(-)-beta-Pinene

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  • Identifiers

    CAS number
    18172-67-3

    Molecular formula
    C10H16

    SMILES
    CC1([C@H]2CCC(=C)[C@@H]1C2)C

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

    Retention indicies (RI)

    • Carbowax: 1079.0

  • Odor profile

    Woody 82.25%
    Herbal 72.89%
    Sweet 72.76%
    Camphoreous 68.42%
    Pine 67.01%
    Fresh 65.15%
    Terpenic 64.87%
    Green 63.19%
    Mint 57.43%
    Spicy 55.78%

    Scent© AI

  • Properties

    XLogP3-AA
    3.1

    Molecular weight
    136.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Melting point expt.

    • -61 °C

    Boiling point

    • 165.00 to 167.00 °C. @ 760.00 mm Hg

    Flash point est.
    32.46 ˚C

  • Synonyms

    • (-)-beta-Pinene
    • 18172-67-3
    • (-)-nopinene
    • (1S,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane
    • Bicyclo[3.1.1]heptane, 6,6-dimethyl-2-methylene-, (1S,5S)-
    • (-)-b-Pinene
    • (-)-Pin-2(10)-ene
    • (1S,5S)-6,6-dimethyl-2-methylidenebicyclo[3.1.1]heptane
    • 4MS8VHZ1HJ
    • (1S)-(-)-beta-Pinene
    • AFN153A7SU
    • Pseudopinen
    • Nopinen
    • (-)-2(10)-Pinene
    • FEMA No. 2903
    • (-)-(1S,5S)-beta-pinene
    • DTXSID1041184
    • CHEBI:28359
    • (s)-beta-pinene
    • (1S,5S)-pin-2(10)-ene
    • (S)-b-Pinene
    • Rosemarel
    • Bicyclo(3.1.1)heptane, 6,6-dimethyl-2-methylene-, (1S,5S)-
    • l-beta-Pinene
    • beta-Pinene (natural)
    • UNII-4MS8VHZ1HJ
    • (1S,5S)-6,6-dimethyl-2-methylene-norpinane
    • (1S)-(-)-.beta.-Pinene
    • UNII-AFN153A7SU
    • HSDB 5615
    • (1S,5S)-2(10)-Pinene
    • Bicyclo(3.1.1)heptane, 6,6-dimethyl-2-methylene-, (1S)-
    • Bicyclo[3.1.1]heptane, 6,6-dimethyl-2-methylene-, (1S)-
    • 6,6-Dimethyl-2-methylenenorpinane
    • (1S,5S)-6,6-DIMETHYL-2-METHYLENEBICYCLO(3.1.1)HEPTANE
    • CCRIS 3201
    • EINECS 204-872-5
    • EINECS 245-424-9
    • Laevo-b-pinene
    • MFCD00001345
    • NSC 21447
    • PC-600
    • L-b-Pinene
    • (-)-beta-piene
    • EINECS 242-060-2
    • AI3-24483
    • (1S)-beta-Pinene
    • 2,2,6-Trimethylbicyclo(3.1.1)hept-2-ene
    • beta-Pinene: Nopinene
    • (-)- beta -Pinene
    • beta-Pinene, (-)-
    • (?)-|A-Pinene
    • 6,6-Dimethyl-2-methylene-bicyclo(3.1.1)heptane
    • (1S,5S)-beta-pinene
    • (1)-6,6-Dimethyl-2-methylenebicyclo(3.1.1)heptane
    • BETA-PINENE [FCC]
    • EC 242-060-2
    • BETA-PINENE [HSDB]
    • (-)-beta-Pinene, 99%
    • .BETA.-PINENE, L-
    • 1S,5S-(-)-beta-Pinene
    • (1S)-6,6-DIMETHYL-2-METHYLENEBICYCLO(3.1.1)HEPTANE
    • .BETA.-PINENE [MI]
    • (1S)-(-)-?-Pinene
    • .BETA.-PINENE [FHFI]
    • .BETA.-PINENE-(-)
    • (1S)-.BETA.-PINENE
    • (-)-beta-Pinene, >=99%
    • CHEMBL3184774
    • DTXCID9021184
    • HY-N0550R
    • (+/-)-.BETA.-PINENE
    • HY-N0550
    • (1S)-(-)-.BETA-PINENE
    • Tox21_301162
    • .BETA.-PINENE, (+/-)-
    • (-)-(1S)-.BETA.-PINENE
    • (-)-beta-Pinene, analytical standard
    • (1S)-(-)-pin-2(10)-ene
    • AKOS006342971
    • LMPR0102120013
    • NCGC00248311-01
    • NCGC00255060-01
    • (-)-(1S,5S)-.BETA.-PINENE
    • FEMA NO. 2903, (-)-
    • (-)-beta-Pinene, >=97%, FCC, FG
    • (1S,5S)-6,6-Dimethyl-2-methylenebicyclo
    • 1ST005057
    • CAS-18172-67-3
    • CS-0009078
    • NS00094639
    • S6275
    • C06307
    • E79173
    • EN300-303399
    • (1S)-beta-Pinene 2000 microg/mL in Acetonitrile
    • Q27103655
    • Z1201618602
    • (-)-beta-Pinene, primary pharmaceutical reference standard

