(-)-alpha-Pinene

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  • Identifiers

    CAS number
    7785-26-4

    Molecular formula
    C10H16

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

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

    Retention indicies (RI)

    • DB5: 930.0
    • Carbowax: 1006.0

  • Odor profile

    Woody 84.26%
    Sweet 79.62%
    Herbal 74.82%
    Pine 71.68%
    Fresh 68.99%
    Camphoreous 67.51%
    Terpenic 66.43%
    Mint 55.45%
    Spicy 55.44%
    Cooling 53.62%

    Scent© AI

  • Properties

    XLogP3-AA
    2.8

    Molecular weight
    136.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Melting point expt.

    • -62 °C

    Boiling point

    • 155.00 to 157.00 °C. @ 760.00 mm Hg

    Flash point est.
    35.45 ˚C

  • Synonyms

    • (-)-alpha-Pinene
    • 7785-26-4
    • (1S)-(-)-alpha-Pinene
    • (1S,5S)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene
    • (-)-|A-pinene
    • (-)-2-Pinene
    • DL-ALPHA-PINENE
    • alpha-Pinene, (-)-
    • MFCD00064145
    • (1S)-(-)-|A-Pinene
    • Bicyclo[3.1.1]hept-2-ene, 2,6,6-trimethyl-, (1S,5S)-
    • Bicyclo[3.1.1]hept-2-ene,2,6,6-trimethyl-, (1S,5S)-
    • (1S,5S)-alpha-pinene
    • TZR3GM95PR
    • 2-Pinene, (1S,5S)-(-)-
    • JPF3YI7O34
    • DTXSID2029290
    • CHEBI:28660
    • (1S,5S)-4,6,6-trimethylbicyclo[3.1.1]hept-3-ene
    • DL-Pin-2(3)-ene
    • FEMA No. 2902
    • DTXCID009290
    • Bicyclo(3.1.1)hept-2-ene, 2,6,6-trimethyl-, (1S,5S)-
    • (1S)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene
    • 1S-.alpha.-Pinene
    • alpha-Pinene (natural)
    • (-)-.alpha.-Pinene
    • CAS-7785-26-4
    • FEMA Number 2902
    • UNII-JPF3YI7O34
    • (1S)-(-)-a-Pinene
    • CCRIS 697
    • UNII-TZR3GM95PR
    • HSDB 720
    • (1S,5S)-2-Pinene
    • Bicyclo(3.1.1)hept-2-ene, 2,6,6-trimethyl-, (1S)-
    • (-)-Pin-2(3)-ene
    • CCRIS 9060
    • EINECS 201-291-9
    • EINECS 219-445-9
    • BRN 3194807
    • L-a-Pinene
    • 1S-a-Pinene
    • EINECS 232-077-3
    • AI3-24594
    • (-)-a-pinene
    • Bicyclo(3.1.1)hept-2-ene, 2,6,6-trimethyl
    • EC 201-291-9
    • (-)--inene
    • (-)- alpha -Pinene
    • 1S-(-)-a-Pinene
    • 4-05-00-00456 (Beilstein Handbook Reference)
    • EC 232-077-3
    • ALPHA-PINENE [FCC]
    • (1S,5S)-pin-2-ene
    • ALPHA-PINENE [HSDB]
    • 1S,5S-(-)-alpha-Pinene
    • .ALPHA.-PINENE, L-
    • .ALPHA.-PINENE [MI]
    • .ALPHA.-PINENE-(-)
    • .ALPHA.-PINENE [FHFI]
    • (-)-(1S,5S)-alpha-pinene
    • CHEMBL3109297
    • HY-N0549R
    • (+/-)-.ALPHA.-PINENE
    • HY-N0549
    • Tox21_201760
    • Tox21_303591
    • (S)-(-)-.ALPHA.-PINENE
    • BBL027336
    • MFCD00001339
    • s5596
    • STK801840
    • UN2368
    • (-)-(1S)-.ALPHA.-PINENE
    • .ALPHA.-PINENE, (+/-)-
    • AKOS005622550
    • AKOS015918159
    • (-)-alpha-Pinene, analytical standard
    • CCG-266135
    • NCGC00249114-01
    • NCGC00257392-01
    • NCGC00259309-01
    • (1S,5S)-(-)-.ALPHA.-PINENE
    • DA-69020
    • FEMA NO. 2902, (-)-
    • VS-08526
    • (-)-alpha-Pinene, >=97%, FCC, FG
    • CS-0009077
    • NS00094657
    • alpha-Pinene [UN2368] [Flammable liquid]
    • EN300-90459
    • C06308
    • D96797
    • A839244
    • Q300852
    • 4,6,6-Trimethylbicyklo(3,1,1)hept-3-en [Czech]
    • Z1255427385
    • (-)-alpha-Pinene, 99%, optical purity ee: 97% (GLC)
    • (-)-alpha-Pinene, 98%, optical purity ee: >=81% (GLC)
    • (-)-alpha-Pinene, 99%, optical purity ee: >=86% (GLC)

