p-Mentha-1,3,8-triene

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  • Identifiers

    CAS number
    18368-95-1

    Molecular formula
    C10H14

    SMILES
    CC1=CC=C(CC1)C(=C)C

    Retention indicies (RI)

    • DB5: 1111.75
    • Carbowax: 1405.5

  • Odor profile

    Woody 71.12%
    Herbal 68.64%
    Terpenic 61.93%
    Citrus 60.73%
    Spicy 53.41%
    Lemon 47.06%
    Sweet 46.91%
    Fresh 46.89%
    Tropical 43.78%
    Pine 41.44%

    Scent© AI

  • Properties

    XLogP3-AA
    3.0

    Molecular weight
    134.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    191°C

    Flash point est.
    59.08 ˚C

  • Synonyms

    • p-Mentha-1,3,8-triene
    • 1,3,8-p-Menthatriene
    • 18368-95-1
    • 1-methyl-4-prop-1-en-2-ylcyclohexa-1,3-diene
    • p-Menthatriene
    • p-1,3,8-Menthatriene
    • p-Menta-1,3,8-triene
    • 1,3,8-para-Menthatriene
    • 1,3,8-menthatriene
    • 1,3-Cyclohexadiene, 1-methyl-4-(1-methylethenyl)-
    • ZDY5H4QWH3
    • 1-methyl-4-(prop-1-en-2-yl)cyclohexa-1,3-diene
    • 1-Isopropenyl-4-methyl-1,3-cyclohexadiene
    • CHEBI:89242
    • P-MENTHATRIENE,P-MENTHA-1,3,8-TRIENE
    • DTXSID60171462
    • 2-Methyl-5-(1-methylethenyl)-1,3-Cyclohexadiene
    • 1-Methyl-4-(1-methylethenyl)-1,3-cyclohexadiene
    • 1-Methyl-4-(1-methylethenyl)-1,3-cyclohexadiene, 9CI
    • UNII-ZDY5H4QWH3
    • DTXCID7093953
    • HY-N12969
    • CS-1099515
    • NS00126671
    • 1-Isopropenyl-4-methyl-1,3-cyclohexadiene #
    • Q27161428

