2,2,4-Trimethyl-1,2-dihydroquinoline

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  • Identifiers

    CAS number
    147-47-7

    Molecular formula
    C12H15N

    SMILES
    CC1=CC(NC2=CC=CC=C12)(C)C

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Fruity 41.23%
    Woody 41.1%
    Animal 37.51%
    Sweet 36.9%
    Earthy 31.02%
    Floral 30.45%
    Fresh 28.35%
    Musty 27.9%
    Leathery 26.92%
    Musk 26.1%

     

    Flavor
    Woody 37.63%
    Wood 29.51%
    Camphor 25.58%
    Floral 25.31%
    Earthy 24.95%
    Herbal 24.06%
    Sweet 22.08%
    Musty 22.03%
    Tobacco 21.9%
    Fresh 21.67%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    2.8

    pKa est.
    8.19 (weak base)

    Molecular weight
    173.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Melting point expt.

    • 79 to 81 °F (NTP, 1992)
    • 120 °C

    Boiling point

    • 491 to 500 °F at 743 mmHg (NTP, 1992)

    Flash point

    • 114.18 ˚C est.
    • 214 °F (NTP, 1992)
    • 101 °C

    Solubility expt.

    • less than 0.1 mg/mL at 66 °F (NTP, 1992)

  • Synonyms

    • 2,2,4-Trimethyl-1,2-dihydroquinoline
    • 147-47-7
    • 1,2-DIHYDRO-2,2,4-TRIMETHYLQUINOLINE
    • Acetone anil
    • Quinoline, 1,2-dihydro-2,2,4-trimethyl-
    • Flectol H
    • Acetonanil
    • 2,2,4-trimethyl-1H-quinoline
    • Agerite resin D
    • Flectol A
    • Flectol pastilles
    • Polnox R
    • Vulkanox HS/LG
    • Vulkanox HS/powder
    • NCI-C60902
    • Acetone anil (quinoline derivative)
    • 2,2,4-Trimethyl-1,2-dihydroquinone
    • Trimethyl-1,2-dihydroquinoline
    • NSC 4175
    • MFCD00044248
    • 2,2,4-Trimethyl-1,2-dihydrochinolin
    • DTXSID0025070
    • 1,2-Dihydro-2,2,4-trimethylquinoline (monomer)
    • NSC-4175
    • Antioxidant HS
    • 0553M374Q3
    • Antioxidant HSL
    • Permanax TQ
    • Polnoks R
    • Agerite MA
    • Antigene RDF
    • Nonflex RD
    • Permanax 45
    • Nocrac 224
    • Trimethyl dihydroquinoline
    • CCRIS 4795
    • CCRIS 4914
    • Acetone anil (quinoline deriv.)
    • HSDB 1103
    • 1,2-Dihydro-2,2,4-trimethylquinoline (>85%)
    • EINECS 205-688-8
    • Hydroquin
    • AI3-17714
    • 2,2,4-Trimethyl-1,2-dihydrochinolin [Czech]
    • UNII-0553M374Q3
    • TMDQ
    • Good-rite 3140
    • Acetonanil (Salt/Mix)
    • Acetonanyl (Salt/Mix)
    • ANTIOXIDANT FR-SB
    • DSSTox_CID_5070
    • EC 500-051-3
    • DSSTox_RID_77651
    • DSSTox_GSID_25071
    • SCHEMBL44875
    • MLS002174246
    • CHEMBL294154
    • DTXCID605070
    • ZNRLMGFXSPUZNR-UHFFFAOYSA-
    • NSC4175
    • HMS1655H02
    • HMS3039L13
    • 2,4-Trimethyl-1,2-dihydroquinone
    • Tox21_201077
    • Tox21_202467
    • 2,4-Trimethyl-1,2-dihydroquinoline
    • AKOS000274374
    • FP40575
    • SB67449
    • WLN: T66 BM CHJ C1 C1 E1
    • NCGC00073733-02
    • NCGC00073733-03
    • NCGC00073733-04
    • NCGC00258630-01
    • NCGC00260016-01
    • AS-44332
    • CAS-147-47-7
    • FT153116
    • SMR001261421
    • SY029873
    • CAS-26780-96-1
    • DB-111020
    • CS-0046816
    • NS00010679
    • EN300-57908
    • A10817
    • D70537
    • 1,2-Dihydro-2,2,4-trimethylquinoline (85per cent)
    • 1,2-DIHYDRO-2,2,4-TRIMETHYLQUINOLINE [HSDB]
    • Q27236080
    • F1974-0002
    • Poly(1,2-dihydro-2,2,4-trimethylquinoline) Softening point 80-100 degrees C
    • 31014-67-2
    • InChI=1/C12H15N/c1-9-8-12(2,3)13-11-7-5-4-6-10(9)11/h4-8,13H,1-3H3

