Levopimaric acid

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  • Identifiers

    CAS number
    79-54-9

    Molecular formula
    C20H30O2

    SMILES
    CC(C)C1=CC[C@H]2C(=C1)CC[C@@H]3[C@@]2(CCC[C@@]3(C)C(=O)O)C

    Safety labels

  • Odor profile

    Fragrance
    Woody 74.9%
    Spicy 44.82%
    Balsamic 42.06%
    Amber 40.75%
    Herbal 40.69%
    Dry 40.12%
    Cedar 36.42%
    Animal 29.56%
    Vetiver 29.08%
    Pine 28.56%

     

    Flavor
    Woody 47.12%
    Herbal 36.79%
    Spice 31.54%
    Wood 28.98%
    Spicy 25.39%
    Herb 25.24%
    Bitter 23.12%
    Camphor 22.4%
    Pine 21.93%
    Balsam 21.92%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.8

    pKa est.
    7.54 (neutral)

    Molecular weight
    302.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    441°C

    Flash point

    • 217.62 ˚C est.

  • Synonyms

    • Levopimaric acid
    • l-Pimaric acid
    • 79-54-9
    • l-Sapietic acid
    • beta-Pimaric acid
    • .beta.-Pimaric acid
    • (1R,4aR,4bS,10aR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,9,10,10a-octahydrophenanthrene-1-carboxylic acid
    • UNII-6073C2A77I
    • delta6,8(14)-Abietadienoic acid
    • NSC 4827
    • NSC-4827
    • .DELTA.6,8(14)-Abietadienoic acid
    • 6073C2A77I
    • (-)-LEVOPIMARIC ACID
    • LEVOPIMARIC ACID [MI]
    • DTXSID20878526
    • 13-isopropylpodocarpa-8(14),12-dien-15-oic acid
    • Podocarpa-8(14),12-dien-15-oic acid, 13-isopropyl-
    • (1R,4aR,4bS,10aR)-7-isopropyl-1,4a-dimethyl-2,3,4,4b,5,9,10,10a-octahydrophenanthrene-1-carboxylic acid
    • 1-PHENANTHRENECARBOXYLIC ACID, 1,2,3,4,4A,4B,5,9,10,10A-DECAHYDRO-1,4A-DIMETHYL-7-(1-METHYLETHYL)-, (1R,4AR,4BS,10AR)-
    • 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,9,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R-(1alpha,4abeta, 4balpha,10aalpha))-
    • 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,9,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1theta-(1alpha,4abeta,4balpha,10aalpha))-
    • Levopimarate
    • L-Pimarate
    • I2-Pimaric acid
    • RefChem:153226
    • DTXCID201016571
    • 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,9,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R-(1.alpha.,4a.beta.,4b.alpha.,10a.alpha.))-
    • Podocarpa-8(14),12-dien-15-oic acid, 13-isopropyl-(8CI)
    • 1-Phenanthrenecarboxylic acid, 1,2,3,4,4a,4b,5,9,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, (1R-(1alpha,4abeta,4balpha,10aalpha))-
    • RWWVEQKPFPXLGL-UHFFFAOYSA-N
    • NSC4827
    • CHEMBL5401505
    • (1R,4aS,4bR)-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,9,10,10a-octahydro phenanthrene-1-carboxylic acid
    • Abieta-8(14),12-dien-18-oic acid
    • SCHEMBL152258
    • orb1690255
    • CHEBI:29615
    • HY-N7431
    • Podocarpa-8(14), 13-isopropyl-
    • BDBM50617195
    • 8(14),12-abietadien-18-oic acid
    • AKOS032946285
    • DA-54883
    • FL168574
    • CS-0128313
    • NS00125171
    • Q6535822
    • (1R,4?S,4?R)-1,4?-Dimethyl-7-propan-2-yl-2,3,4,4?,5,9,10,10?-octahydro phenanthrene-1-carboxylic acid
    • 1-Phenanthrenecarboxylic acid,2,3,4,4a,4b,5,9,10,10a-decahydro-1,4a-dimethyl-7-(1-methylethyl)-, [1R-(1.alpha.,4a.beta.,4b.alpha.,10a.alpha.)]-
    • 79-54-9

