1,6,10-Dodecatrien-3-ol, 3,7,11-trimethyl-, [S-(Z)]-

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  • Identifiers

    CAS number
    3790-78-1

    Molecular formula
    C15H26O

    SMILES
    CC(=CCC/C(=C\CCC(C)(C=C)O)/C)C

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

    Retention indicies (RI)

    • DB5: 1542.25
    • Carbowax: 1993.17

  • Odor profile

    Floral 89.73%
    Sweet 69.94%
    Woody 63.21%
    Citrus 59.82%
    Fresh 58.46%
    Rose 57.32%
    Green 54.66%
    Waxy 53.35%
    Lily 47.21%
    Balsamic 45.69%

    Scent© AI

  • Properties

    XLogP3-AA
    4.6

    Molecular weight
    222.37 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    271°C

    Flash point est.
    121.73 ˚C

    Solubility expt.

    • Soluble in most fixed oils and propylene glycol; slightly soluble in water; insoluble in glycerol
    • Soluble (in ethanol)

  • Synonyms

    • cis-Nerolidol
    • 3790-78-1
    • Nerolidol cis-form
    • (6Z)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol
    • NEROLIDOL
    • (6Z)-nerolidol
    • (Z)-Nerolidol
    • (Z)-3,7,11-Trimethyldodeca-1,6,10-trien-3-ol
    • 81K23DEF7B
    • DTXSID1047239
    • cis-3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol
    • 1,6,10-Dodecatrien-3-ol, 3,7,11-trimethyl-, [S-(Z)]-
    • Peruviol
    • (+)-Nerolidol
    • 1,6,10-Dodecatrien-3-ol, 3,7,11-trimethyl-, (Z)-(S)-(+)-
    • MFCD00085350
    • Nerolidol, cis-(+)-
    • UNII-81K23DEF7B
    • 1,6,10-Dodecatrien-3-ol, 3,7,11-trimethyl-, (S-(Z))-
    • Nerolidol isomer
    • MFCD00008911
    • NSC 60598
    • 1,6,10-Dodecatrien-3-ol, 3,7,11-trimethyl-, (6Z)-; 1,6,10-Dodecatrien-3-ol, 3,7,11-trimethyl-, (Z)- (8CI); (6Z)-3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol; (Z)-Nerolidol; (+/-)-cis-Nerolidol; cis-Nerolidol
    • EINECS 223-263-5
    • trans-3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol
    • Nerolidol,cis-(sg)
    • NEROLIDOL, CIS-
    • (6Z)-3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol
    • (6Z)-(+/-)-nerolidol
    • SCHEMBL7057492
    • CHEMBL3185053
    • DTXCID9027239
    • NEROLIDOL CIS-FORM [MI]
    • FQTLCLSUCSAZDY-KAMYIIQDSA-
    • HY-N1944A
    • 1,6,10-Dodecatrien-3-ol, 3,7,11-trimethyl-, (6Z)-
    • CHEBI:173119
    • cis-Nerolidol, >=96.0% (GC)
    • Tox21_302456
    • EX-A11892
    • AKOS032949863
    • NEROLIDOL, (6Z)-(+/-)-
    • NCGC00256775-01
    • FN167234
    • CAS-3790-78-1
    • DB-235238
    • CS-0253665
    • NS00082407
    • (+/-)-cis-Nerolidol 100 microg/mL in Methanol
    • (E)-3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol
    • Q27269256
    • 3,7,11-Trimethyl-1,6,10-dodecatriene-3-ol, (Z)-(S)-(+)-
    • InChI=1/C15H26O/c1-6-15(5,16)12-8-11-14(4)10-7-9-13(2)3/h6,9,11,16H,1,7-8,10,12H2,2-5H3/b14-11-

