Poiteau, fam. Rutaceae 0.02%
Bergamot (Italy, Sicily) 1c Feminello 8007-75-8 Citrus bergamia Risso et Poiteau, fam. Rutaceae 0.03%
Bergamot (Italy, Sicily) 1d PCF 8007-75-8 Citrus bergamia Risso et Poiteau, fam. Rutaceae 0.04%
Bergamot (Italy, Calabria) 8 8007-75-8 Citrus bergamia Risso et Poiteau, fam. Rutaceae 0.03%
Mandarin (Japan) 2c Minneola 8008-31-9 Citrus deliciosa Tenore cv. Minneola (C. reticulata Blanco), fam. Rutaceae 0.05%
Mandarin (Japan) 3d Kara 8008-31-9 Citrus deliciosa Tenore cv. Kara (C. reticulata Blanco), fam. Rutaceae 0.01%
Satsuma mandarin peel 2 Citrus unshiu Marcovitch f. Miyagawa, fam. Rutaceae 0.1%
Baga fruit Annona glabra L., fam. Annonaceae 0.2%
Eugenia ramboi (Brazil) Eugenia ramboi D. Legrand, fam. Myrtaceae 9.7%
Annual wormwood (India) 2 84775-74-6 Artemisia annua L., fam. Asteraceae (Compositae) 0.1%
Pentaceras australe leaf Pentaceras australe (F. Muell.) Benth., fam. Rutaceae 2.7%
Teucrium melissoides (Iran) Teucrium melissoides Boiss. et Hauskn. ex Boiss., fam.Lamiaceae (Labiatae) 2.3%
Sage, ssp. altissima (Cuba) Salvia officinalis L. ssp. altissima, fam. Lamiaceae (Labiatae) 0.01%
Sideritis raeseri (Greece) Sideritis raeseri Boiss.et Heldr.ssp.attica (Heldr.) Pap.et Kok, Lamiaceae 0.01%
Peppermint (Bulgaria) 4a hydrodistilled 8006-90-4 Mentha piperita L. cultivar 'Kliment-63', fam. Lamiaceae (Labiatae) 0.1%
Peppermint (Bulgaria) 4b extracted 8006-90-4 Mentha piperita L. cultivar 'Kliment-63', fam. Lamiaceae (Labiatae) 0.6%
Peppermint (Bulgaria) 5a hydrodistilled 8006-90-4 Mentha piperita L. cultivar 'Zefir', fam. Lamiaceae (Labiatae) 0.1%
Peppermint (Bulgaria) 5b extracted 8006-90-4 Mentha piperita L. cultivar 'Zefir', fam. Lamiaceae (Labiatae) 0.6%
Citronella java (Zimbabwe) 8000-29-1 Cymbopogon winterianus Jowitt., fam. Poaceae (Gramineae) 1.0%
Camphor (Madagascar) 2 8000-51-3 Cinnamomum camphora (L.) Nees et Ebermaier, fam. Lauraceae 0.05%
Cinnamomum angustifolium leaf (Madagascar) Cinnamomum angustifolium Rafin, fam. Lauraceae 3.0%
Pinus sylvestris 8 8023-99-2 Pinus sylvestris L. (Scotch pine), fam. Pinaceae 4.0%
Libanothamus humbertii leaf (Venezuela) Libanothamus humbertii Cuatr., fam. Asteraceae (Compositae) 1.0%
Libanothamus nerifolia leaf (Venezuela) Libanothamus nerifolia (B. ex H) Ernst, fam. Asteraceae (Compositae) 1.5%
Libanothamus occultus leaf (Venezuela) Libanothamus occultus (Blake) Cuatr., fam. Asteraceae (Compositae) 0.4%
Eucalyptus resinifera (Cuba) Eucalyptus resinifera Smith, fam. Myrtaceae 0.2%
Lippia lupulina stalk & leaf (Brazil) Lippia lupulina Cham., fam. Verbenaceae 3.7%
Lippia lupulina flower (Brazil) Lippia lupulina Cham., fam. Verbenaceae 15.4%