Vulgarone B

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    64180-68-3

    Molecular formula
    C15H22O

    SMILES
    CC1=CC(=O)C2C3C1C2(CCCC3(C)C)C

    Retention indicies (RI)

    • DB5: 1647.0

  • Odor profile

    Woody 77.15%
    Cedar 48.02%
    Fruity 46.42%
    Amber 44.05%
    Spicy 43.55%
    Dry 41.43%
    Tobacco 36.23%
    Musk 29.9%
    Camphoreous 28.45%
    Vetiver 27.97%

    Scent© AI

  • Properties

    XLogP3-AA
    3.6

    Molecular weight
    218.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Boiling point est.
    314°C

    Melting point expt.

    • 35.5 - 36 °C

    Flash point est.
    99.04 ˚C

  • Synonyms

    • Vulgarone B
    • Longiverbenone
    • 64180-68-3
    • 1-Oxo-a-longipinene
    • 2,6,6,11-tetramethyltricyclo[5.4.0.02,8]undec-10-en-9-one
    • Longiverbenone (vulgarone b)
    • CHEMBL2272434
    • DTXSID20983427
    • KTPOZFYJWLGJGH-UHFFFAOYSA-N
    • 2,6,6,11-tetramethyltricyclo[5.4.0.0^{2,8}]undec-10-en-9-one
    • 2,6,6,11-Tetramethyltricyclo[5.4.0.0~2,8~]undec-10-en-9-one
    • Tricyclo[5.4.0.0^2,^8]undec-10-en-9-one, 2,6,6,11-tetramethyl-

