Isoborneol

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  • Identifiers

    CAS number
    124-76-5

    Molecular formula
    C10H18O

    SMILES
    C[C@@]12CC[C@@H](C1(C)C)C[C@H]2O

    Safety labels

    Flammable
    Flammable

    Retention indicies (RI)

    • DB5: 1158.5
    • Carbowax: 1663.67

  • Odor profile

    Woody 79.16%
    Camphoreous 78.1%
    Herbal 70.04%
    Pine 67.68%
    Earthy 65.51%
    Mint 62.72%
    Balsamic 58.87%
    Cooling 52.36%
    Musty 43.5%
    Spicy 42.36%

    Scent© AI

    Odor threshold

    • Detection: 2.5 to 16 ppb

  • Properties

    XLogP3-AA
    2.7

    pKa est.
    8.28 (weak base)

    Molecular weight
    154.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Melting point expt.

    • 202 °C
    • Hexanogal plates from petroleum ether; melting point: 204 °C; boiling point: 210 °C at 779 mm Hg /L-Borneol/
    • 216 °C
    • Crystals from petroleum ether. sublimes on heating, MP: 212 °C (in a sealed tube). Practically insoluble in water. Readily soluble in alcohol, ether, chloroform /dl-Isoborneol/
    • Crystals from petroleum ether. MP: 214 °C. Approx optical rotation: +34.3 deg in alcohol solution /d-Isoborneol/
    • Crystals from petroleum ether. MP: 214 °C; Approx optical rotation -34.3 deg in alcohol solution /l-Isoborneol/
    • 212 °C

    Boiling point

    • 212 °C
    • Sublimes

    Flash point est.
    69.62 ˚C

    Flash point expt.

    • 150 °F (60 °C) /closed cup/

    Solubility expt.

    • In water, 738 mg/L at 25 °C
    • Slightly soluble in propylene glycol
    • Soluble in alcohol and ether
    • In water, 7.38X10-4 mg/L at 25 °C /l-Isoborneol/
    • In water, 7.4X10-4 mg/L at 25 °C /d-Isoborneol/
    • Insoluble in water
    • More soluble in most solvents than borneol
    • Very soluble in ethanol, diethyl ether, chloroform; soluble in benzene
    • Slightly soluble in proylene glycol; Very slightly soluble in water; Insoluble in vegatable oils
    • Soluble (in ethanol)
    • Slightly soluble in proylene glycol; Very slightly soluble in water; Insoluble in vegatable oils
    • Soluble (in ethanol)

