8-Isopropyl-2,5-dimethyl-1,2,3,4-tetrahydronaphthalene

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    1406-50-4

    Molecular formula
    C15H22

    SMILES
    CC1CCC2=C(C=CC(=C2C1)C(C)C)C

  • Odor profile

    Spicy 61.08%
    Herbal 60.34%
    Woody 56.28%
    Earthy 37.23%
    Leathery 35.47%
    Phenolic 35.45%
    Citrus 33.23%
    Dry 31.98%
    Sweet 31.06%
    Terpenic 30.27%

    Scent© AI

  • Properties

    XLogP3-AA
    5.0

    pKa est.
    9.07 (weak base)

    Molecular weight
    202.33 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    282°C

    Flash point est.
    107.45 ˚C

  • Synonyms

    • Cadina-1(10),6,8-triene
    • Calamene
    • 8-Isopropyl-2,5-dimethyl-1,2,3,4-tetrahydronaphthalene
    • 1460-96-4
    • 1406-50-4
    • 2,5-dimethyl-8-propan-2-yl-1,2,3,4-tetrahydronaphthalene
    • 8-Isopropyl-2,5-dimethyltetralin
    • 5,6,7,8-tetrahydrocadalene
    • DTXSID30930881
    • LVIDDMJSLAVTSZ-UHFFFAOYSA-N
    • 8-Isopropyl-2,5-dimethyl-1,2,3,4-tetrahydronaphthalene #
    • 2,5-dimethyl-8-(1-methylethyl)-1,2,3,4-tetrahydronaphthalene
    • 2,5-Dimethyl-8-(propan-2-yl)-1,2,3,4-tetrahydronaphthalene

