1,4-Dimethyl-azulene

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  • Identifiers

    CAS number
    1127-69-1

    Molecular formula
    C12H12

    SMILES
    CC1=CC=CC=C2C1=CC=C2C

    Retention indicies (RI)

    • DB5: 1430.0

  • Odor profile

    Floral 54.32%
    Woody 46.96%
    Animal 39.12%
    Earthy 36.47%
    Leathery 36.16%
    Sweet 35.65%
    Phenolic 35.61%
    Green 34.6%
    Musty 31.01%
    Herbal 30.49%

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  • Properties

    XLogP3-AA
    3.6

    Molecular weight
    156.22 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately slow

    Boiling point est.
    256°C

    Flash point est.
    97.65 ˚C

  • Synonyms

    • 1,4-dimethylazulene
    • 1,4-Dimethyl-azulene
    • Azulene, 1,4-dimethyl-
    • 1127-69-1
    • DTXSID00423917
    • 1,4-Dimethylazulen
    • DTXCID20374755

  • Applications

    1,4-Dimethyl-azulene (CAS 1127-69-1) is a nonbenzenoid aromatic azulene derivative with a characteristic color, commonly employed in research as a model compound in photophysics to probe anti-Kasha emission of the azulene framework, excited-state dynamics, internal conversion, energy transfer, and solvent effects; in organic synthesis it serves as a building block and electrophilic-substitution substrate to access push–pull azulene architectures and azulene carboxy derivatives, and to map reactivity and regioselectivity on a non-alternant aromatic core; in analysis and sensing, its pronounced spectral changes upon protonation or redox manipulation enable use as an acidity and solvent-polarity probe and as an electrochemical reporter in nonaqueous media; moreover, owing to its large dipole and distinctive absorption–emission profile, 1,4-dimethyl-azulene is explored as a chromophore for functional dyes, optoelectronic and nonlinear-optical materials, as a reference scaffold in medicinal chemistry for designing bioactive azulene derivatives, and as a didactic example for teaching nonbenzenoid aromaticity and structure–color relationships.