  • Applications

    (-)-α-Pinene (CAS 7785-26-4) is a characteristic pine-scented monoterpene obtained mainly from coniferous essential oils; industrially it serves as a green solvent, a key raw material for fragrances and perfumery, a flavour modifier that imparts fresh pine notes to candies, beverages and seasonings, an ingredient in diffused oils and air fresheners, household cleansers, varnishes and printing inks; in pharmaceuticals it is used as an expectorant, antimicrobial, anti-inflammatory and natural insect repellent, and functions as a precursor for the synthesis of borneol, camphor, terpineol, linalool, pinocarveol, terpene resins and polyterpenes, as a cetane-improving biodiesel additive, a chiral intermediate in asymmetric organic synthesis and a scaffold for anticancer, antioxidant and food-preserving derivatives, thereby becoming an essential link bridging the fragrance, cosmetic, pharmaceutical, agrochemical and polymer material industries.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 324.97
    methanol 267.73
    isopropanol 264.13
    water 1.55
    ethyl acetate 485.21
    n-propanol 307.13
    acetone 359.9
    n-butanol 332.9
    acetonitrile 360.29
    DMF 238.72
    toluene 418.23
    isobutanol 225.84
    1,4-dioxane 748.02
    methyl acetate 368.38
    THF 1020.5
    2-butanone 350.33
    n-pentanol 195.06
    sec-butanol 228.17
    n-hexane 167.11
    ethylene glycol 55.82
    NMP 231.46
    cyclohexane 252.19
    DMSO 160.15
    n-butyl acetate 539.42
    n-octanol 196.07
    chloroform 838.26
    n-propyl acetate 230.46
    acetic acid 196.39
    dichloromethane 651.06
    cyclohexanone 441.05
    propylene glycol 82.42
    isopropyl acetate 338.55
    DMAc 233.36
    2-ethoxyethanol 221.46
    isopentanol 280.54
    n-heptane 203.27
    ethyl formate 224.54
    1,2-dichloroethane 401.57
    n-hexanol 503.77
    2-methoxyethanol 363.17
    isobutyl acetate 192.64
    tetrachloromethane 254.94
    n-pentyl acetate 242.33
    transcutol 892.83
    n-heptanol 224.18
    ethylbenzene 175.37
    MIBK 275.72
    2-propoxyethanol 581.24
    tert-butanol 307.81
    MTBE 454.76
    2-butoxyethanol 284.63
    propionic acid 189.3
    o-xylene 222.37
    formic acid 69.38
    diethyl ether 615.43
    m-xylene 303.27
    p-xylene 209.86
    chlorobenzene 337.83
    dimethyl carbonate 156.08
    n-octane 71.66
    formamide 110.39
    cyclopentanone 474.74
    2-pentanone 363.32
    anisole 267.12
    cyclopentyl methyl ether 519.99
    gamma-butyrolactone 452.25
    1-methoxy-2-propanol 325.05
    pyridine 484.0
    3-pentanone 321.13
    furfural 357.19
    n-dodecane 45.86
    diethylene glycol 293.17
    diisopropyl ether 275.54
    tert-amyl alcohol 246.64
    acetylacetone 339.5
    n-hexadecane 51.71
    acetophenone 192.21
    methyl propionate 327.12
    isopentyl acetate 441.7
    trichloroethylene 606.39
    n-nonanol 183.64
    cyclohexanol 276.58
    benzyl alcohol 155.66
    2-ethylhexanol 316.22
    isooctanol 175.92
    dipropyl ether 502.91
    1,2-dichlorobenzene 295.55
    ethyl lactate 101.56
    propylene carbonate 271.13
    n-methylformamide 167.71
    2-pentanol 250.48
    n-pentane 188.47
    1-propoxy-2-propanol 439.52
    1-methoxy-2-propyl acetate 456.3
