p-Menth-1-ene

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  • Identifiers

    CAS number
    5502-88-5

    Molecular formula
    C10H18

    SMILES
    CC1=CCC(CC1)C(C)C

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

    Retention indicies (RI)

    • DB5: 1023.0
    • Carbowax: 1133.0

  • Odor profile

    Woody 76.52%
    Herbal 69.54%
    Citrus 69.0%
    Spicy 63.41%
    Terpenic 60.45%
    Fresh 59.17%
    Pine 50.54%
    Lemon 49.78%
    Green 42.54%
    Sweet 39.93%

    Scent© AI

  • Properties

    XLogP3-AA
    3.4

    pKa est.
    10.56 (weak base)

    Molecular weight
    138.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very fast

    Boiling point est.
    172°C

    Flash point est.
    49.78 ˚C

  • Synonyms

    • Cyclohexene, 1-methyl-4-(1-methylethyl)-
    • Menthene
    • 1-p-Menthene
    • p-Menth-1-ene
    • 5502-88-5
    • CARVOMENTHENE
    • 1-methyl-4-propan-2-ylcyclohexene
    • 4-Isopropyl-1-methylcyclohexene
    • 1-Methyl-4-isopropyl-1-cyclohexene
    • Menthane, didehydro derivative
    • 1-Methyl-4-isopropylcyclohexene
    • 1-methyl-4-(propan-2-yl)cyclohex-1-ene
    • NSC 96749
    • Nu-Film P
    • RFR322M42W
    • .delta.1-p-Menthene
    • (+)-p-Menth-1-ene
    • EINECS 226-841-5
    • EINECS 249-579-3
    • NSC-96749
    • AI3-26469
    • 29350-67-2
    • Cyclohexane, 1-methyl-4-(1-methylethyl)-, didehydro deriv.
    • DTXSID60863552
    • 4-Isopropyl-1-methyl-1-cyclohexene
    • 27966-26-3
    • p-Menth-1-ene, (R)-(+)-
    • para-1-menthene
    • p-1-Menthene
    • p-Ment-1-ene
    • .delta.(Sup1)-p-Menthene
    • NCIOpen2_001898
    • UNII-RFR322M42W
    • CHEMBL5267894
    • DTXCID70812152
    • CHEBI:134312
    • NSC96749
    • 1-methyl-4-isopropylcyclohex-1-ene
    • AKOS006230680
    • 1-Methyl-4-(1-methylethyl)cyclohexene
    • (4R)-4-Isopropyl-1-methyl-cyclohexene
    • 1-methyl-4-(1-methylethyl)-cyclohexene
    • DB-041476
    • DB-243640
    • DB-286443
    • NS00012213
    • EN300-7182893
    • 226-841-5
    • 249-579-3