  • Applications

    1,6,10-Dodecatrien-3-ol, 3,7,11-trimethyl-, [S-(Z)]- (a specific stereoisomer of nerolidol; CAS 3790-78-1) is used mainly as a fragrance and aroma modulator with floral–woody–fruity notes in fine fragrances, cosmetics, shampoos, soaps and cleaners; as a scent for air-care and candles; as a skin-penetration enhancer in topical drug and cosmetic formulations; as a lipophilic solvent/fragrance carrier; as an intermediate in terpene chemistry and a starting material for aroma derivatives; and as an agricultural adjuvant to improve foliar and cuticular penetration, with additional investigation as a selective insect repellent/attractant and for antimicrobial, antifungal and antiprotozoal potential—applications where the [S-(Z)] isomer helps fine-tune odor character and meet stereochemical requirements for biological activity.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 725.38
    methanol 498.82
    isopropanol 465.1
    water 0.14
    ethyl acetate 620.1
    n-propanol 471.55
    acetone 214.53
    n-butanol 603.82
    acetonitrile 158.03
    DMF 130.18
    toluene 280.24
    isobutanol 276.34
    1,4-dioxane 1085.0
    methyl acetate 285.83
    THF 1359.17
    2-butanone 374.56
    n-pentanol 489.66
    sec-butanol 480.07
    n-hexane 281.65
    ethylene glycol 22.14
    NMP 142.3
    cyclohexane 273.98
    DMSO 185.03
    n-butyl acetate 678.51
    n-octanol 296.12
    chloroform 651.67
    n-propyl acetate 372.74
    acetic acid 155.04
    dichloromethane 459.11
    cyclohexanone 401.37
    propylene glycol 80.4
    isopropyl acetate 478.46
    DMAc 272.28
    2-ethoxyethanol 516.22
    isopentanol 491.58
    n-heptane 242.4
    ethyl formate 160.98
    1,2-dichloroethane 288.36
    n-hexanol 762.94
    2-methoxyethanol 589.17
    isobutyl acetate 289.87
    tetrachloromethane 102.78
    n-pentyl acetate 338.36
    transcutol 2170.9
    n-heptanol 302.64
    ethylbenzene 206.72
    MIBK 329.96
    2-propoxyethanol 802.47
    tert-butanol 566.52
    MTBE 1003.35
    2-butoxyethanol 436.26
    propionic acid 134.08
    o-xylene 175.78
    formic acid 37.99
    diethyl ether 1199.23
    m-xylene 203.36
    p-xylene 217.76
    chlorobenzene 177.87
    dimethyl carbonate 55.4
    n-octane 68.36
    formamide 52.86
    cyclopentanone 250.75
    2-pentanone 412.61
    anisole 346.71
    cyclopentyl methyl ether 605.84
    gamma-butyrolactone 221.03
    1-methoxy-2-propanol 517.09
    pyridine 380.04
    3-pentanone 271.83
    furfural 221.59
    n-dodecane 40.67
    diethylene glycol 261.91
    diisopropyl ether 412.67
    tert-amyl alcohol 555.58
    acetylacetone 266.44
    n-hexadecane 46.06
    acetophenone 212.75
    methyl propionate 252.0
    isopentyl acetate 638.42
    trichloroethylene 398.67
    n-nonanol 294.28
    cyclohexanol 369.28
    benzyl alcohol 176.41
    2-ethylhexanol 512.89
    isooctanol 250.24
    dipropyl ether 895.66
    1,2-dichlorobenzene 160.36
    ethyl lactate 121.72
    propylene carbonate 172.48
    n-methylformamide 74.06
    2-pentanol 458.65