  • Applications

    (−)-β-Pinene (CAS 18172-67-3) is a naturally occurring monoterpene obtained mainly from conifer essential oils; its characteristic pine-like aroma makes it valuable as a flavour and fragrance ingredient in perfumes, foods, scented candles and deodorizers, while its chiral skeleton serves as a key starting material for the synthesis of borneol, camphor, linalool, terpineol and other bioactive terpenes used in pharmaceuticals, biopesticides, green solvents, alkyd resins, bio-fuel additives and antimicrobial, insect-repellent cleaning products.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 736.95
    methanol 676.99
    isopropanol 669.12
    water 1.85
    ethyl acetate 972.49
    n-propanol 679.13
    acetone 747.7
    n-butanol 703.86
    acetonitrile 750.38
    DMF 495.18
    toluene 662.34
    isobutanol 466.4
    1,4-dioxane 1434.17
    methyl acetate 698.42
    THF 2245.12
    2-butanone 656.1
    n-pentanol 344.86
    sec-butanol 463.62
    n-hexane 213.01
    ethylene glycol 101.03
    NMP 365.2
    cyclohexane 356.41
    DMSO 313.09
    n-butyl acetate 1082.66
    n-octanol 296.88
    chloroform 1515.03
    n-propyl acetate 418.21
    acetic acid 406.62
    dichloromethane 1192.39
    cyclohexanone 766.14
    propylene glycol 156.72
    isopropyl acetate 673.49
    DMAc 375.69
    2-ethoxyethanol 404.18
    isopentanol 578.42
    n-heptane 277.32
    ethyl formate 478.27
    1,2-dichloroethane 711.45
    n-hexanol 878.66
    2-methoxyethanol 736.05
    isobutyl acetate 327.19
    tetrachloromethane 419.24
    n-pentyl acetate 393.34
    transcutol 1645.22
    n-heptanol 332.78
    ethylbenzene 231.1
    MIBK 513.56
    2-propoxyethanol 1072.39
    tert-butanol 732.93
    MTBE 934.03
    2-butoxyethanol 469.03
    propionic acid 375.18
    o-xylene 297.81
    formic acid 136.84
    diethyl ether 1256.3
    m-xylene 465.93
    p-xylene 285.84
    chlorobenzene 551.76
    dimethyl carbonate 269.59
    n-octane 86.17
    formamide 228.5
    cyclopentanone 915.27
    2-pentanone 686.05
    anisole 403.53
    cyclopentyl methyl ether 945.3
    gamma-butyrolactone 917.56
    1-methoxy-2-propanol 651.15
    pyridine 868.88
    3-pentanone 523.85
    furfural 629.53
    n-dodecane 51.35
    diethylene glycol 523.8
    diisopropyl ether 504.21
    tert-amyl alcohol 477.02
    acetylacetone 622.76
    n-hexadecane 58.69
    acetophenone 270.87
    methyl propionate 592.37
    isopentyl acetate 859.53
    trichloroethylene 1059.63
    n-nonanol 267.32
    cyclohexanol 497.14
    benzyl alcohol 240.14
    2-ethylhexanol 488.58
    isooctanol 267.61
    dipropyl ether 880.1
    1,2-dichlorobenzene 433.95
    ethyl lactate 163.92
    propylene carbonate 509.91
    n-methylformamide 370.66
    2-pentanol 496.86
    n-pentane 283.99
    1-propoxy-2-propanol 832.36
    1-methoxy-2-propyl acetate 851.05
    2-(2-methoxypropoxy) propanol 392.85
    mesitylene 311.52
    ε-caprolactone 654.85
    p-cymene 249.62
    epichlorohydrin 933.56
    1,1,1-trichloroethane 804.0
    2-aminoethanol 250.52