  • Applications

    p-Menth-1-ene (CAS 5502-88-5) is a naturally derived monoterpene hydrocarbon used primarily in fragrances—providing citrusy, herbal, and terpenic top notes for perfumes, personal care, detergents, candles, and air-care products—and in foods and beverages as a low-level flavoring or flavor modulator; it also serves as a bio-based, “green” solvent and diluent replacing aromatic/petrochemical solvents in coatings, inks, adhesives, and industrial degreasers and as a carrier for oils, waxes, and natural resins due to its good solvency, pleasant odor, and biodegradability, as well as an adjuvant in agrochemical formulations to improve wetting and active delivery; in organic and aroma-chemical synthesis, p-menth-1-ene functions as an intermediate to oxygenated monoterpene derivatives (alcohols, epoxides, ketones, etc.) and p-menthane frameworks via reactions such as epoxidation, hydroformylation, controlled oxidation, or hydrogenation, enabling the manufacture of flavor/fragrance ingredients, functional additives, and materials; it is also employed as an analytical reference and model substrate in catalysis/kinetics studies, and can be sourced from essential oils (e.g., citrus, turpentine) or prepared by partial hydrogenation/isomerization of limonene, with use subject to applicable safety and environmental regulations.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 436.62
    methanol 158.53
    isopropanol 413.04
    water 0.05
    ethyl acetate 871.13
    n-propanol 417.75
    acetone 413.85
    n-butanol 566.76
    acetonitrile 403.0
    DMF 163.73
    toluene 878.13
    isobutanol 299.2
    1,4-dioxane 1580.54
    methyl acetate 429.22
    THF 2207.2
    2-butanone 567.1
    n-pentanol 340.3
    sec-butanol 413.63
    n-hexane 558.35
    ethylene glycol 15.89
    NMP 199.85
    cyclohexane 953.28
    DMSO 224.8
    n-butyl acetate 1889.87
    n-octanol 377.38
    chloroform 1486.09
    n-propyl acetate 439.25
    acetic acid 148.83
    dichloromethane 1241.58
    cyclohexanone 822.39
    propylene glycol 48.78
    isopropyl acetate 596.75
    DMAc 187.33
    2-ethoxyethanol 243.28
    isopentanol 472.33
    n-heptane 1232.14
    ethyl formate 272.62
    1,2-dichloroethane 741.46
    n-hexanol 1213.03
    2-methoxyethanol 330.48
    isobutyl acetate 311.96
    tetrachloromethane 378.24
    n-pentyl acetate 498.1
    transcutol 1454.48
    n-heptanol 384.73
    ethylbenzene 356.24
    MIBK 450.19
    2-propoxyethanol 824.16
    tert-butanol 565.53
    MTBE 1038.38
    2-butoxyethanol 365.15
    propionic acid 159.09
    o-xylene 375.24
    formic acid 16.44
    diethyl ether 1554.5
    m-xylene 482.36
    p-xylene 385.99
    chlorobenzene 551.76
    dimethyl carbonate 78.29
    n-octane 241.94
    formamide 30.57
    cyclopentanone 627.75
    2-pentanone 645.92
    anisole 421.29
    cyclopentyl methyl ether 1001.08
    gamma-butyrolactone 476.91
    1-methoxy-2-propanol 363.28
    pyridine 1049.07
    3-pentanone 443.51
    furfural 349.73
    n-dodecane 124.05
    diethylene glycol 207.38
    diisopropyl ether 562.91
    tert-amyl alcohol 455.27
    acetylacetone 450.98
    n-hexadecane 144.2
    acetophenone 259.66
    methyl propionate 348.69
    isopentyl acetate 1210.37
    trichloroethylene 954.42
    n-nonanol 364.75
    cyclohexanol 535.94
    benzyl alcohol 183.45
    2-ethylhexanol 1000.16
    isooctanol 289.47
    dipropyl ether 2163.71
    1,2-dichlorobenzene 386.82
    ethyl lactate 89.43
    propylene carbonate 351.08
    n-methylformamide 80.34
    2-pentanol 445.35
    n-pentane 540.42
    1-propoxy-2-propanol 871.92
    1-methoxy-2-propyl acetate 819.2
    2-(2-methoxypropoxy) propanol 355.87
    mesitylene 301.27
    ε-caprolactone 671.41