    n-pentane 202.28
    1-propoxy-2-propanol 695.9
    1-methoxy-2-propyl acetate 585.54
    2-(2-methoxypropoxy) propanol 471.81
    mesitylene 150.17
    ε-caprolactone 438.21
    p-cymene 172.98
    epichlorohydrin 441.35
    1,1,1-trichloroethane 303.07
    2-aminoethanol 106.36
    morpholine-4-carbaldehyde 388.58
    sulfolane 199.91
    2,2,4-trimethylpentane 103.75
    2-methyltetrahydrofuran 1039.8
    n-hexyl acetate 543.71
    isooctane 82.03
    2-(2-butoxyethoxy)ethanol 675.32
    sec-butyl acetate 384.45
    tert-butyl acetate 536.03
    decalin 133.11
    glycerin 92.88
    diglyme 1067.45
    acrylic acid 63.08
    isopropyl myristate 225.27
    n-butyric acid 373.11
    acetyl acetate 244.96
    di(2-ethylhexyl) phthalate 166.65
    ethyl propionate 327.62
    nitromethane 145.77
    1,2-diethoxyethane 1199.67
    benzonitrile 173.9
    trioctyl phosphate 114.83
    1-bromopropane 433.57
    gamma-valerolactone 473.35
    n-decanol 208.95
    triethyl phosphate 194.14
    4-methyl-2-pentanol 303.29
    propionitrile 210.92
    vinylene carbonate 138.23
    1,1,2-trichlorotrifluoroethane 215.15
    DMS 203.19
    cumene 155.05
    2-octanol 207.2
    2-hexanone 403.28
    octyl acetate 256.92
    limonene 298.43
    1,2-dimethoxyethane 959.95
    ethyl orthosilicate 241.53
    tributyl phosphate 152.19
    diacetone alcohol 394.14
    N,N-dimethylaniline 242.95
    acrylonitrile 126.68
    aniline 221.66
    1,3-propanediol 246.55
    bromobenzene 193.41
    dibromomethane 387.21
    1,1,2,2-tetrachloroethane 406.65
    2-methyl-cyclohexyl acetate 415.64
    tetrabutyl urea 184.54
    diisobutyl methanol 280.98
    2-phenylethanol 302.57
    styrene 206.77
    dioctyl adipate 281.05
    dimethyl sulfate 59.4
    ethyl butyrate 516.99
    methyl lactate 91.27
    butyl lactate 206.94
    diethyl carbonate 280.24
    propanediol butyl ether 299.22
    triethyl orthoformate 431.61
    p-tert-butyltoluene 182.0
    methyl 4-tert-butylbenzoate 270.91
    morpholine 1214.53
    tert-butylamine 470.11
    n-dodecanol 156.86
    dimethoxymethane 312.04
    ethylene carbonate 144.47
    cyrene 206.59
    2-ethoxyethyl acetate 441.04
    2-ethylhexyl acetate 539.68
    1,2,4-trichlorobenzene 181.62
    4-methylpyridine 396.78
    dibutyl ether 668.63
    2,6-dimethyl-4-heptanol 280.98
    DEF 347.44
    dimethyl isosorbide 634.55
    tetrachloroethylene 247.78
    eugenol 226.44
    triacetin 335.16
    span 80 409.29
    1,4-butanediol 80.12
    1,1-dichloroethane 317.56
    2-methyl-1-pentanol 444.1
    methyl formate 41.84
    2-methyl-1-butanol 407.62
    n-decane 84.37
    butyronitrile 355.84
    3,7-dimethyl-1-octanol 347.46
    1-chlorooctane 222.52
    1-chlorotetradecane 86.91
    n-nonane 87.33
    undecane 54.78
    tert-butylcyclohexane 143.94
    cyclooctane 113.95
    cyclopentanol 218.03
    tetrahydropyran 1292.3
    tert-amyl methyl ether 752.48
    2,5,8-trioxanonane 693.33
    1-hexene 578.48
    2-isopropoxyethanol 390.71
    2,2,2-trifluoroethanol 24.46
    methyl butyrate 382.66

