Farnesol, (2Z,6Z)-

  • Identifiers

    CAS number
    16106-95-9

    Molecular formula
    C15H26O

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

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

    Retention indicies (RI)

    • DB5: 1715.75
    • Carbowax: 2268.5
  • Odor profile

    Floral 90.45%
    Rose 65.81%
    Waxy 64.52%
    Sweet 60.12%
    Citrus 50.64%
    Green 48.91%
    Fruity 48.09%
    Fresh 47.42%
    Balsamic 46.27%
    Muguet 42.06%

    Scent© AI

  • Properties

    XLogP3-AA
    4.8

    Molecular weight
    222.37 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • < 25 °C

    Boiling point

    • 230 to 235 °F at 760 mmHg (NTP, 1992)
    • 111 °C at 3.50E-01 mm Hg
    • 110-113 °C
    • BP: 145-146 °C at 3 mm Hg

    Flash point est.
    136.37 ˚C

    Solubility expt.

    • Soluble in three volumes of 70% alcohol
    • SOL IN ALCOHOL: 1:3 IN 70% ALCOHOL
    • Solubility in alcohol: 1 mL in 1 mL 95% ethanol
    • Insoluble in water
    • Insoluble in water; soluble in oils
    • soluble (in ethanol)

  • Synonyms

    • cis,cis-Farnesol
    • (Z,Z)-farnesol
    • farnesol
    • cis-Farnesol
    • (2Z,6Z)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol
    • 16106-95-9
    • (2-cis,6-cis)-farnesol
    • Farnesol, (2Z,6Z)-
    • z,z-farnesol
    • 2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-, (2Z,6Z)-
    • FEMA No. 2478, (2Z,6Z)-
    • 3,7,11-Trimethyldodeca-2-cis,6-cis,10-trien-1-ol
    • CHEBI:42680
    • 4602-84-0
    • DTXSID101317885
    • J03523NK03
    • (2-cis,6-cis)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol
    • FEMA 2478
    • MFCD00002918
    • UNII-J03523NK03
    • starbld0005471
    • SCHEMBL2935434
    • CHEMBL1232800
    • DTXCID001747681
    • BCP22706
    • AKOS015901075
    • cis,cis-Farnesol, >=95.0% (GC)
    • DB02509
    • LMPR0103010008
    • (2Z,6Z)-3,7,11-trimethyl-2,6,10-dodecatrien-1-ol
    • 2,6,10-Dodecatrien-1-ol, 3,7,11-trimethyl-, (Z,Z)-,
  • Applications