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 228.05
    methanol 219.97
    isopropanol 184.96
    water 0.47
    ethyl acetate 941.79
    n-propanol 255.74
    acetone 1156.41
    n-butanol 253.05
    acetonitrile 821.25
    DMF 1432.94
    toluene 907.3
    isobutanol 202.4
    1,4-dioxane 3121.27
    methyl acetate 952.1
    THF 3282.62
    2-butanone 964.11
    n-pentanol 252.09
    sec-butanol 198.72
    n-hexane 465.75
    ethylene glycol 43.03
    NMP 1368.07
    cyclohexane 427.97
    DMSO 906.7
    n-butyl acetate 1426.87
    n-octanol 291.42
    chloroform 1925.35
    n-propyl acetate 878.06
    acetic acid 179.2
    dichloromethane 2534.92
    cyclohexanone 1753.42
    propylene glycol 43.83
    isopropyl acetate 656.47
    DMAc 757.11
    2-ethoxyethanol 371.78
    isopentanol 240.05
    n-heptane 314.23
    ethyl formate 536.84
    1,2-dichloroethane 2141.84
    n-hexanol 486.45
    2-methoxyethanol 463.31
    isobutyl acetate 694.04
    tetrachloromethane 534.04
    n-pentyl acetate 649.55
    transcutol 990.86
    n-heptanol 264.38
    ethylbenzene 615.38
    MIBK 636.2
    2-propoxyethanol 715.08
    tert-butanol 276.02
    MTBE 728.35
    2-butoxyethanol 401.67
    propionic acid 229.58
    o-xylene 479.79
    formic acid 35.23
    diethyl ether 1377.84
    m-xylene 552.21
    p-xylene 695.83
    chlorobenzene 906.23
    dimethyl carbonate 515.11
    n-octane 178.97
    formamide 100.57
    cyclopentanone 2222.36
    2-pentanone 931.38
    anisole 999.67
    cyclopentyl methyl ether 1613.08
    gamma-butyrolactone 2023.37
    1-methoxy-2-propanol 377.15
    pyridine 1591.54
    3-pentanone 909.41
    furfural 1081.83
    n-dodecane 108.16
    diethylene glycol 310.37
    diisopropyl ether 505.65
    tert-amyl alcohol 245.96
    acetylacetone 1008.43
    n-hexadecane 130.73
    acetophenone 668.14
    methyl propionate 810.52
    isopentyl acetate 984.18
    trichloroethylene 2503.16
    n-nonanol 272.39
    cyclohexanol 379.38
    benzyl alcohol 354.73
    2-ethylhexanol 427.97
    isooctanol 232.47
    dipropyl ether 1142.49
    1,2-dichlorobenzene 754.72
    ethyl lactate 225.25
    propylene carbonate 933.56
    n-methylformamide 452.98
    2-pentanol 220.53
    n-pentane 221.54
    1-propoxy-2-propanol 513.89
    1-methoxy-2-propyl acetate 754.11
    2-(2-methoxypropoxy) propanol 344.06
    mesitylene 408.07
    ε-caprolactone 1326.54
    p-cymene 337.15
    epichlorohydrin 2433.87
    1,1,1-trichloroethane 1522.75
    2-aminoethanol 75.36
    morpholine-4-carbaldehyde 1522.11
    sulfolane 1783.47
    2,2,4-trimethylpentane 104.55
    2-methyltetrahydrofuran 2034.66
    n-hexyl acetate 857.79
    isooctane 108.91
    2-(2-butoxyethoxy)ethanol 487.12
    sec-butyl acetate 583.92
    tert-butyl acetate 767.02
    decalin 278.43
    glycerin 72.29
    diglyme 1158.83
    acrylic acid 189.05
    isopropyl myristate 414.15
    n-butyric acid 368.18
    acetyl acetate 585.05
    di(2-ethylhexyl) phthalate 224.72
    ethyl propionate 777.16
    nitromethane 749.91
    1,2-diethoxyethane 1270.3
    benzonitrile 607.77
    trioctyl phosphate 214.08
    1-bromopropane 1151.77
    gamma-valerolactone 1985.49
    n-decanol 228.08
    triethyl phosphate 349.73
    4-methyl-2-pentanol 163.91
    propionitrile 672.24
    vinylene carbonate 858.33
    1,1,2-trichlorotrifluoroethane 553.41
    DMS 782.2
    cumene 401.25
    2-octanol 224.79
    2-hexanone 894.75
    octyl acetate 479.57
    limonene 507.83
    1,2-dimethoxyethane 1482.46
    ethyl orthosilicate 341.29
    tributyl phosphate 273.8
    diacetone alcohol 450.64
    N,N-dimethylaniline 625.65
    acrylonitrile 734.14
    aniline 500.35
    1,3-propanediol 146.94
    bromobenzene 1149.72
    dibromomethane 1701.42
    1,1,2,2-tetrachloroethane 1671.54
    2-methyl-cyclohexyl acetate 568.38
    tetrabutyl urea 381.7
    diisobutyl methanol 272.13
    2-phenylethanol 464.73
    styrene 745.95
    dioctyl adipate 444.22
    dimethyl sulfate 665.61
    ethyl butyrate 872.68
    methyl lactate 209.75
    butyl lactate 270.09
    diethyl carbonate 510.83
    propanediol butyl ether 222.65
    triethyl orthoformate 523.8
    p-tert-butyltoluene 333.85
    methyl 4-tert-butylbenzoate 510.15
    morpholine 2113.52
    tert-butylamine 236.43
    n-dodecanol 197.68
    dimethoxymethane 1314.38
    ethylene carbonate 846.57
    cyrene 362.49
    2-ethoxyethyl acetate 724.84
    2-ethylhexyl acetate 952.02
    1,2,4-trichlorobenzene 777.78
    4-methylpyridine 1516.46
    dibutyl ether 906.11
    2,6-dimethyl-4-heptanol 272.13
    DEF 1079.32
    dimethyl isosorbide 808.55
    tetrachloroethylene 1190.36
    eugenol 409.78
    triacetin 483.11
    span 80 294.31
    1,4-butanediol 82.94
    1,1-dichloroethane 1464.63
    2-methyl-1-pentanol 237.06
    methyl formate 511.99
    2-methyl-1-butanol 230.38
    n-decane 183.39
    butyronitrile 652.03
    3,7-dimethyl-1-octanol 270.4
    1-chlorooctane 513.41
    1-chlorotetradecane 219.26
    n-nonane 204.36
    undecane 138.45
    tert-butylcyclohexane 251.82
    cyclooctane 231.6
    cyclopentanol 435.78
    tetrahydropyran 2341.65
    tert-amyl methyl ether 546.71
    2,5,8-trioxanonane 709.4
    1-hexene 848.17
    2-isopropoxyethanol 340.56
    2,2,2-trifluoroethanol 105.34
    methyl butyrate 976.1

    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
Pimpinella major root Pimpinella major (L.) Hudson, fam. Apiaceae (Umbelliferae) 0.37%
Pimpinella saxifraga ssp. nigra, root Pimpinella saxifraga (L.) ssp. nigra Mill., fam. Apiaceae (Umbelliferae) 16.1%
Thapsia garganica root Thapsia garganica L., fam. Apiaceae (Umbelliferae) 0.01%