  • Applications

    Vulgarone B (CAS 64180-68-3) is a natural terpene isolated mainly from Artemisia species and has been widely investigated as a bioactive agent for botanical crop protection due to its repellent, antifeedant and insecticidal effects (against agricultural pests, stored‑product insects and mosquito larvae), as well as antifungal, antibacterial and nematicidal activities; it also exhibits allelopathic inhibition of seed germination and weed growth and is therefore explored as a lead or starting point for bioherbicides, while serving as a reference standard in essential‑oil analysis, phytochemistry, pharmacology, toxicology and semisynthetic derivatization studies; practical work emphasizes its role as an ingredient in biopesticide formulations, an adjuvant or synergist to reduce doses of conventional pesticides, subject to thorough safety, stability and environmental impact evaluations prior to commercialization.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 181.06
    methanol 211.81
    isopropanol 202.59
    water 2.49
    ethyl acetate 322.85
    n-propanol 201.86
    acetone 441.85
    n-butanol 199.47
    acetonitrile 284.15
    DMF 579.08
    toluene 365.32
    isobutanol 168.87
    1,4-dioxane 657.14
    methyl acetate 347.73
    THF 1111.2
    2-butanone 410.07
    n-pentanol 115.32
    sec-butanol 160.11
    n-hexane 24.34
    ethylene glycol 87.49
    NMP 383.19
    cyclohexane 57.82
    DMSO 306.39
    n-butyl acetate 205.49
    n-octanol 116.45
    chloroform 928.08
    n-propyl acetate 161.38
    acetic acid 137.65
    dichloromethane 650.61
    cyclohexanone 558.73
    propylene glycol 93.68
    isopropyl acetate 231.12
    DMAc 341.63
    2-ethoxyethanol 175.01
    isopentanol 172.43
    n-heptane 23.64
    ethyl formate 210.51
    1,2-dichloroethane 476.89
    n-hexanol 209.12
    2-methoxyethanol 364.59
    isobutyl acetate 134.13
    tetrachloromethane 146.03
    n-pentyl acetate 178.2
    transcutol 311.26
    n-heptanol 126.74
    ethylbenzene 156.96
    MIBK 230.68
    2-propoxyethanol 365.47
    tert-butanol 202.13
    MTBE 222.31
    2-butoxyethanol 228.36
    propionic acid 173.65
    o-xylene 195.53
    formic acid 68.0
    diethyl ether 268.31
    m-xylene 256.29
    p-xylene 189.07
    chlorobenzene 348.07
    dimethyl carbonate 205.51
    n-octane 16.95
    formamide 114.25
    cyclopentanone 787.96
    2-pentanone 340.93
    anisole 251.42
    cyclopentyl methyl ether 430.02
    gamma-butyrolactone 727.43
    1-methoxy-2-propanol 324.99
    pyridine 534.19
    3-pentanone 274.66
    furfural 516.04
    n-dodecane 14.4
    diethylene glycol 263.82
    diisopropyl ether 104.03
    tert-amyl alcohol 147.43
    acetylacetone 378.75
    n-hexadecane 17.22
    acetophenone 214.13
    methyl propionate 306.14
    isopentyl acetate 204.93
    trichloroethylene 797.39
    n-nonanol 104.01
    cyclohexanol 223.17
    benzyl alcohol 182.86
    2-ethylhexanol 117.03
    isooctanol 103.63
    dipropyl ether 129.29
    1,2-dichlorobenzene 300.06
    ethyl lactate 123.31
    propylene carbonate 361.9
    n-methylformamide 285.91
    2-pentanol 146.87
    n-pentane 33.35
    1-propoxy-2-propanol 235.62
    1-methoxy-2-propyl acetate 278.89
    2-(2-methoxypropoxy) propanol 160.88
    mesitylene 151.23
    ε-caprolactone 406.99
    p-cymene 95.5
    epichlorohydrin 773.14
    1,1,1-trichloroethane 433.13
    2-aminoethanol 126.21
    morpholine-4-carbaldehyde 486.7
    sulfolane 545.6
    2,2,4-trimethylpentane 18.88
    2-methyltetrahydrofuran 529.92
    n-hexyl acetate 239.85
    isooctane 20.67
    2-(2-butoxyethoxy)ethanol 205.93
    sec-butyl acetate 131.88
    tert-butyl acetate 229.14
    decalin 33.14
    glycerin 141.21
    diglyme 379.13
    acrylic acid 170.9
    isopropyl myristate 98.96
    n-butyric acid 228.01
    acetyl acetate 232.47
    di(2-ethylhexyl) phthalate 101.12
    ethyl propionate 179.83
    nitromethane 357.86
    1,2-diethoxyethane 160.39
    benzonitrile 285.53
    trioctyl phosphate 79.88
    1-bromopropane 289.94
    gamma-valerolactone 782.88
    n-decanol 78.9
    triethyl phosphate 88.38
    4-methyl-2-pentanol 110.95
    propionitrile 307.96
    vinylene carbonate 365.69
    1,1,2-trichlorotrifluoroethane 353.36
    DMS 258.45
    cumene 106.65
    2-octanol 95.8
    2-hexanone 179.24
    octyl acetate 121.57
    limonene 110.3
    1,2-dimethoxyethane 312.82
    ethyl orthosilicate 83.99
    tributyl phosphate 83.99
    diacetone alcohol 231.66
    N,N-dimethylaniline 155.98
    acrylonitrile 363.93
    aniline 279.52
    1,3-propanediol 188.15
    bromobenzene 369.49
    dibromomethane 449.65
    1,1,2,2-tetrachloroethane 589.16
    2-methyl-cyclohexyl acetate 141.45
    tetrabutyl urea 104.66
    diisobutyl methanol 79.78
    2-phenylethanol 237.82
    styrene 168.17
    dioctyl adipate 111.06
    dimethyl sulfate 278.85
    ethyl butyrate 148.33
    methyl lactate 183.74
    butyl lactate 140.72
    diethyl carbonate 111.12
    propanediol butyl ether 180.27
    triethyl orthoformate 111.7
    p-tert-butyltoluene 96.21
    methyl 4-tert-butylbenzoate 213.35
    morpholine 589.02
    tert-butylamine 127.31
    n-dodecanol 61.67
    dimethoxymethane 455.5
    ethylene carbonate 315.2
    cyrene 181.23
    2-ethoxyethyl acetate 234.07
    2-ethylhexyl acetate 162.1
    1,2,4-trichlorobenzene 320.95
    4-methylpyridine 503.08
    dibutyl ether 102.55
    2,6-dimethyl-4-heptanol 79.78
    DEF 272.37
    dimethyl isosorbide 279.41
    tetrachloroethylene 392.32
    eugenol 199.24
    triacetin 192.94
    span 80 146.04
    1,4-butanediol 80.06
    1,1-dichloroethane 463.37
    2-methyl-1-pentanol 104.41
    methyl formate 279.21
    2-methyl-1-butanol 158.6
    n-decane 24.37
    butyronitrile 270.63
    3,7-dimethyl-1-octanol 106.09
    1-chlorooctane 94.21
    1-chlorotetradecane 40.06
    n-nonane 22.4
    undecane 18.58
    tert-butylcyclohexane 30.54
    cyclooctane 27.38
    cyclopentanol 263.05
    tetrahydropyran 573.71
    tert-amyl methyl ether 158.12
    2,5,8-trioxanonane 234.41
    1-hexene 85.37
    2-isopropoxyethanol 145.67
    2,2,2-trifluoroethanol 109.19
    methyl butyrate 204.97

    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
Artemisia persica (India) Artemisia persica Boiss., fam. Asteraceae (Compositae) 0.48%
Artemisia moorcroftiana Artemisia moorcroftiana, fam. Asteraceae (Compositae) 2.6%
Tansy (Netherlands) 1a leaf 8016-87-3 Tanacetum vulgare L. chrysantenyl chemotype, fam. Asteraceae (Compositae) 3.1%
Tansy (Netherlands) 1b flower 8016-87-3 Tanacetum vulgare L. chrysantenyl chemotype, fam. Asteraceae (Compositae) 8.2%
Tansy (Japan) 8016-87-3 Tanacetum vulgare L., fam. Asteraceae (Compositae) 11.9%