2,6,6-Trimethylcyclohexene-1-carboxylic acid

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    471-90-9

    Molecular formula
    C10H16O2

    SMILES
    CC1=C(C(CCC1)(C)C)C(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 64.93%
    Floral 62.74%
    Woody 58.57%
    Sweet 58.14%
    Herbal 49.67%
    Tobacco 49.48%
    Rose 42.54%
    Dry 40.19%
    Mint 38.94%
    Spicy 38.15%

     

    Flavor
    Woody 57.73%
    Sweet 49.37%
    Tobacco 46.45%
    Fruity 39.32%
    Phenolic 38.69%
    Dry 38.63%
    Herbal 32.57%
    Camphor 32.43%
    Minty 32.11%
    Powdery 31.36%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    2.5

    pKa est.
    8.47 (weak base)

    Molecular weight
    168.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    266°C

    Flash point

    • 127.41 ˚C est.

  • Synonyms

    • 471-90-9
    • 2,6,6-Trimethylcyclohexene-1-carboxylic acid
    • 2,6,6-TRIMETHYLCYCLOHEX-1-ENE-1-CARBOXYLIC ACID
    • beta-Cyclogeranic acid
    • UNII-LJ1U3W65NW
    • EINECS 207-446-7
    • LJ1U3W65NW
    • 1-Cyclohexene-1-carboxylic acid, 2,6,6-trimethyl-
    • .BETA.-CYCLOGERANIC ACID
    • DTXSID00197040
    • SCHEMBL9342959
    • DTXCID10119531
    • XOQRKINTHIDGND-UHFFFAOYSA-N
    • MFCD06203172
    • AKOS006294974
    • AS-66302
    • NS00031669
    • W18907
    • EN300-2999742
    • Q27283012