  • Applications

    2,2,4-Trimethyl-1,2-dihydroquinoline (CAS 147-47-7) is primarily used as an intermediate in organic synthesis, serving as a building block for heterocyclic compounds; in practice it finds applications as an aroma chemical or odorant in fragrance and flavor industries, as an intermediate in cosmetics and personal care formulations, as a component in household cleaning products for scenting, as a precursor in pharmaceutical and agrochemical synthesis, and as a precursor for dyes or specialty polymers depending on formulation and regulatory constraints.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 67.95
    methanol 75.44
    isopropanol 60.61
    water 0.31
    ethyl acetate 172.34
    n-propanol 77.75
    acetone 207.18
    n-butanol 79.05
    acetonitrile 132.33
    DMF 294.93
    toluene 181.5
    isobutanol 71.59
    1,4-dioxane 385.17
    methyl acetate 179.39
    THF 630.52
    2-butanone 178.33
    n-pentanol 68.3
    sec-butanol 68.28
    n-hexane 64.06
    ethylene glycol 19.32
    NMP 372.92
    cyclohexane 97.72
    DMSO 189.31
    n-butyl acetate 205.57
    n-octanol 120.49
    chloroform 339.37
    n-propyl acetate 113.23
    acetic acid 67.82
    dichloromethane 315.6
    cyclohexanone 330.91
    propylene glycol 28.69
    isopropyl acetate 109.87
    DMAc 287.45
    2-ethoxyethanol 75.52
    isopentanol 69.34
    n-heptane 89.9
    ethyl formate 99.44
    1,2-dichloroethane 190.23
    n-hexanol 186.75
    2-methoxyethanol 114.54
    isobutyl acetate 101.0
    tetrachloromethane 76.85
    n-pentyl acetate 125.42
    transcutol 214.47
    n-heptanol 92.2
    ethylbenzene 99.65
    MIBK 115.01
    2-propoxyethanol 211.31
    tert-butanol 84.44
    MTBE 134.51
    2-butoxyethanol 99.32
    propionic acid 85.3
    o-xylene 122.73
    formic acid 16.57
    diethyl ether 173.78
    m-xylene 138.7
    p-xylene 124.75
    chlorobenzene 167.09
    dimethyl carbonate 115.39
    n-octane 38.53
    formamide 25.38
    cyclopentanone 436.28
    2-pentanone 170.95
    anisole 142.51
    cyclopentyl methyl ether 318.9
    gamma-butyrolactone 416.48
    1-methoxy-2-propanol 105.2
    pyridine 217.77
    3-pentanone 181.01
    furfural 230.55
    n-dodecane 33.84
    diethylene glycol 110.83
    diisopropyl ether 76.98
    tert-amyl alcohol 82.35
    acetylacetone 181.9
    n-hexadecane 38.97
    acetophenone 126.36
    methyl propionate 178.42
    isopentyl acetate 167.75
    trichloroethylene 307.68
    n-nonanol 103.19
    cyclohexanol 123.04
    benzyl alcohol 82.5
    2-ethylhexanol 133.36
    isooctanol 72.8
    dipropyl ether 213.59
    1,2-dichlorobenzene 131.2
    ethyl lactate 67.06
    propylene carbonate 205.27
    n-methylformamide 98.24
    2-pentanol 65.59
    n-pentane 50.82
    1-propoxy-2-propanol 158.62
    1-methoxy-2-propyl acetate 184.79
    2-(2-methoxypropoxy) propanol 116.56
    mesitylene 97.57
    ε-caprolactone 246.13