    (2Z,6Z)-Farnesol (CAS 16106-95-9) is a sesquiterpene alcohol whose applications center on fragrance and personal care, where its soft sweet-floral, citrusy, lily-of-the-valley character and mild fixative power are exploited in fine fragrances, soaps, detergents, air-care and skin/hair products to round accords, extend longevity and boost diffusion; it is also used as a deodorizing agent due to bacteriostatic activity against odor-causing skin flora in low-level antiperspirant/deodorant formats and foot/oral-care adjuncts; in pharma/biotech it serves as a reference compound and synthetic handle to access farnesylated derivatives, to lipidate peptides/proteins, and as a research tool for apoptosis induction, modulation of the mevalonate pathway and quorum-sensing in Candida albicans (blocking filamentation, disrupting biofilms, and showing synergy with azoles/polyenes); additionally it functions as a lure/pheromone component in selective insect traps, a trace food flavor, a transdermal penetration enhancer and a solubilizing co-solvent in nanoemulsions/liposomes, with safety considerations around irritation/sensitization and compliance with IFRA, EU 1223/2009 and allergen labeling requirements.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 589.99
    methanol 313.58
    isopropanol 467.1
    water 0.06
    ethyl acetate 448.5
    n-propanol 466.84
    acetone 269.13
    n-butanol 567.9
    acetonitrile 148.96
    DMF 114.22
    toluene 195.66
    isobutanol 285.96
    1,4-dioxane 938.53
    methyl acetate 224.77
    THF 1268.53
    2-butanone 340.02
    n-pentanol 383.19
    sec-butanol 432.9
    n-hexane 250.19
    ethylene glycol 15.9
    NMP 118.23
    cyclohexane 311.35
    DMSO 196.82
    n-butyl acetate 441.74
    n-octanol 159.08
    chloroform 548.9
    n-propyl acetate 294.68
    acetic acid 118.8
    dichloromethane 400.61
    cyclohexanone 421.5
    propylene glycol 72.04
    isopropyl acetate 287.81
    DMAc 171.47
    2-ethoxyethanol 368.93
    isopentanol 399.66
    n-heptane 213.29
    ethyl formate 128.9
    1,2-dichloroethane 303.29
    n-hexanol 546.98
    2-methoxyethanol 418.43
    isobutyl acetate 205.39
    tetrachloromethane 110.75
    n-pentyl acetate 219.53
    transcutol 1278.27
    n-heptanol 205.26
    ethylbenzene 132.1
    MIBK 254.0
    2-propoxyethanol 525.23
    tert-butanol 595.01
    MTBE 738.93
    2-butoxyethanol 295.94
    propionic acid 109.68
    o-xylene 118.89
    formic acid 21.11
    diethyl ether 1050.92
    m-xylene 141.76
    p-xylene 140.26
    chlorobenzene 139.51
    dimethyl carbonate 34.6
    n-octane 49.25
    formamide 32.37
    cyclopentanone 296.67
    2-pentanone 390.06
    anisole 221.38
    cyclopentyl methyl ether 493.26
    gamma-butyrolactone 215.93
    1-methoxy-2-propanol 384.5
    pyridine 344.33
    3-pentanone 233.26
    furfural 185.39
    n-dodecane 21.6
    diethylene glycol 160.15
    diisopropyl ether 277.51
    tert-amyl alcohol 469.61
    acetylacetone 212.45
    n-hexadecane 25.27
    acetophenone 150.29
    methyl propionate 181.93
    isopentyl acetate 374.95
    trichloroethylene 393.38
    n-nonanol 155.52
    cyclohexanol 362.89
    benzyl alcohol 131.59
    2-ethylhexanol 342.96
    isooctanol 167.63
    dipropyl ether 773.56
    1,2-dichlorobenzene 125.47
    ethyl lactate 86.12
    propylene carbonate 147.27
    n-methylformamide 57.96
    2-pentanol 409.65
    n-pentane 204.54
    1-propoxy-2-propanol 504.44
    1-methoxy-2-propyl acetate 334.82
    2-(2-methoxypropoxy) propanol 260.73
    mesitylene 102.84
    ε-caprolactone 346.76
    p-cymene 111.42
    epichlorohydrin 408.11
    1,1,1-trichloroethane 308.37
    2-aminoethanol 80.41
    morpholine-4-carbaldehyde 257.08
    sulfolane 206.78
    2,2,4-trimethylpentane 68.42
    2-methyltetrahydrofuran 873.45
    n-hexyl acetate 281.64
    isooctane 59.09
    2-(2-butoxyethoxy)ethanol 403.13
    sec-butyl acetate 252.5
    tert-butyl acetate 326.53
    decalin 90.93
    glycerin 68.15
    diglyme 684.96
    acrylic acid 50.69
    isopropyl myristate 121.96
    n-butyric acid 324.0
    acetyl acetate 152.1
    di(2-ethylhexyl) phthalate 90.23
    ethyl propionate 227.86
    nitromethane 120.91
    1,2-diethoxyethane 704.59
    benzonitrile 131.22
    trioctyl phosphate 67.61
    1-bromopropane 398.7
    gamma-valerolactone 418.03
    n-decanol 110.16
    triethyl phosphate 122.62
    4-methyl-2-pentanol 208.29
    propionitrile 190.3
    vinylene carbonate 105.72
    1,1,2-trichlorotrifluoroethane 182.13
    DMS 113.08
    cumene 101.51
    2-octanol 130.03
    2-hexanone 329.53
    octyl acetate 136.99
    limonene 201.35
    1,2-dimethoxyethane 747.3
    ethyl orthosilicate 153.68
    tributyl phosphate 87.84
    diacetone alcohol 274.07
    N,N-dimethylaniline 145.97
    acrylonitrile 105.09
    aniline 174.25
    1,3-propanediol 187.18
    bromobenzene 149.18
    dibromomethane 353.07
    1,1,2,2-tetrachloroethane 396.37
    2-methyl-cyclohexyl acetate 256.5
    tetrabutyl urea 101.64
    diisobutyl methanol 190.66
    2-phenylethanol 189.81
    styrene 135.46
    dioctyl adipate 158.13
    dimethyl sulfate 41.17
    ethyl butyrate 377.74
    methyl lactate 57.98
    butyl lactate 138.57
    diethyl carbonate 186.61
    propanediol butyl ether 186.86
    triethyl orthoformate 292.36
    p-tert-butyltoluene 115.14
    methyl 4-tert-butylbenzoate 171.51
    morpholine 1162.49
    tert-butylamine 482.36
    n-dodecanol 83.07
    dimethoxymethane 241.68
    ethylene carbonate 114.56
    cyrene 142.94
    2-ethoxyethyl acetate 274.77
    2-ethylhexyl acetate 314.31
    1,2,4-trichlorobenzene 137.74
    4-methylpyridine 305.89
    dibutyl ether 394.31
    2,6-dimethyl-4-heptanol 190.66
    DEF 270.86
    dimethyl isosorbide 381.62
    tetrachloroethylene 242.63
    eugenol 147.47
    triacetin 191.68
    span 80 249.85
    1,4-butanediol 60.75
    1,1-dichloroethane 320.45
    2-methyl-1-pentanol 297.06
    methyl formate 34.79
    2-methyl-1-butanol 339.37
    n-decane 48.76
    butyronitrile 342.76
    3,7-dimethyl-1-octanol 174.54
    1-chlorooctane 138.66
    1-chlorotetradecane 49.13
    n-nonane 52.13
    undecane 30.19
    tert-butylcyclohexane 89.39
    cyclooctane 101.28
    cyclopentanol 225.46
    tetrahydropyran 1376.34
    tert-amyl methyl ether 469.95
    2,5,8-trioxanonane 416.47
    1-hexene 496.8
    2-isopropoxyethanol 280.76
    2,2,2-trifluoroethanol 21.09
    methyl butyrate 288.3