    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
Cardamom seed 1 8000-66-6 Elettaria cardamomum (L.) Maton, fam. Zingiberaceae 0.3%
Santolina canescens Santolina rosmarinifolia (L.) ssp. canescens (Lag.) Nyman, fam. Asteraceae 1.8%
Santolina pectina Santolina pectina Lag., fam. Asteraceae (Compositae) 2.6%
Santolina rosmarinifolia Santolina rosmarinifolia L.ssp.rosmarinifolia, fam.Asteraceae (Compositae) 1.4%
Santolina semidentata Santolina semidentata Hoffmanns. & Link, fam. Asteraceae (Compositae) 2.5%
Ziziphora hispanica Ziziphora hispanica L., fam. Lamiaceae (Labiatae) 0.51%
Ginger (China) 5 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.02%
Erigeron canadensis Erigeron canadensis L. (Conyza canadensis (L.) Cronquist), fam. Asteraceae 0.7%
Pepper, black 3 8006-82-4 Piper nigrum L., fam. Piperaceae 0.01%
Orange, sweet (Italy) 5 8028-48-6 Citrus sinensis (L.) Osbeck, fam. Rutaceae 0.01%
Pepper, black (India) 1 8006-82-4 Piper nigrum L., fam. Piperaceae 0.1%
Bitter orange leaf (Petitgrain) (China) 1 8014-17-3 Citrus aurantium L., ssp. amara Engl., fam. Rutaceae 0.01%
Elaeagnus angustifolia flower absolute (China) Elaeagnus angustifolia L., fam. Elaeagnaceae 0.06%
Alpinia chinensis flower (Vietnam) Alpinia chinensis Rosc., fam. Zingiberaceae 0.4%
Ho leaf (China) 3 8022-91-1 Cinnamomum camphora Sieb. linaloolifera Fujita, fam. Lauraceae 0.46%
Ho leaf (Vietnam) 1 8022-91-1 Cinnamomum camphora Sieb. linaloolifera Fujita, fam. Lauraceae 0.6%
Orange leaf, sweet (Mauritius) Citrus sinensis (L.) Osbeck, fam. Rutaceae 0.1%
Orthodon calveriei (Vietnam) Orthodon calveriei Level. (Mosla calveriei), fam. Lamiaceae (Labiatae) 0.4%
Jasmine azoricum concrete Jasminum azoricum L., fam. Oleaceae 0.3%
Jasmine sambac (France) concrete Jasminum sambac (L.) Aiton, fam. Oleaceae 0.9%
Guava leaf 3 91770-12-6 Psidium guajava L., fam. Myrtaceae 3.18%
Psidium guineense leaf Psidium guineense Sw., fam. Myrtaceae 5.5%
Psidium sartorianum leaf Psidium sartorianum (Berg) Niedenzu, fam. Myrtaceae 5.24%
Zingiber zerumbet (Vietnam) 2a stem Zingiber zerumbet (L.) Sm., fam. Zingiberaceae 16.8%
Zingiber zerumbet (Vietnam) 2b leaf Zingiber zerumbet (L.) Sm., fam. Zingiberaceae 22.3%
Zingiber zerumbet (Vietnam) 2c flower Zingiber zerumbet (L.) Sm., fam. Zingiberaceae 36.3%
Polygonum odoratum Polygonum odoratum L., fam. Polygonaceae 0.6%
Agastache rugosa leaf (Vietnam) Agastache rugosa (Fisch. et Mey) O. Kuntze, fam. Lamiaceae (Labiatae) 0.05%
Agastache rugosa flower (Vietnam) Agastache rugosa (Fisch. et Mey) O. Kuntze, fam. Lamiaceae (Labiatae) 0.6%
Cymbopogon khasianus (India) Cymbopogon khasianus (Munro ex Hack.) Bor, fam. Poaceae (Gramineae) 0.05%
Naoshichi (Japan) Citrus taguma-sudachi Hort. ex Tanaka, fam. Rutaceae 0.02%
Elsholtzia ciliata (Vietnam) Elsholtzia ciliata (Thunb.) Hyland., fam. Lamiaceae (Labiatae) 1.35%
Vitex agnus-castus leaf (Italy) Vitex agnus-castus L., fam. Verbenaceae 0.1%
Vitex agnus-castus fruit (Italy) Vitex agnus-castus L., fam. Verbenaceae 0.2%
Vitex agnus-castus inflorescence (Italy) Vitex agnus-castus L., fam. Verbenaceae 0.2%
Basil (Denmark) Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.1%
Thyme (Denmark) 8007-46-3 Thymus vulgaris L., fam. Lamiaceae (Labiatae) 0.1%
Neroli bigarade (bitter orange flower) Italy 3 8016-38-4 Citrus aurantium L., ssp. amara Engl., fam. Rutaceae 0.01%
Sudachi peel (Japan) Citrus sudachi Hort. ex Shirai, fam. Rutaceae 0.01%
Yarrow (Iran) 84082-83-7 Achillea millefolium L. ssp. millefolium, fam. Asteraceae (Compositae) 5.7%
Bergamot leaf (China) 8007-75-8 Citrus bergamia Risso et Poiteau, fam. Rutaceae 0.03%
Clary sage (Spain) 8016-63-5 Salvia sclarea L., fam. Lamiaceae (Labiatae) 0.01%
Lavender (Lithuania) 8000-28-0 Lavandula angustifolia Mill., fam. Lamiaceae (Labiatae) 0.01%
Rose (Turkey) 4 8007-01-7 Rosa damascena Mill., fam. Rosaceae 0.09%
Rosa rugosa (China) 1 Rosa rugosa Thunb. (hybrids), fam. Rosaceae 0.01%
Rose (Turkey) 5 8007-01-0 Rosa damascena Mill., fam. Rosaceae 0.1%
Cornmint (Mentha arvensis) Mongolia 68917-18-0 Mentha arvensis (L.) var. piperascens Malinv., fam. Lamiaceae (Labiatae) 0.05%
Mentha asiatica (Mongolia) Mentha asiatica Borriss, fam. Lamiaceae (Labiatae) 0.04%
Peppermint (Mongolia) 8006-90-4 Mentha piperita L., fam. Lamiaceae (Labiatae) 0.06%
Neroli bigarade (bitter orange flower) China 1 8016-38-4 Citrus aurantium L., ssp. amara Engl., fam. Rutaceae 0.64%