    morpholine-4-carbaldehyde 588.61
    sulfolane 497.84
    2,2,4-trimethylpentane 107.75
    2-methyltetrahydrofuran 1236.17
    n-hexyl acetate 516.07
    isooctane 134.06
    2-(2-butoxyethoxy)ethanol 604.25
    sec-butyl acetate 332.82
    tert-butyl acetate 679.01
    decalin 121.65
    glycerin 193.81
    diglyme 986.35
    acrylic acid 247.53
    isopropyl myristate 227.93
    n-butyric acid 682.24
    acetyl acetate 548.03
    di(2-ethylhexyl) phthalate 165.47
    ethyl propionate 386.1
    nitromethane 612.38
    1,2-diethoxyethane 1022.26
    benzonitrile 416.59
    trioctyl phosphate 136.13
    1-bromopropane 686.81
    gamma-valerolactone 965.63
    n-decanol 195.62
    triethyl phosphate 208.68
    4-methyl-2-pentanol 363.36
    propionitrile 755.61
    vinylene carbonate 516.91
    1,1,2-trichlorotrifluoroethane 390.96
    DMS 374.35
    cumene 176.91
    2-octanol 207.6
    2-hexanone 382.56
    octyl acetate 255.21
    limonene 345.12
    1,2-dimethoxyethane 717.6
    ethyl orthosilicate 230.56
    tributyl phosphate 180.24
    diacetone alcohol 481.26
    N,N-dimethylaniline 249.09
    acrylonitrile 636.65
    aniline 544.15
    1,3-propanediol 428.99
    bromobenzene 620.11
    dibromomethane 883.95
    1,1,2,2-tetrachloroethane 755.9
    2-methyl-cyclohexyl acetate 362.55
    tetrabutyl urea 182.87
    diisobutyl methanol 334.58
    2-phenylethanol 447.39
    styrene 263.11
    dioctyl adipate 235.65
    dimethyl sulfate 204.01
    ethyl butyrate 603.82
    methyl lactate 218.29
    butyl lactate 254.05
    diethyl carbonate 359.08
    propanediol butyl ether 310.97
    triethyl orthoformate 439.89
    p-tert-butyltoluene 267.43
    methyl 4-tert-butylbenzoate 310.79
    morpholine 1339.28
    tert-butylamine 611.58
    n-dodecanol 151.26
    dimethoxymethane 765.09
    ethylene carbonate 492.44
    cyrene 215.74
    2-ethoxyethyl acetate 560.72
    2-ethylhexyl acetate 687.65
    1,2,4-trichlorobenzene 433.65
    4-methylpyridine 752.62
    dibutyl ether 521.4
    2,6-dimethyl-4-heptanol 334.58
    DEF 517.91
    dimethyl isosorbide 631.02
    tetrachloroethylene 563.58
    eugenol 264.54
    triacetin 340.67
    span 80 316.7
    1,4-butanediol 132.7
    1,1-dichloroethane 839.9
    2-methyl-1-pentanol 293.65
    methyl formate 312.05
    2-methyl-1-butanol 454.1
    n-decane 93.02
    butyronitrile 790.4
    3,7-dimethyl-1-octanol 340.38
    1-chlorooctane 241.62
    1-chlorotetradecane 102.18
    n-nonane 94.79
    undecane 66.15
    tert-butylcyclohexane 122.91
    cyclooctane 158.76
    cyclopentanol 470.73
    tetrahydropyran 1472.11
    tert-amyl methyl ether 571.75
    2,5,8-trioxanonane 611.71
    1-hexene 400.0
    2-isopropoxyethanol 327.98
    2,2,2-trifluoroethanol 158.95
    methyl butyrate 396.23

    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
Abies sachalinensis (Finland) Abies sachalinensis (Fr. Schm.) Mast, fam. Pinaceae 6.9%
Abies mayriana (Finland) Abies mayriana Miy. et Kudo Needle, fam. Pinaceae 7.2%
Annual wormwood (Finland) 84775-74-6 Artemisia annua L., fam. Asteraceae (Compositae) 3.0%