  • Applications

    p-Mentha-1,3,8-triene (CAS 18368-95-1) is a monoterpene hydrocarbon with a fresh herbal–citrus odor, used as a fragrance ingredient in perfumes, soaps, detergents, deodorizers and air-care products to boost brightness and diffusion of top notes; as a low-level flavoring component to reinforce citrus, minty or spicy nuances (subject to local regulations); as a bio-based terpene solvent for resins, oils and waxes in cleaners, industrial degreasers and inks; as a chemical intermediate to access oxygenated terpenes (e.g., via hydration/epoxidation to terpene alcohols), to generate p-cymene by aromatization, or to introduce functionality onto polymers/silicones through ene and hydrosilylation reactions; it is also investigated as a botanical insect repellent/insecticidal agent and contributes to the antimicrobial effects of certain essential-oil formulations; additionally it serves as an analytical reference in GC/GC–MS for identification, quantification and quality control of essential oils, flavors and consumer products; note that it is volatile, flammable, and prone to autoxidation to peroxides, so storage typically requires tight closure, light/oxygen exclusion and, where appropriate, antioxidants.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 214.57
    methanol 101.17
    isopropanol 160.56
    water 0.05
    ethyl acetate 414.52
    n-propanol 186.05
    acetone 172.35
    n-butanol 227.72
    acetonitrile 184.78
    DMF 121.17
    toluene 420.42
    isobutanol 112.34
    1,4-dioxane 790.7
    methyl acetate 210.34
    THF 1017.42
    2-butanone 260.64
    n-pentanol 152.24
    sec-butanol 180.51
    n-hexane 167.46
    ethylene glycol 9.26
    NMP 135.14
    cyclohexane 255.97
    DMSO 108.49
    n-butyl acetate 599.3
    n-octanol 164.77
    chloroform 658.66
    n-propyl acetate 186.44
    acetic acid 72.63
    dichloromethane 581.13
    cyclohexanone 325.85
    propylene glycol 26.52
    isopropyl acetate 259.13
    DMAc 156.12
    2-ethoxyethanol 134.55
    isopentanol 181.94
    n-heptane 316.51
    ethyl formate 123.36
    1,2-dichloroethane 304.25
    n-hexanol 427.1
    2-methoxyethanol 191.98
    isobutyl acetate 132.76
    tetrachloromethane 135.06
    n-pentyl acetate 203.61
    transcutol 828.85
    n-heptanol 147.76
    ethylbenzene 185.17
    MIBK 187.45
    2-propoxyethanol 338.45
    tert-butanol 225.49
    MTBE 416.09
    2-butoxyethanol 154.85
    propionic acid 71.42
    o-xylene 182.82
    formic acid 12.33
    diethyl ether 708.0
    m-xylene 234.85
    p-xylene 196.13
    chlorobenzene 248.11
    dimethyl carbonate 55.73
    n-octane 73.94
    formamide 27.06
    cyclopentanone 280.0
    2-pentanone 287.42
    anisole 287.29
    cyclopentyl methyl ether 454.24
    gamma-butyrolactone 220.02
    1-methoxy-2-propanol 191.47
    pyridine 536.48
    3-pentanone 217.7
    furfural 178.72
    n-dodecane 42.03
    diethylene glycol 100.1
    diisopropyl ether 221.21
    tert-amyl alcohol 207.74
    acetylacetone 209.5
    n-hexadecane 48.68
    acetophenone 163.5
    methyl propionate 194.95
    isopentyl acetate 429.86
    trichloroethylene 463.23
    n-nonanol 162.0
    cyclohexanol 193.52
    benzyl alcohol 106.63
    2-ethylhexanol 334.22