  • Synonyms

    • Isoborneol
    • 124-76-5
    • (-)-Isoborneol
    • Isocamphol
    • DL-Isoborneol
    • Isobornyl alcohol
    • Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, (1R,2R,4R)-rel-
    • Exoborneol
    • Isobomeol
    • 2-exo-Bornyl alcohol
    • L-Isoborneol
    • (-)-(2R)-Isoborneol
    • 2-Bornanol, exo-
    • 2-Camphanol, exo-
    • Isoborneol, (-)-
    • FEMA No. 2158
    • 10334-13-1
    • (-)-Bornan-2-exo-ol
    • UNII-L88RA8N5EG
    • Isoborneol, DL-
    • L88RA8N5EG
    • (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol
    • DTXSID2042060
    • HSDB 2843
    • ISOBORNEOL,DL-
    • EINECS 204-712-4
    • NSC 26350
    • Isoborneol (1R,2R,4R)-form [MI]
    • BRN 4126091
    • exo-2-Hydroxy-1,7,7-trimethylnorbornane
    • AI3-14113
    • ISOBORNEOL,(+/-)-
    • DTXCID0022060
    • exo-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ol
    • 1,7,7-Trimethylbicyclo(2.2.1)heptan-2-ol, exo-
    • NSC-26350
    • 20U67Z994U
    • Bicyclo(2.2.1)heptan-2-ol, 1,7,7-trimethyl-, (1R,2R,4R)-
    • exo-1,7,7-Trimethylbicyclo(2.2.1)heptan-2-ol
    • Bingpia
    • exo-2-Camphanol
    • (1R,4R)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2alpha-ol
    • exo-2-Bornanol
    • rel-(1R,2R,4R)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ol
    • Bicyclo(2.2.1)heptan-2-ol, 1,7,7-trimethyl-, (1R,2R,4R)-rel-
    • MFCD00074821
    • Bicyclo(2.2.1)heptan-2-ol, 1,7,7-trimethyl-, exo-
    • 507-70-0
    • b-Camphol
    • UNII-20U67Z994U
    • Isoborneol, 95%
    • Isoborneol (Standard)
    • ISOBORNEOL [MI]
    • Bicyclo(2.2.1)heptan-2-ol, 1,7,7-trimethyl-
    • ISOBORNEOL [FCC]
    • 1,7,7-Trimethylbicyclo
    • ISOBORNEOL [FHFI]
    • ISOBORNEOL [HSDB]
    • Isoborneol, >=95%, FG
    • SCHEMBL115722
    • Isoborneol, analytical standard
    • CHEMBL3560760
    • HY-N2004R
    • DTGKSKDOIYIVQL-MRTMQBJTSA-N
    • FEMA 2158?
    • HY-N2004
    • Tox21_301645
    • AKOS028109482
    • FI34626
    • NCGC00255879-01
    • 1ST40230
    • BS-43851
    • CAS-124-76-5
    • CS-0018324
    • EN300-179986
    • EN300-760916
    • A828291
    • Q15644616
    • (1R,3R,4R)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanol
    • (1R,3R,4R)-4,7,7-trimethylbicyclo[2.2.1]heptan-3-ol
    • rac-(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol
    • (1R*,2R*,4R*)-1,7,7-Trimethyl-bicyclo[2.2.1]heptan-2-ol
    • 204-712-4