  • Applications

    8-Isopropyl-2,5-dimethyl-1,2,3,4-tetrahydronaphthalene is a hydrophobic, high-boiling tetralin derivative with a partially saturated aromatic framework, making it useful as an organic building block and non-polar process medium in R&D; the tetralin scaffold can undergo typical transformations (oxidation, dehydrogenation, halogenation, alkylation, acylation) to furnish tetralones/tetralols or be converted into substituted naphthalenes, providing intermediates for pharmaceuticals, agrochemicals, dyes and functional materials; its bulky hydrophobic shape is also leveraged as a motif for designing ligands and molecular cores in catalysis and materials science; the compound is used as a model substrate/reference in mechanistic studies of hydrogenation, oxidation and catalytic cracking of hydronaphthalenes; additionally, in fragrance technology the low-polarity tetralin framework is sometimes explored as a co-odorant unit to tune diffusion and longevity in perfume compositions.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 263.86
    methanol 109.63
    isopropanol 257.17
    water 0.02
    ethyl acetate 759.73
    n-propanol 302.77
    acetone 825.91
    n-butanol 374.93
    acetonitrile 385.76
    DMF 618.46
    toluene 1159.12
    isobutanol 249.05
    1,4-dioxane 1863.87
    methyl acetate 587.08
    THF 2999.18
    2-butanone 838.79
    n-pentanol 281.93
    sec-butanol 258.19
    n-hexane 436.67
    ethylene glycol 11.69
    NMP 596.66
    cyclohexane 701.07
    DMSO 317.54
    n-butyl acetate 1848.56
    n-octanol 326.68
    chloroform 1816.61
    n-propyl acetate 571.84
    acetic acid 117.72
    dichloromethane 2140.35
    cyclohexanone 1509.79
    propylene glycol 29.58
    isopropyl acetate 539.54
    DMAc 467.67
    2-ethoxyethanol 203.68
    isopentanol 338.97
    n-heptane 679.88
    ethyl formate 398.59
    1,2-dichloroethane 1435.38
    n-hexanol 863.32
    2-methoxyethanol 252.26
    isobutyl acetate 492.48
    tetrachloromethane 401.12
    n-pentyl acetate 630.49
    transcutol 847.0
    n-heptanol 304.4
    ethylbenzene 542.65
    MIBK 506.09
    2-propoxyethanol 651.42
    tert-butanol 341.67
    MTBE 881.96
    2-butoxyethanol 317.01
    propionic acid 145.49
    o-xylene 504.26
    formic acid 9.18
    diethyl ether 1242.45
    m-xylene 682.12
    p-xylene 653.05
    chlorobenzene 948.99
    dimethyl carbonate 175.18
    n-octane 195.25
    formamide 27.55
    cyclopentanone 1544.67
    2-pentanone 817.99
    anisole 632.69
    cyclopentyl methyl ether 1228.62
    gamma-butyrolactone 1137.36
    1-methoxy-2-propanol 254.32
    pyridine 1484.27
    3-pentanone 642.71
    furfural 598.06
    n-dodecane 118.93
    diethylene glycol 160.93
    diisopropyl ether 409.05
    tert-amyl alcohol 292.49
    acetylacetone 662.01
    n-hexadecane 142.37
    acetophenone 458.7
    methyl propionate 478.14
    isopentyl acetate 1309.45
    trichloroethylene 1889.15
    n-nonanol 293.27
    cyclohexanol 487.13
    benzyl alcohol 293.63
    2-ethylhexanol 690.58
    isooctanol 256.59
    dipropyl ether 1551.01
    1,2-dichlorobenzene 664.2
    ethyl lactate 114.37
    propylene carbonate 590.02
    n-methylformamide 186.38
    2-pentanol 275.97
    n-pentane 315.45
    1-propoxy-2-propanol 593.21
    1-methoxy-2-propyl acetate 807.34
    2-(2-methoxypropoxy) propanol 300.51
    mesitylene 425.52
    ε-caprolactone 972.55
    p-cymene 533.45
    epichlorohydrin 1450.28
    1,1,1-trichloroethane 1136.38
    2-aminoethanol 39.81
    morpholine-4-carbaldehyde 665.0
    sulfolane 706.56
    2,2,4-trimethylpentane 111.55
    2-methyltetrahydrofuran 1955.4
    n-hexyl acetate 797.84
    isooctane 113.82
    2-(2-butoxyethoxy)ethanol 403.0
    sec-butyl acetate 391.76
    tert-butyl acetate 561.26
    decalin 247.86
    glycerin 30.62
    diglyme 862.76
    acrylic acid 88.85
    isopropyl myristate 373.88
    n-butyric acid 358.2
    acetyl acetate 394.4
    di(2-ethylhexyl) phthalate 235.13
    ethyl propionate 442.21
    nitromethane 275.5
    1,2-diethoxyethane 1172.05
    benzonitrile 544.63
    trioctyl phosphate 200.0
    1-bromopropane 1361.27
    gamma-valerolactone 1205.35
    n-decanol 231.79
    triethyl phosphate 252.49
    4-methyl-2-pentanol 184.89
    propionitrile 472.72
    vinylene carbonate 458.77
    1,1,2-trichlorotrifluoroethane 296.41
    DMS 414.29
    cumene 340.83
    2-octanol 244.44
    2-hexanone 654.16
    octyl acetate 432.37
    limonene 773.3
    1,2-dimethoxyethane 876.71
    ethyl orthosilicate 277.21
    tributyl phosphate 230.83
    diacetone alcohol 343.04
    N,N-dimethylaniline 402.82
    acrylonitrile 372.92
    aniline 495.35
    1,3-propanediol 104.82
    bromobenzene 1233.41
    dibromomethane 1700.86
    1,1,2,2-tetrachloroethane 1223.06
    2-methyl-cyclohexyl acetate 551.25
    tetrabutyl urea 322.4
    diisobutyl methanol 353.86
    2-phenylethanol 549.39
    styrene 642.4
    dioctyl adipate 397.46
    dimethyl sulfate 176.48
    ethyl butyrate 931.46
    methyl lactate 92.41
    butyl lactate 260.86
    diethyl carbonate 462.45
    propanediol butyl ether 193.35
    triethyl orthoformate 536.44
    p-tert-butyltoluene 499.09
    methyl 4-tert-butylbenzoate 380.36
    morpholine 1660.33
    tert-butylamine 303.15
    n-dodecanol 199.44
    dimethoxymethane 692.49
    ethylene carbonate 470.81
    cyrene 255.53
    2-ethoxyethyl acetate 659.36
    2-ethylhexyl acetate 1212.18
    1,2,4-trichlorobenzene 662.45
    4-methylpyridine 1367.04
    dibutyl ether 912.33
    2,6-dimethyl-4-heptanol 353.86
    DEF 662.44
    dimethyl isosorbide 688.8
    tetrachloroethylene 768.35
    eugenol 283.34
    triacetin 397.83
    span 80 314.24
    1,4-butanediol 46.4
    1,1-dichloroethane 1159.95
    2-methyl-1-pentanol 291.86
    methyl formate 182.17
    2-methyl-1-butanol 295.16
    n-decane 204.34
    butyronitrile 692.13
    3,7-dimethyl-1-octanol 322.99
    1-chlorooctane 510.97
    1-chlorotetradecane 215.51
    n-nonane 224.28
    undecane 152.6
    tert-butylcyclohexane 212.22
    cyclooctane 292.19
    cyclopentanol 427.76
    tetrahydropyran 2647.0
    tert-amyl methyl ether 535.3
    2,5,8-trioxanonane 519.33
    1-hexene 891.27
    2-isopropoxyethanol 209.13
    2,2,2-trifluoroethanol 29.84
    methyl butyrate 587.34

    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 alba from cones 8021-27-0 Abies alba Mill., fam. Pinaceae 0.01%
Basil (Nigeria) 1 8015-73-4 Ocimum basilicum L., fam. Lamiaceae (Labiatae) 0.02%
Juniperus martinezii Juniperus martinezii Perez de la Rosa, fam. Cupressaceae 0.05%
Erigeron canadensis Erigeron canadensis L. (Conyza canadensis (L.) Cronquist), fam. Asteraceae 0.01%
Rhus coriaria Rhus coriaria L., fam. Anarcadiaceae 0.01%
Pelargonium reniforme Pelargonium reniforme Curt., fam. Geraniaceae 1.2%
Lemon balm (Italy) 8014-71-9 Melissa officinalis L., fam. Lamiaceae (Labiatae) 0.05%
Melissa romana Melissa romana Mill., fam. Lamiaceae (Labiatae) 0.3%
Cubeb (Sri Lanka) 8007-87-2 Piper cubeba L., fam. Piperaceae 1.0%
Oregano, turkish (Greece) Origanum onites L., fam. Lamiaceae (Labiatae) 0.2%
Origanum dubium (Cyprus) Origanum dubium Boiss., fam. Lamiaceae (Labiatae) 0.05%
Geranium (India) 14b 8000-46-2 Pelargonium species, cultivar Bourbon, fam. Geraniaceae 0.2%
Laurel leaf (Mongolia) 8006-78-8 Laurus nobilis L., fam. Lauraceae 0.2%