    p-cymene 448.04
    epichlorohydrin 733.51
    1,1,1-trichloroethane 862.61
    2-aminoethanol 64.47
    morpholine-4-carbaldehyde 372.47
    sulfolane 315.63
    2,2,4-trimethylpentane 148.31
    2-methyltetrahydrofuran 1718.13
    n-hexyl acetate 670.79
    isooctane 170.59
    2-(2-butoxyethoxy)ethanol 526.27
    sec-butyl acetate 351.8
    tert-butyl acetate 593.72
    decalin 247.73
    glycerin 49.17
    diglyme 954.72
    acrylic acid 78.44
    isopropyl myristate 315.77
    n-butyric acid 476.07
    acetyl acetate 396.46
    di(2-ethylhexyl) phthalate 189.37
    ethyl propionate 370.39
    nitromethane 198.61
    1,2-diethoxyethane 1576.69
    benzonitrile 371.83
    trioctyl phosphate 142.02
    1-bromopropane 1179.29
    gamma-valerolactone 642.71
    n-decanol 277.57
    triethyl phosphate 235.47
    4-methyl-2-pentanol 286.68
    propionitrile 475.14
    vinylene carbonate 257.97
    1,1,2-trichlorotrifluoroethane 221.72
    DMS 232.29
    cumene 213.58
    2-octanol 255.6
    2-hexanone 500.96
    octyl acetate 370.91
    limonene 813.53
    1,2-dimethoxyethane 776.23
    ethyl orthosilicate 284.92
    tributyl phosphate 186.05
    diacetone alcohol 336.39
    N,N-dimethylaniline 247.71
    acrylonitrile 283.23
    aniline 461.08
    1,3-propanediol 158.56
    bromobenzene 716.51
    dibromomethane 1162.61
    1,1,2,2-tetrachloroethane 753.55
    2-methyl-cyclohexyl acetate 526.26
    tetrabutyl urea 231.87
    diisobutyl methanol 503.43
    2-phenylethanol 442.26
    styrene 410.29
    dioctyl adipate 312.79
    dimethyl sulfate 70.12
    ethyl butyrate 1066.29
    methyl lactate 77.08
    butyl lactate 200.34
    diethyl carbonate 463.99
    propanediol butyl ether 198.91
    triethyl orthoformate 645.96
    p-tert-butyltoluene 447.17
    methyl 4-tert-butylbenzoate 275.48
    morpholine 1477.42
    tert-butylamine 570.24
    n-dodecanol 226.19
    dimethoxymethane 357.9
    ethylene carbonate 282.99
    cyrene 151.73
    2-ethoxyethyl acetate 531.4
    2-ethylhexyl acetate 1139.62
    1,2,4-trichlorobenzene 399.97
    4-methylpyridine 887.88
    dibutyl ether 1118.86
    2,6-dimethyl-4-heptanol 503.43
    DEF 448.79
    dimethyl isosorbide 577.19
    tetrachloroethylene 483.67
    eugenol 199.4
    triacetin 323.33
    span 80 373.05
    1,4-butanediol 44.38
    1,1-dichloroethane 854.42
    2-methyl-1-pentanol 318.06
    methyl formate 58.82
    2-methyl-1-butanol 384.04
    n-decane 246.87
    butyronitrile 743.03
    3,7-dimethyl-1-octanol 428.09
    1-chlorooctane 484.36
    1-chlorotetradecane 182.78
    n-nonane 272.68
    undecane 165.25
    tert-butylcyclohexane 209.46
    cyclooctane 401.08
    cyclopentanol 384.06
    tetrahydropyran 2343.6
    tert-amyl methyl ether 646.93
    2,5,8-trioxanonane 608.33
    1-hexene 987.46
    2-isopropoxyethanol 216.01
    2,2,2-trifluoroethanol 27.41
    methyl butyrate 429.07

    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
Mentha requienii 1 Mentha requienii Bentham, fam. Lamiaceae (Labiatae) 2.1%
Mentha requienii 2 Mentha requienii Bentham, fam. Lamiaceae (Labiatae) 3.4%
Pennyroyal 4 8013-99-8 Mentha pulegium L., fam. Lamiaceae (Labiatae) 2.8%
Pinus pinaster (France) 8000-26-8 Pinus pinaster Ait., fam. Pinaceae 0.01%
Cassia, bark (China) 2 8007-80-5 Cinnamomum cassia Blume, fam. Lauraceae 0.01%
Ledum palustre (China) Ledum palustre L. var. angustum N. Busch, fam. Ericaceae 1.17%
Basil (Poland) 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.3%
Nepeta crassifolia Nepeta crassifolia Boiss. & Buhse, fam. Lamiaceae (Labiatae) 3.0%
Acacia caven flower Acacia caven (Mol.) Mol., fam. Mimosaceae (Leguminosae) 0.3%
Cassie absolute 1a extract 8023-82-3 Acacia farnesiana (L.) Willd., fam. Mimosaceae (Leguminosae) 0.5%