  • Applications

    Isoborneol (CAS 124-76-5) is a bicyclic monoterpenoid alcohol with a camphoraceous, woody–minty odor, used widely as a fragrance ingredient in perfumes, soaps, detergents, candles, air care and personal care products; as a low-level flavor with camphor/minty–herbal notes in foods, beverages and confectionery; as a key intermediate for oxidation to camphor, esterification to isobornyl acetate (a major perfumery material), and as a chiral building block in the synthesis of pharmaceuticals, flavors and fine chemicals; in teaching laboratories as the classic substrate for the camphor/isoborneol redox pair and for stereochemical spectroscopy exercises; additionally as an odor-masking/odor-modulating co-ingredient in coatings, inks and consumer materials, and it is occasionally explored as a skin permeation aid in topical formulations.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 525.3
    methanol 687.14
    isopropanol 484.99
    water 42.52
    ethyl acetate 524.86
    n-propanol 463.52
    acetone 516.05
    n-butanol 408.43
    acetonitrile 613.26
    DMF 592.8
    toluene 236.1
    isobutanol 338.87
    1,4-dioxane 1138.6
    methyl acetate 495.75
    THF 1346.45
    2-butanone 384.94
    n-pentanol 221.11
    sec-butanol 327.49
    n-hexane 53.77
    ethylene glycol 219.46
    NMP 311.58
    cyclohexane 93.24
    DMSO 413.77
    n-butyl acetate 353.31
    n-octanol 178.19
    chloroform 1057.94
    n-propyl acetate 268.89
    acetic acid 442.7
    dichloromethane 798.09
    cyclohexanone 420.36
    propylene glycol 227.14
    isopropyl acetate 421.27
    DMAc 375.4
    2-ethoxyethanol 440.2
    isopentanol 361.15
    n-heptane 65.08
    ethyl formate 352.93
    1,2-dichloroethane 488.49
    n-hexanol 368.17
    2-methoxyethanol 788.72
    isobutyl acetate 198.71
    tetrachloromethane 345.63
    n-pentyl acetate 220.25
    transcutol 1055.9
    n-heptanol 228.89
    ethylbenzene 149.67
    MIBK 324.38
    2-propoxyethanol 682.89
    tert-butanol 585.06
    MTBE 509.07
    2-butoxyethanol 409.6
    propionic acid 367.82
    o-xylene 182.05
    formic acid 362.62
    diethyl ether 515.12
    m-xylene 221.23
    p-xylene 247.79
    chlorobenzene 320.97
    dimethyl carbonate 260.92
    n-octane 31.56
    formamide 642.91
    cyclopentanone 577.96
    2-pentanone 370.55
    anisole 346.85
    cyclopentyl methyl ether 451.66
    gamma-butyrolactone 693.4
    1-methoxy-2-propanol 650.17
    pyridine 502.4
    3-pentanone 284.86
    furfural 566.62
    n-dodecane 20.92
    diethylene glycol 562.93
    diisopropyl ether 240.88
    tert-amyl alcohol 359.87
    acetylacetone 490.69
    n-hexadecane 23.78
    acetophenone 257.34
    methyl propionate 380.79
    isopentyl acetate 326.03
    trichloroethylene 793.97
    n-nonanol 175.17
    cyclohexanol 271.62
    benzyl alcohol 221.08
    2-ethylhexanol 206.02
    isooctanol 191.74
    dipropyl ether 312.81
    1,2-dichlorobenzene 320.79
    ethyl lactate 154.16
    propylene carbonate 422.75
    n-methylformamide 501.62
    2-pentanol 301.77