    isooctanol 115.14
    dipropyl ether 777.71
    1,2-dichlorobenzene 188.83
    ethyl lactate 49.89
    propylene carbonate 155.56
    n-methylformamide 51.45
    2-pentanol 182.91
    n-pentane 155.01
    1-propoxy-2-propanol 337.41
    1-methoxy-2-propyl acetate 378.53
    2-(2-methoxypropoxy) propanol 220.88
    mesitylene 137.29
    ε-caprolactone 278.2
    p-cymene 189.6
    epichlorohydrin 358.57
    1,1,1-trichloroethane 352.16
    2-aminoethanol 36.24
    morpholine-4-carbaldehyde 230.73
    sulfolane 150.62
    2,2,4-trimethylpentane 54.11
    2-methyltetrahydrofuran 771.93
    n-hexyl acetate 304.72
    isooctane 55.98
    2-(2-butoxyethoxy)ethanol 277.53
    sec-butyl acetate 167.03
    tert-butyl acetate 268.42
    decalin 89.43
    glycerin 29.0
    diglyme 485.31
    acrylic acid 40.81
    isopropyl myristate 150.49
    n-butyric acid 195.68
    acetyl acetate 187.88
    di(2-ethylhexyl) phthalate 110.76
    ethyl propionate 194.3
    nitromethane 104.91
    1,2-diethoxyethane 736.27
    benzonitrile 175.9
    trioctyl phosphate 70.3
    1-bromopropane 421.87
    gamma-valerolactone 291.68
    n-decanol 121.95
    triethyl phosphate 118.04
    4-methyl-2-pentanol 117.79
    propionitrile 207.89
    vinylene carbonate 127.36
    1,1,2-trichlorotrifluoroethane 112.47
    DMS 139.2
    cumene 118.93
    2-octanol 104.42
    2-hexanone 216.01
    octyl acetate 179.22
    limonene 310.59
    1,2-dimethoxyethane 398.6
    ethyl orthosilicate 136.46
    tributyl phosphate 90.67
    diacetone alcohol 166.98
    N,N-dimethylaniline 177.91
    acrylonitrile 140.24
    aniline 219.48
    1,3-propanediol 79.93
    bromobenzene 322.03
    dibromomethane 478.18
    1,1,2,2-tetrachloroethane 347.53
    2-methyl-cyclohexyl acetate 245.95
    tetrabutyl urea 121.56
    diisobutyl methanol 180.6
    2-phenylethanol 224.75
    styrene 219.34
    dioctyl adipate 177.63
    dimethyl sulfate 51.44
    ethyl butyrate 388.97
    methyl lactate 50.08
    butyl lactate 90.06
    diethyl carbonate 202.49
    propanediol butyl ether 98.53
    triethyl orthoformate 256.89
    p-tert-butyltoluene 190.11
    methyl 4-tert-butylbenzoate 167.72
    morpholine 800.21
    tert-butylamine 208.57
    n-dodecanol 96.2
    dimethoxymethane 218.08
    ethylene carbonate 121.29
    cyrene 102.98
    2-ethoxyethyl acetate 257.31
    2-ethylhexyl acetate 411.82
    1,2,4-trichlorobenzene 208.02
    4-methylpyridine 436.58
    dibutyl ether 412.31
    2,6-dimethyl-4-heptanol 180.6
    DEF 241.96
    dimethyl isosorbide 397.3
    tetrachloroethylene 221.77
    eugenol 129.06
    triacetin 178.91
    span 80 194.8
    1,4-butanediol 22.62
    1,1-dichloroethane 332.94
    2-methyl-1-pentanol 155.45
    methyl formate 35.69
    2-methyl-1-butanol 162.62
    n-decane 77.72
    butyronitrile 292.53
    3,7-dimethyl-1-octanol 183.65
    1-chlorooctane 187.59
    1-chlorotetradecane 76.55
    n-nonane 82.35
    undecane 54.09
    tert-butylcyclohexane 82.89
    cyclooctane 115.2
    cyclopentanol 136.46
    tetrahydropyran 935.58
    tert-amyl methyl ether 304.19
    2,5,8-trioxanonane 378.27
    1-hexene 363.62
    2-isopropoxyethanol 109.6
    2,2,2-trifluoroethanol 15.79
    methyl butyrate 202.67