    p-cymene 97.43
    epichlorohydrin 301.24
    1,1,1-trichloroethane 205.15
    2-aminoethanol 34.26
    morpholine-4-carbaldehyde 313.51
    sulfolane 402.27
    2,2,4-trimethylpentane 29.03
    2-methyltetrahydrofuran 375.09
    n-hexyl acetate 202.78
    isooctane 22.31
    2-(2-butoxyethoxy)ethanol 134.86
    sec-butyl acetate 88.81
    tert-butyl acetate 125.22
    decalin 50.36
    glycerin 39.6
    diglyme 236.13
    acrylic acid 73.81
    isopropyl myristate 98.66
    n-butyric acid 104.49
    acetyl acetate 115.12
    di(2-ethylhexyl) phthalate 86.66
    ethyl propionate 121.53
    nitromethane 158.48
    1,2-diethoxyethane 169.76
    benzonitrile 120.93
    trioctyl phosphate 72.06
    1-bromopropane 163.97
    gamma-valerolactone 355.17
    n-decanol 84.71
    triethyl phosphate 85.24
    4-methyl-2-pentanol 48.57
    propionitrile 119.35
    vinylene carbonate 187.75
    1,1,2-trichlorotrifluoroethane 138.7
    DMS 175.49
    cumene 77.89
    2-octanol 76.57
    2-hexanone 129.67
    octyl acetate 123.87
    limonene 147.27
    1,2-dimethoxyethane 203.8
    ethyl orthosilicate 77.4
    tributyl phosphate 83.77
    diacetone alcohol 110.47
    N,N-dimethylaniline 113.85
    acrylonitrile 130.69
    aniline 111.79
    1,3-propanediol 46.59
    bromobenzene 189.8
    dibromomethane 235.1
    1,1,2,2-tetrachloroethane 233.95
    2-methyl-cyclohexyl acetate 138.99
    tetrabutyl urea 108.75
    diisobutyl methanol 74.79
    2-phenylethanol 123.67
    styrene 107.9
    dioctyl adipate 109.9
    dimethyl sulfate 160.96
    ethyl butyrate 149.82
    methyl lactate 78.08
    butyl lactate 87.21
    diethyl carbonate 99.99
    propanediol butyl ether 94.25
    triethyl orthoformate 110.79
    p-tert-butyltoluene 96.16
    methyl 4-tert-butylbenzoate 132.19
    morpholine 305.95
    tert-butylamine 68.41
    n-dodecanol 72.48
    dimethoxymethane 240.5
    ethylene carbonate 170.9
    cyrene 121.26
    2-ethoxyethyl acetate 150.12
    2-ethylhexyl acetate 166.62
    1,2,4-trichlorobenzene 150.68
    4-methylpyridine 227.34
    dibutyl ether 156.44
    2,6-dimethyl-4-heptanol 74.79
    DEF 189.97
    dimethyl isosorbide 230.0
    tetrachloroethylene 158.84
    eugenol 111.63
    triacetin 159.4
    span 80 122.79
    1,4-butanediol 29.73
    1,1-dichloroethane 183.88
    2-methyl-1-pentanol 65.69
    methyl formate 109.42
    2-methyl-1-butanol 76.7
    n-decane 54.65
    butyronitrile 116.13
    3,7-dimethyl-1-octanol 104.03
    1-chlorooctane 125.01
    1-chlorotetradecane 59.41
    n-nonane 57.51
    undecane 42.23
    tert-butylcyclohexane 46.52
    cyclooctane 51.37
    cyclopentanol 140.37
    tetrahydropyran 364.66
    tert-amyl methyl ether 128.88
    2,5,8-trioxanonane 189.85
    1-hexene 114.19
    2-isopropoxyethanol 73.07
    2,2,2-trifluoroethanol 34.48
    methyl butyrate 138.65

    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