    2-(2-methoxypropoxy) propanol 254.05
    mesitylene 214.46
    ε-caprolactone 394.59
    p-cymene 184.67
    epichlorohydrin 493.71
    1,1,1-trichloroethane 472.07
    2-aminoethanol 125.37
    morpholine-4-carbaldehyde 362.58
    sulfolane 278.88
    2,2,4-trimethylpentane 77.75
    2-methyltetrahydrofuran 631.29
    n-hexyl acetate 339.41
    isooctane 86.15
    2-(2-butoxyethoxy)ethanol 354.83
    sec-butyl acetate 200.57
    tert-butyl acetate 357.37
    decalin 102.27
    glycerin 105.0
    diglyme 581.67
    acrylic acid 136.87
    isopropyl myristate 162.81
    n-butyric acid 315.34
    acetyl acetate 307.96
    di(2-ethylhexyl) phthalate 120.92
    ethyl propionate 235.71
    nitromethane 305.7
    1,2-diethoxyethane 535.33
    benzonitrile 240.73
    trioctyl phosphate 97.91
    1-bromopropane 405.59
    gamma-valerolactone 538.17
    n-decanol 139.5
    triethyl phosphate 144.19
    4-methyl-2-pentanol 188.21
    propionitrile 351.19
    vinylene carbonate 290.55
    1,1,2-trichlorotrifluoroethane 232.1
    DMS 252.44
    cumene 138.25
    2-octanol 139.32
    2-hexanone 230.21
    octyl acetate 180.55
    limonene 247.45
    1,2-dimethoxyethane 391.45
    ethyl orthosilicate 160.34
    tributyl phosphate 123.13
    diacetone alcohol 259.42
    N,N-dimethylaniline 183.87
    acrylonitrile 301.94
    aniline 314.79
    1,3-propanediol 204.82
    bromobenzene 395.97
    dibromomethane 491.67
    1,1,2,2-tetrachloroethane 445.57
    2-methyl-cyclohexyl acetate 244.15
    tetrabutyl urea 129.53
    diisobutyl methanol 197.03
    2-phenylethanol 280.78
    styrene 188.39
    dioctyl adipate 166.15
    dimethyl sulfate 133.23
    ethyl butyrate 343.13
    methyl lactate 132.61
    butyl lactate 155.12
    diethyl carbonate 215.02
    propanediol butyl ether 188.17
    triethyl orthoformate 262.9
    p-tert-butyltoluene 192.15
    methyl 4-tert-butylbenzoate 228.53
    morpholine 680.03
    tert-butylamine 276.14
    n-dodecanol 110.2
    dimethoxymethane 384.85
    ethylene carbonate 269.23
    cyrene 151.0
    2-ethoxyethyl acetate 339.58
    2-ethylhexyl acetate 389.75
    1,2,4-trichlorobenzene 297.03
    4-methylpyridine 424.45
    dibutyl ether 312.04
    2,6-dimethyl-4-heptanol 197.03
    DEF 302.46
    dimethyl isosorbide 400.82
    tetrachloroethylene 342.67
    eugenol 189.82
    triacetin 241.56
    span 80 216.74
    1,4-butanediol 72.79
    1,1-dichloroethane 456.06
    2-methyl-1-pentanol 177.33
    methyl formate 144.07
    2-methyl-1-butanol 247.16
    n-decane 75.63
    butyronitrile 366.73
    3,7-dimethyl-1-octanol 212.67
    1-chlorooctane 175.15
    1-chlorotetradecane 83.66
    n-nonane 76.51
    undecane 56.55
    tert-butylcyclohexane 96.91
    cyclooctane 128.53
    cyclopentanol 248.03
    tetrahydropyran 743.62
    tert-amyl methyl ether 329.33
    2,5,8-trioxanonane 387.19
    1-hexene 263.01
    2-isopropoxyethanol 190.8
    2,2,2-trifluoroethanol 88.01
    methyl butyrate 232.83

    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 7.8%
Abies mayriana (Finland) Abies mayriana Miy. et Kudo Needle, fam. Pinaceae 8.4%
Tea Tree (Australia) 9 68647-73-4 Melaleuca alternifolia (Maiden et Betche) Cheel, fam. Myrtaceae 0.18%
Annual wormwood (Finland) 84775-74-6 Artemisia annua L., fam. Asteraceae (Compositae) 0.7%