    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
Cymbopogon jwarancusa (Himalaya) Cymbopogon jwarancusa (Jones) Schult., fam. Poaceae (Gramineae) 1.9%
Orange leaf, sweet (North Africa) 3 Citrus sinensis (L.) Osbeck, cultivar Valencia late, fam. Rutaceae 0.12%
Parsley absolute (Egypt) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 0.18%
Parsley herb (Egypt) 1 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 24.64%
Parsley seed (Egypt) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 0.03%
Parsley seed (Korea) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 0.28%
Parsley leaf (Korea) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (C. sativum Hoffm.), fam. Apiaceae 10.49%
Celery plant 8015-90-5 Apium graveolens L. var. dulce, fam. Apiaceae (Umbelliferae) 0.1%
Celery leaf/stem (Libya) 8015-90-5 Apium graveolens L., fam. Apiaceae (Umbelliferae) 2.3%
Parsley leaf (Tasmania) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 21.05%
Parsley leaf (Turkey) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 45.0%
Parsley leaf (Saudi Arabia) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 44.0%
Parsley leaf (Yugoslavia) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 20.1%
Parsley leaf (Iran) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 64.7%
Pepper, black (variety Muntok) 8006-82-4 Piper nigrum L., variety Muntok, fam. Piperaceae 0.01%
Tagetes erecta (Portugal) Tagetes erecta L. (T. major Gaertn), fam. Asteraceae (Compositae) 1.02%
Parsley leaf (Germany), 1b (smooth leaf) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 20.0%
Parsley leaf (Germany), 1a (curly leaf) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 20.0%
Hyptis suaveolens Hyptis suaveolens (L.) Poit., fam. Lamiaceae (Labiatae) 0.14%
Genet headspace 2 8023-80-1 Spartium junceum L., fam. Leguminosae (Papilionaceae) 0.03%
Aegle marmelos leaf (India) 2 Aegle marmelos (L.) Correa, fam. Rutaceae 1.8%
Mandarin (Italy) 7 8008-31-9 Citrus deliciosa Tenore (C. reticulata Blanco, cv.mandarin), fam. Rutacaea 0.01%
Achillea ligustica leaf (Greece) Achillea ligustica All., fam. Asteraceae (Compositae) 0.55%
Achillea ligustica flower (Greece) Achillea ligustica All., fam. Asteraceae (Compositae) 0.13%
Mandarin leaf (Petitgrain mandarin.) (Italy) Citrus reticulata Blanco (C. deliciosa Tenore), fam. Rutaceae 0.01%
Boronia megastigma 91771-36-7 Boronia megastigma Nees., fam. Rutaceae 0.05%
Tagetes (USA) 2 8016-84-0 Tagetes minuta L. (Marigold), fam. Asteraceae (Compositae) 0.04%
Parsley herb (Cuba) 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 3.9%
Lime (Mexican, West Indian, Key) (Peru) 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 0.01%
Lime (Mexican, West Indian, Key) (Ivory Coast) 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 0.01%
Lime (Mexican, West Indian, Key) 7 8008-26-2 Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae 0.01%
Ocimum gratissimum (Bangladesh) 1a Ocimum gratissimum L., fam. Lamiaceae (Labiatae) 0.05%
Yuzu (Korea) Citrus junos Sieb. ex Tanaka, fam. Rutaceae 0.02%
Calycolpus australis leaf Calycolpus australis Landrum, fam. Myrtaceae 0.13%
Parsley herb (Egypt) 3 8000-68-8 Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae 17.1%
Ocimum gratissimum (West Africa) Ocimum gratissimum L., fam. Lamiaceae (Labiatae) 0.1%
Parsley leaf (Germany) 2a 8000-68-8 Petroselinum crispun (Miller) A.W. Hill cv Hamburger Schnitt,fam. Apiaceae 56.32%
Parsley leaf (Germany) 2b 800-68-8 Petroselinum crispun (Miller) A.W. Hill cv Mooskrause, fam. Apiaceae 12.35%
Eucalyptus globulus (Italy) 1a hydrodistiled 8016-26-0 Eucalyptus globulus Labill., fam. Myrtaceae 3.8%
Eucalyptus globulus (Italy) 1b CO2-extract 8016-26-0 Eucalyptus globulus Labill., fam. Myrtaceae 1.6%
Hyptis crenata (Brazil) Hyptis crenata Pohl ex Benth, fam. Lamiaceae (Labiatae) 0.1%
Hyptis suaveolens (Mali) Hyptis suaveolens (L.) Poit., fam. Lamiaceae (Labiatae) 0.05%
Cymbopogon giganteus (Mali) Cymbopogon giganteus (Hochst.) Chiov., fam. Poaceae (Gramineae) 1.0%
Niaouli (India) Melaleuca quinquenervia (Cav.) S.T. Blake, fam. Myrtaceae 0.05%
Turmeric (Reunion Island) 1b leaf 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 0.2%
Turmeric (Reunion Island) 1c flower 8024-37-1 Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae 0.3%
Plinia rubrinervis (Cuba) Plinia rubrinervis Urb., fam. Myrtaceae 9.5%
Calamintha nepeta (France) Calamintha nepeta (L.) Savi ssp. nepeta, fam. Lamiaceae (Labiatae) 0.1%
Thymus fedtschenkoi var. handelii (Turkey) Thymus fedtschenkoi var. handelii, fam. Lamiaceae (Labiatae) 0.01%
Cachrys sicula (Spain) Cachrys sicula L., fam. Apiaceae (Umbelliferae) 0.05%