    n-pentane 75.32
    1-propoxy-2-propanol 473.42
    1-methoxy-2-propyl acetate 484.87
    2-(2-methoxypropoxy) propanol 320.95
    mesitylene 176.35
    ε-caprolactone 402.68
    p-cymene 138.85
    epichlorohydrin 733.62
    1,1,1-trichloroethane 626.04
    2-aminoethanol 399.52
    morpholine-4-carbaldehyde 567.6
    sulfolane 488.03
    2,2,4-trimethylpentane 43.73
    2-methyltetrahydrofuran 624.93
    n-hexyl acetate 270.32
    isooctane 55.81
    2-(2-butoxyethoxy)ethanol 434.14
    sec-butyl acetate 227.47
    tert-butyl acetate 498.72
    decalin 59.4
    glycerin 337.77
    diglyme 787.85
    acrylic acid 317.03
    isopropyl myristate 140.71
    n-butyric acid 435.53
    acetyl acetate 413.99
    di(2-ethylhexyl) phthalate 113.91
    ethyl propionate 275.92
    nitromethane 798.49
    1,2-diethoxyethane 489.51
    benzonitrile 283.9
    trioctyl phosphate 96.57
    1-bromopropane 298.48
    gamma-valerolactone 766.09
    n-decanol 134.03
    triethyl phosphate 150.66
    4-methyl-2-pentanol 248.59
    propionitrile 453.5
    vinylene carbonate 423.26
    1,1,2-trichlorotrifluoroethane 493.2
    DMS 277.26
    cumene 137.21
    2-octanol 144.38
    2-hexanone 226.99
    octyl acetate 155.68
    limonene 156.33
    1,2-dimethoxyethane 660.55
    ethyl orthosilicate 159.21
    tributyl phosphate 112.86
    diacetone alcohol 414.66
    N,N-dimethylaniline 229.11
    acrylonitrile 503.47
    aniline 365.21
    1,3-propanediol 516.65
    bromobenzene 314.25
    dibromomethane 524.27
    1,1,2,2-tetrachloroethane 629.91
    2-methyl-cyclohexyl acetate 216.98
    tetrabutyl urea 118.13
    diisobutyl methanol 175.53
    2-phenylethanol 328.07
    styrene 161.95
    dioctyl adipate 150.86
    dimethyl sulfate 279.69
    ethyl butyrate 293.37
    methyl lactate 248.57
    butyl lactate 184.83
    diethyl carbonate 214.72
    propanediol butyl ether 275.21
    triethyl orthoformate 232.4
    p-tert-butyltoluene 157.06
    methyl 4-tert-butylbenzoate 293.23
    morpholine 922.28
    tert-butylamine 447.86
    n-dodecanol 101.1
    dimethoxymethane 617.08
    ethylene carbonate 404.15
    cyrene 208.58
    2-ethoxyethyl acetate 341.85
    2-ethylhexyl acetate 240.61
    1,2,4-trichlorobenzene 331.5
    4-methylpyridine 427.01
    dibutyl ether 193.15
    2,6-dimethyl-4-heptanol 175.53
    DEF 315.89
    dimethyl isosorbide 512.7
    tetrachloroethylene 517.38
    eugenol 272.01
    triacetin 271.78
    span 80 247.38
    1,4-butanediol 178.27
    1,1-dichloroethane 550.03
    2-methyl-1-pentanol 186.31
    methyl formate 401.49
    2-methyl-1-butanol 281.2
    n-decane 37.54
    butyronitrile 392.17
    3,7-dimethyl-1-octanol 187.07
    1-chlorooctane 111.58
    1-chlorotetradecane 50.52
    n-nonane 34.44
    undecane 27.15
    tert-butylcyclohexane 59.49
    cyclooctane 46.02
    cyclopentanol 348.64
    tetrahydropyran 700.17
    tert-amyl methyl ether 287.04
    2,5,8-trioxanonane 525.53
    1-hexene 136.69
    2-isopropoxyethanol 311.13
    2,2,2-trifluoroethanol 361.04
    methyl butyrate 284.31