  • Applications

    2,6,6-Trimethylcyclohexene-1-carboxylic acid is a versatile terpenoid building block used as an intermediate to synthesize flavor and fragrance ingredients (notably esters and amides that impart fruity–floral–woody nuances, or to introduce the 2,6,6-trimethylcyclohexenyl motif found in ionone/damascone-type structures), as a precursor in retinoid/carotenoid-inspired drug discovery, as an acylating partner after conversion to the acid chloride to append a bulky cyclohexenyl unit onto aromatics or polyols, as a raw material for functional esters, acrylates and urethanes in UV‑curable coatings, inks and adhesives to enhance hydrophobicity, durability and steric shielding, and as a model substrate in laboratories for studying carboxylate activation, C–C coupling, esterification/amidation and as an analytical reference standard.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2489.0
    methanol 3086.87
    isopropanol 1710.5
    water 10.0
    ethyl acetate 1092.02
    n-propanol 2006.02
    acetone 1493.44
    n-butanol 1341.96
    acetonitrile 1768.83
    DMF 1501.56
    toluene 513.53
    isobutanol 1069.84
    1,4-dioxane 2990.23
    methyl acetate 1032.13
    THF 5158.05
    2-butanone 1127.49
    n-pentanol 813.78
    sec-butanol 1121.04
    n-hexane 135.95
    ethylene glycol 434.27
    NMP 1218.32
    cyclohexane 132.11
    DMSO 1673.96
    n-butyl acetate 578.5
    n-octanol 333.56
    chloroform 1418.42
    n-propyl acetate 469.2
    acetic acid 958.49
    dichloromethane 1316.64
    cyclohexanone 1445.31
    propylene glycol 453.47
    isopropyl acetate 538.72
    DMAc 362.15
    2-ethoxyethanol 863.67
    isopentanol 758.36
    n-heptane 66.85
    ethyl formate 771.23
    1,2-dichloroethane 1130.72
    n-hexanol 1186.86
    2-methoxyethanol 1783.64
    isobutyl acetate 230.09
    tetrachloromethane 252.4
    n-pentyl acetate 319.68
    transcutol 968.02
    n-heptanol 396.99
    ethylbenzene 187.91
    MIBK 498.9
    2-propoxyethanol 1535.69
    tert-butanol 1284.22
    MTBE 882.98
    2-butoxyethanol 527.01
    propionic acid 909.44
    o-xylene 191.01
    formic acid 611.1
    diethyl ether 1623.32
    m-xylene 330.82
    p-xylene 192.29
    chlorobenzene 539.01
    dimethyl carbonate 303.67
    n-octane 30.69
    formamide 698.82
    cyclopentanone 2083.21
    2-pentanone 1076.24
    anisole 368.45
    cyclopentyl methyl ether 1593.68
    gamma-butyrolactone 2356.23
    1-methoxy-2-propanol 1274.24
    pyridine 1153.27
    3-pentanone 602.2
    furfural 1009.58
    n-dodecane 22.99
    diethylene glycol 904.35
    diisopropyl ether 304.69
    tert-amyl alcohol 761.26
    acetylacetone 710.55
    n-hexadecane 26.31
    acetophenone 222.87
    methyl propionate 801.61
    isopentyl acetate 394.27
    trichloroethylene 1353.84
    n-nonanol 271.29
    cyclohexanol 928.55
    benzyl alcohol 307.72
    2-ethylhexanol 359.84
    isooctanol 246.78
    dipropyl ether 434.11
    1,2-dichlorobenzene 317.92
    ethyl lactate 162.66
    propylene carbonate 789.83
    n-methylformamide 1524.2
    2-pentanol 819.77
    n-pentane 149.3
    1-propoxy-2-propanol 735.19
    1-methoxy-2-propyl acetate 505.49
    2-(2-methoxypropoxy) propanol 230.87
    mesitylene 169.48
    ε-caprolactone 1114.35
    p-cymene 92.76
    epichlorohydrin 2340.3
    1,1,1-trichloroethane 779.69
    2-aminoethanol 912.62
    morpholine-4-carbaldehyde 1149.9
    sulfolane 1856.6
    2,2,4-trimethylpentane 41.07
    2-methyltetrahydrofuran 2676.92
    n-hexyl acetate 467.56
    isooctane 55.33
    2-(2-butoxyethoxy)ethanol 458.37
    sec-butyl acetate 247.3
    tert-butyl acetate 500.65
    decalin 46.02
    glycerin 443.32
    diglyme 646.0
    acrylic acid 629.11
    isopropyl myristate 133.13
    n-butyric acid 986.14
    acetyl acetate 371.36
    di(2-ethylhexyl) phthalate 112.01
    ethyl propionate 403.06
    nitromethane 1513.23
    1,2-diethoxyethane 467.66
    benzonitrile 447.77
    trioctyl phosphate 110.76
    1-bromopropane 933.62
    gamma-valerolactone 2041.78
    n-decanol 196.48
    triethyl phosphate 82.68
    4-methyl-2-pentanol 365.02
    propionitrile 1401.91
    vinylene carbonate 624.42
    1,1,2-trichlorotrifluoroethane 625.45
    DMS 274.37
    cumene 101.06
    2-octanol 251.58
    2-hexanone 518.02
    octyl acetate 196.15
    limonene 148.85
    1,2-dimethoxyethane 1147.47
    ethyl orthosilicate 88.85
    tributyl phosphate 113.05
    diacetone alcohol 579.47
    N,N-dimethylaniline 177.67
    acrylonitrile 1277.21
    aniline 581.79
    1,3-propanediol 1077.68
    bromobenzene 459.42
    dibromomethane 1013.55
    1,1,2,2-tetrachloroethane 897.81
    2-methyl-cyclohexyl acetate 178.67
    tetrabutyl urea 135.69
    diisobutyl methanol 166.29
    2-phenylethanol 441.14
    styrene 205.47
    dioctyl adipate 131.39
    dimethyl sulfate 359.76
    ethyl butyrate 258.31
    methyl lactate 305.46
    butyl lactate 197.35
    diethyl carbonate 122.91
    propanediol butyl ether 371.08
    triethyl orthoformate 144.21
    p-tert-butyltoluene 105.13
    methyl 4-tert-butylbenzoate 227.39
    morpholine 3560.72
    tert-butylamine 743.62
    n-dodecanol 138.89
    dimethoxymethane 1445.4
    ethylene carbonate 610.98
    cyrene 233.03
    2-ethoxyethyl acetate 388.6
    2-ethylhexyl acetate 276.08
    1,2,4-trichlorobenzene 326.48
    4-methylpyridine 1048.09
    dibutyl ether 240.24
    2,6-dimethyl-4-heptanol 166.29
    DEF 697.6
    dimethyl isosorbide 429.07
    tetrachloroethylene 605.66
    eugenol 226.98
    triacetin 182.04
    span 80 256.27
    1,4-butanediol 352.48
    1,1-dichloroethane 1185.69
    2-methyl-1-pentanol 428.04
    methyl formate 1044.76
    2-methyl-1-butanol 698.17
    n-decane 41.08
    butyronitrile 1284.6
    3,7-dimethyl-1-octanol 224.79
    1-chlorooctane 180.43
    1-chlorotetradecane 61.33
    n-nonane 41.02
    undecane 30.17
    tert-butylcyclohexane 50.68
    cyclooctane 45.25
    cyclopentanol 1373.76
    tetrahydropyran 2876.45
    tert-amyl methyl ether 493.93
    2,5,8-trioxanonane 373.89
    1-hexene 444.51
    2-isopropoxyethanol 512.45
    2,2,2-trifluoroethanol 320.73
    methyl butyrate 482.46

    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
Orris butter 8002-73-1 Iris florentina L., fam. Iridaceae 0.01%