  • Applications

    Levopimaric acid (CAS 79-54-9) is a pine-resin-derived diterpene acid mainly used as a feedstock to synthesize rosin-type derivatives and resin modifiers. In industrial manufacturing, it is employed as a tackifier for adhesives and as a component in coatings and inks; it also serves as a precursor to prepare diterpene esters and other derivatives for polymer additives and stabilizers. Additionally, it may be considered a precursor for fragrance-related intermediates in perfumery, depending on formulation and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 63.04
    methanol 46.26
    isopropanol 61.43
    water 0.05
    ethyl acetate 51.16
    n-propanol 83.56
    acetone 48.48
    n-butanol 80.64
    acetonitrile 12.46
    DMF 168.16
    toluene 125.87
    isobutanol 56.52
    1,4-dioxane 153.18
    methyl acetate 32.04
    THF 285.57
    2-butanone 60.19
    n-pentanol 29.87
    sec-butanol 33.8
    n-hexane 3.01
    ethylene glycol 3.77
    NMP 62.14
    cyclohexane 9.1
    DMSO 33.78
    n-butyl acetate 56.02
    n-octanol 14.97
    chloroform 142.99
    n-propyl acetate 29.23
    acetic acid 16.96
    dichloromethane 86.49
    cyclohexanone 112.12
    propylene glycol 6.98
    isopropyl acetate 56.15
    DMAc 101.76
    2-ethoxyethanol 42.44
    isopentanol 63.71
    n-heptane 2.22
    ethyl formate 16.72
    1,2-dichloroethane 69.2
    n-hexanol 61.34
    2-methoxyethanol 89.4
    isobutyl acetate 31.31
    tetrachloromethane 18.12
    n-pentyl acetate 48.62
    transcutol 152.93
    n-heptanol 31.85
    ethylbenzene 33.01
    MIBK 61.93
    2-propoxyethanol 126.04
    tert-butanol 61.08
    MTBE 59.35
    2-butoxyethanol 71.05
    propionic acid 19.27
    o-xylene 50.76
    formic acid 6.59
    diethyl ether 91.82
    m-xylene 73.55
    p-xylene 35.83
    chlorobenzene 57.23
    dimethyl carbonate 28.09
    n-octane 1.16
    formamide 11.88
    cyclopentanone 113.71
    2-pentanone 73.97
    anisole 54.6
    cyclopentyl methyl ether 95.6
    gamma-butyrolactone 74.62
    1-methoxy-2-propanol 102.43
    pyridine 119.67
    3-pentanone 55.15
    furfural 62.21
    n-dodecane 0.82
    diethylene glycol 53.56
    diisopropyl ether 24.73
    tert-amyl alcohol 32.54
    acetylacetone 65.19
    n-hexadecane 1.01
    acetophenone 42.82
    methyl propionate 49.87
    isopentyl acetate 67.44
    trichloroethylene 121.55
    n-nonanol 17.41
    cyclohexanol 49.93
    benzyl alcohol 39.81
    2-ethylhexanol 27.81
    isooctanol 27.13
    dipropyl ether 33.43
    1,2-dichlorobenzene 49.52
    ethyl lactate 18.88
    propylene carbonate 37.79
    n-methylformamide 37.15
    2-pentanol 41.07
    n-pentane 5.27
    1-propoxy-2-propanol 86.31
    1-methoxy-2-propyl acetate 92.02
    2-(2-methoxypropoxy) propanol 50.69
    mesitylene 37.88
    ε-caprolactone 75.92
    p-cymene 20.45
    epichlorohydrin 108.8
    1,1,1-trichloroethane 54.89
    2-aminoethanol 17.07
    morpholine-4-carbaldehyde 112.53
    sulfolane 68.67
    2,2,4-trimethylpentane 2.71
    2-methyltetrahydrofuran 90.37
    n-hexyl acetate 45.78
    isooctane 3.08
    2-(2-butoxyethoxy)ethanol 72.04
    sec-butyl acetate 30.26
    tert-butyl acetate 62.41
    decalin 4.41
    glycerin 13.46
    diglyme 129.72
    acrylic acid 14.7
    isopropyl myristate 19.46
    n-butyric acid 47.34
    acetyl acetate 30.16
    di(2-ethylhexyl) phthalate 24.55
    ethyl propionate 32.28
    nitromethane 24.56
    1,2-diethoxyethane 64.54
    benzonitrile 37.34
    trioctyl phosphate 17.75
    1-bromopropane 53.19
    gamma-valerolactone 156.83
    n-decanol 12.08
    triethyl phosphate 21.16
    4-methyl-2-pentanol 32.24
    propionitrile 38.67
    vinylene carbonate 38.86
    1,1,2-trichlorotrifluoroethane 52.73
    DMS 44.82
    cumene 21.15
    2-octanol 16.53
    2-hexanone 34.3
    octyl acetate 22.99
    limonene 21.55
    1,2-dimethoxyethane 94.33
    ethyl orthosilicate 23.29
    tributyl phosphate 17.42
    diacetone alcohol 61.64
    N,N-dimethylaniline 40.59
    acrylonitrile 36.31
    aniline 81.5
    1,3-propanediol 41.6
    bromobenzene 61.33
    dibromomethane 64.63
    1,1,2,2-tetrachloroethane 102.38
    2-methyl-cyclohexyl acetate 37.31
    tetrabutyl urea 25.62
    diisobutyl methanol 19.74
    2-phenylethanol 65.58
    styrene 33.85
    dioctyl adipate 27.44
    dimethyl sulfate 34.05
    ethyl butyrate 33.51
    methyl lactate 25.13
    butyl lactate 39.71
    diethyl carbonate 20.97
    propanediol butyl ether 40.45
    triethyl orthoformate 32.65
    p-tert-butyltoluene 20.91
    methyl 4-tert-butylbenzoate 56.37
    morpholine 185.8
    tert-butylamine 38.38
    n-dodecanol 8.24
    dimethoxymethane 150.02
    ethylene carbonate 37.02
    cyrene 45.52
    2-ethoxyethyl acetate 75.49
    2-ethylhexyl acetate 47.73
    1,2,4-trichlorobenzene 56.09
    4-methylpyridine 116.08
    dibutyl ether 18.18
    2,6-dimethyl-4-heptanol 19.74
    DEF 61.67
    dimethyl isosorbide 91.36
    tetrachloroethylene 65.37
    eugenol 56.9
    triacetin 41.63
    span 80 41.44
    1,4-butanediol 10.41
    1,1-dichloroethane 65.53
    2-methyl-1-pentanol 29.51
    methyl formate 19.38
    2-methyl-1-butanol 48.77
    n-decane 1.63
    butyronitrile 40.47
    3,7-dimethyl-1-octanol 19.62
    1-chlorooctane 9.43
    1-chlorotetradecane 3.4
    n-nonane 1.31
    undecane 1.12
    tert-butylcyclohexane 3.99
    cyclooctane 3.25
    cyclopentanol 38.33
    tetrahydropyran 169.57
    tert-amyl methyl ether 34.57
    2,5,8-trioxanonane 76.3
    1-hexene 13.82
    2-isopropoxyethanol 35.88
    2,2,2-trifluoroethanol 7.74
    methyl butyrate 35.33

    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