    Scent© AI

1 of 4
Recommendation
Restriction / Specification
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
0.21 % Category 7A
Rinse-off products applied to the hair with some hand contact
2.4 %
Category 2
Products applied to the axillae
0.062 % Category 7B
Leave-on products applied to the hair with some hand contact
2.4 %
Category 3
Products applied to the face/body using fingertips
1.2 % Category 8
Products with significant anogenital exposure
0.12 %
Category 4
Products related to fine fragrance
1.2 % Category 9
Products with body and hand exposure, primarily rinse off
2.3 %
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
0.29 % Category 10A
Household care products with mostly hand contact
8.1 %
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
0.29 % Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
8.1 %
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
0.29 % Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
4.5 %
Category 5D
Baby Creams, baby Oils and baby talc
0.29 % Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
4.5 %
Category 6
Products with oral and lip exposure
0.68 % Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
No restriction

Specification
Farnesol should only be used as a fragrance ingredient if it contains a minimum of 96% of farnesol isomers as determined by GLC.

Name CAS Botanical Proportion
Juniperus rigida (Japan) 2 Juniperus rigida Mig., fam. Cupressaceae 0.05%
Juniperus rigida (China) Juniperus rigida Mig., fam. Cupressaceae 0.05%
Juniperus rigida (Korea) Juniperus rigida Mig., fam. Cupressaceae 0.05%
Eucalyptus tereticornis (Benin) Eucalyptus tereticornis Smith, fam. Myrtaceae 8.42%
Rose (China) 1a 8007-01-0 Rosa damascena Mill., fam. Rosaceae 0.21%
Rose (China) 1b 8007-01-0 Rosa species (France), fam. Rosaceae 0.27%
Rose (China) 1c 8007-01-0 Rosa damascena Mill., fam. Rosaceae 0.27%
Rose (China) 1d 8007-01-0 Rosa species (Moroccan), fam. Rosaceae 0.23%
Clementine x Lemon (Italy) 2 Citrus clementina Hort. ex Tan. x Citrus limon (L.) Burm., fam. Rutaceae 0.04%
Canella winterana (Cuba) 2 Canella winterana (L.) Gaertn., fam. Canellaceae 0.3%
Cypress, Leyland (Poland) Cupressocyparis leylandii (Dall. et Jacks.) Dall., fam. Cupressaceae 0.1%
Couroupita guianensis flower (Brazil) Couroupita guainensis Auble., fam. Lecythidaceae 1.0%
Palmarosa (India) 8 8014-19-5 Cymbopogon martini (Roxb.) Wats, var. motia Burk., fam. Poaceae 0.5%
Palmarosa (India) 10a Spikelet 8014-19-5 Cymbopogon martini (Roxb.) Wats, var. motia, fam. Poaceae (Gramineae) 0.09%
Palmarosa (India) 10b Raceme 8014-19-5 Cymbopogon martini (Roxb.) Wats, var. motia, fam. Poaceae (Gramineae) 0.05%
Palmarosa (India) 10c Spathe 8014-19-5 Cymbopogon martini (Roxb.) Wats, var. motia, fam. Poaceae (Gramineae) 0.16%
Cinnamomum aureofulvum leaf Cinnamomum aureofulvum Gamb., fam. Lauraceae 0.3%
Cinnamomum aureofulvum bark Cinnamomum aureofulvum Gamb., fam. Lauraceae 0.3%
Pepper, black (India) 6a distilled 8006-82-4 Piper nigrum L., fam. Piperaceae 0.3%
Pepper, black (India) 6b free volatiles 8006-82-4 Piper nigrum L., fam. Piperaceae 1.0%
Yarrow (Estonia) 1a flower 84082-83-7 Achillea millefolium L., fam. Asteraceae (Compositae) 0.25%
Yarrow (Estonia) 1b leaf 84082-83-7 Achillea millefolium L., fam. Asteraceae (Compositae) 0.15%
Yarrow (Estonia) 1c stem 84082-83-7 Achillea millefolium L., fam. Asteraceae (Compositae) 0.3%
Cymbopogon olivieri (Iran) Cymbopogon olivieri (Boiss.) Bor, fam. Poaceae (Gramineae) 0.1%
Elionurus muticus (Zimbabwe) Elionurus muticus (Spreng.) Kunth, fam. Poaceae (Gramineae) 0.4%