    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
Armoise flower 8008-93-3 Artemisia vulgaris L., fam. Asteraceae (Compositae) 0.17%
Annual wormwood (India) 1 84775-74-6 Artemisia annua L., fam. Asteraceae (Compositae) 9.5%
Asafoetida (Pakistan) 1a 9000-04-8 Ferula assafoetida L., fam. Apiaceae (Umbelliferae) 0.2%
Roman chamomile (India) 8015-92-7 Anthemis nobilis L., fam. Asteraceae (Compositae) 0.23%
Clary sage 1 8016-63-5 Salvia sclarea L., fam. Lamiaceae (Labiatae) 0.1%
Cymbopogon distans 2 (Himalaya) Cymbopogon distans (Steud.) Wats. (Chemotype 2), fam. Poaceae (Gramineae) 1.1%
Cymbopogon distans 4 (Himalaya) Cymbopogon distans (Steud.) Wats. (Chemotype 4), fam. Poaceae (Gramineae) 1.2%
Ginger (India) 1 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.1%
Ginger (Nigeria) 2 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.11%
Ginger (Nigeria) 1 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.01%
Spike lavender (Spain) 3 8016-78-2 Lavandula latifolia Medikus (L. spica D.C.), fam. Lamiaceae (Labiatae) 0.3%
Ocimum canum (camphor-type) 2 Ocimum canum Sims., fam. Lamiaceae (Labiatae) 0.12%
Ocimum canum (camphor-type) 1 Ocimum canum Sims., fam. Lamiaceae (Labiatae) 0.01%
Peperomia rotundifolia Peperomia rotundifolia (L.) Kth. 1.15%
Rosemary (Spain) 3 8000-25-7 Rosmarinus officinalis L., fam. Lamiaceae (Labiatae) 0.02%
Sage, dalmatian (Italy) 3 8022-56-8 Salvia officinalis L., fam. Lamiaceae (Labiatae) 0.1%
Sage, spanish (Spain) 3 8016-65-7 Salvia lavandulaefolia Vahl., fam. Lamiaceae (Labiatae) 0.5%
Spike lavender (Spain) 2 8016-78-2 Lavandula latifolia Medikus (L. spica D.C.), fam. Lamiaceae (Labiatae) 0.2%
Strobilanthes auriculatus Strobilanthes auriculatus, fam. Acanthaceae 19.2%
Ziziphora clinopodioides (Turkey) 2 Ziziphora clinopodioides Lam., fam. Lamiaceae (Labiatae) 0.77%
Lippia alba (S. America) Lippia alba (Mill.) N.E. Brown (Cidreira), fam. Verbenaceae 0.4%
Ginger (Japan) 2 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.01%
Pistacia lentiscus (Spain) 1a leaf 90082-83-0 Pistacia lentiscus L., fam. Anacardiaceae 0.05%
Geranium (Rwanda) 8000-46-2 Pelargonium graveolens L'Herit. ex Aiton, fam. Geraniaceae 0.1%
Geranium (Bulgaria) 8000-46-2 Pelargonium graveolens l'Herit. ex Aiton, fam. Geraniaceae 0.27%
Star anise (China, Shangyou) 4 8007-70-3 Illicium verum Hooker fil., fam. Magnoliaceae (Illiciaceae) 0.05%
Rose 1 8007-01-0 Rosa damascena Mill., fam. Rosaceae 0.35%
Pinus sylvestris 1 8023-99-2 Pinus sylvestris L. (Scotch pine), fam. Pinaceae 0.7%
Spike lavender (Spain) 4 8016-78-2 Lavandula latifolia Medikus (L. spica D.C.), fam. Lamiaceae (Labiatae) 0.2%
Lavender (Russia) 8000-28-0 Lavandula angustifolia Mill., fam. Lamiaceae (Labiatae) 3.2%
Ginger (China) 5 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 0.01%
Ginger (Japan) 1 8007-08-7 Zingiber officinale Roscoe, fam. Zingiberaceae 1.0%
Ageratum conyzoides (Ghana) 85480-32-6 Ageratum conyzoides L., fam. Asteraceae (Compositae) 0.09%
Cleonia lusitanica (Spain) Cleonia lusitanica (L.) L., (Prunella lusitanica L.), fam. Lamiaceae 0.6%
Curcuma xanthorrhiza (Indonesia) Curcuma xanthorrhiza Roxb., fam. Zingiberaceae 0.2%
Curcuma aromatica (Indonesia) Curcuma aromatica Salisb., fam. Zingiberaceae 0.1%
Curcuma aeruginosa (Indonesia) Curcuma aeruginosa Roxb., fam. Zingiberaceae 0.9%
Curcuma heyneana (Indonesia) Curcuma heyneana Val., fam. Zingiberaceae 0.5%
Lavandin (Italy) 1 (Grosso) 8022-15-9 Lavandula x hybrida Rev. (L. x intermedia Emeric ex Loiseleur), Lamiaceae 0.01%
Santolina neapolitana (Italy) Santolina neapolitana Jordan et Fourr., fam. Asteraceae (Compositae) 0.2%
Spike lavender (Spain) 1 8016-78-2 Lavandula latifolia Medikus (L. spica D.C.), fam. Lamiaceae (Labiatae) 0.28%
Zingiber zerumbet (Vietnam) 1 rhizome Zingiber zerumbet (L.) Sm., fam. Zingiberaceae 0.05%
Artemisia kawakamii (China) Artemisia kawakamii Hayata, fam. Asteraceae (Compositae) 0.66%
Amomum villosum (China) 2a Amomum villosum Lour., fam. Zingiberaceae 0.41%
Amomum villosum (China) 2b Amomum villosum Lour. var. xanthioides, fam. Zingiberaceae 0.28%
Eucalyptus globulus (Algeria) 1 8016-26-0 Eucalyptus globulus Labill., fam. Myrtaceae 0.5%
Eucalyptus globulus (Portugal) 1 8016-26-0 Eucalyptus globulus Labill., fam. Myrtaceae 0.2%
Styrax (China) 8024-01-9 Liquidamber formosana Hance, fam. Hamamelidaceae 0.25%
Dendranthema vestitum flower absolute (China) Dendranthema vestitum (Hemsl.) Ling ex Shih, fam. Asteraceae (Compositae) 0.3%
Orange leaf, sweet (Mauritius) Citrus sinensis (L.) Osbeck, fam. Rutaceae 0.4%