4',5'-Dinitrofluorescein

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  • Identifiers

    CAS number
    24545-86-6

    Molecular formula
    C20H10N2O9

    SMILES
    C1=CC=C2C(=C1)C(=O)OC23C4=C(C(=C(C=C4)O)[N+](=O)[O-])OC5=C3C=CC(=C5[N+](=O)[O-])O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 51.41%
    Sweet 49.51%
    Phenolic 34.24%
    Balsamic 31.52%
    Powdery 27.52%
    Vanilla 25.65%
    Bitter 24.85%
    Aromatic 22.45%
    Creamy 22.19%
    Nutty 20.43%

     

    Flavor
    Bitter 94.64%
    Odorless 34.35%
    Bland 24.03%
    Sweet-like 19.64%
    Nitrile 19.03%
    Cedarleaf 18.92%
    Lovage 18.75%
    Very strong 18.04%
    Parsley 17.9%
    Indole 17.83%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.2

    pKa est.
    7.16 (neutral)

    Molecular weight
    422.3 g/mol

    Flash point

    • 260.45 ˚C est.

  • Synonyms

    • 4',5'-DINITROFLUORESCEIN
    • 3',6'-Dihydroxy-4',5'-dinitrospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-3-one
    • 43N83DU7RA
    • 3',6'-dihydroxy-4',5'-dinitrospiro[2-benzofuran-3,9'-xanthene]-1-one
    • 3',6'-Dihydroxy-4',5'-dinitrospiro(isobenzofuran-1(3H),9'-(9H)xanthene)-3-one
    • 2-(6-HYDROXY-4,5-DINITRO-3-OXO-3H-XANTHEN-9-YL)BENZOIC ACID
    • BENZOIC ACID, 2-(6-HYDROXY-4,5-DINITRO-3-OXO-3H-XANTHEN-9-YL)-
    • 3',6'-DIHYDROXY-4',5'-DINITROSPIRO(2-BENZOFURAN-3,9'-XANTHENE)-1-ONE
    • RefChem:505875
    • 246-308-0
    • 24545-86-6
    • Solvent orange 16
    • CI 45396
    • Spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 3',6'-dihydroxy-4',5'-dinitro-
    • spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-4',5'-dinitro-
    • 3',6'-dihydroxy-4',5'-dinitro-3h-spiro[2-benzofuran-1,9'-xanthen]-3-one
    • EINECS 246-308-0
    • UNII-43N83DU7RA
    • SCHEMBL341938
    • SCHEMBL29492441
    • DTXSID80179288
    • RYCIBGACBRAXBM-UHFFFAOYSA-N
    • ALBB-036603
    • AKOS015889396
    • NS00013515
    • H49360
    • 3',6'-Dihydroxy-4',5'-dinitro-3H-spiro[[2]benzofuran-1,9'-xanthen]-3-one
    • 3',6'-Dihydroxy-4',5'-dinitrospiro(isobenzofuran-1(3h),9'-(9H)xan- then)-3-one
    • 3',6'-DIHYDROXY-4',5'-DINITROSPIRO(ISOBENZOFURAN-1(3H),9'-(9H)XAN-THEN)-3-ONE
    • 3 inverted exclamation marka,6 inverted exclamation marka-Dihydroxy-4 inverted exclamation marka,5 inverted exclamation marka-dinitrospiro[isobenzofuran-1(3H),9 inverted exclamation marka-[9H]xanthen]-3-one
    • 24545-86-6

  • Applications

    4',5'-Dinitrofluorescein is used primarily as a fluorescent dye and labeling reagent in biotechnology and analytical chemistry. It is commonly employed for tagging biomolecules such as proteins and nucleic acids, and as a fluorogenic probe or assay component in fluorescence-based methods. It can serve as an intermediate in the synthesis of more complex fluorescein dyes and related optically active compounds. In materials and coatings sectors, it functions as a colorant or fluorescent tracer for coatings, inks and some polymers, enabling tracking and imaging in development and quality control. It is also used as a reference or calibration standard in fluorescence instrumentation, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.63
    methanol 2.45
    isopropanol 1.36
    water 0.01
    ethyl acetate 7.8
    n-propanol 1.85
    acetone 14.97
    n-butanol 1.39
    acetonitrile 7.0
    DMF 62.49
    toluene 1.52
    isobutanol 1.11
    1,4-dioxane 14.27
    methyl acetate 9.88
    THF 37.62
    2-butanone 14.23
    n-pentanol 1.57
    sec-butanol 1.43
    n-hexane 0.03
    ethylene glycol 4.42
    NMP 89.57
    cyclohexane 0.06
    DMSO 86.12
    n-butyl acetate 12.02
    n-octanol 3.3
    chloroform 1.63
    n-propyl acetate 10.12
    acetic acid 10.21
    dichloromethane 2.06
    cyclohexanone 23.69
    propylene glycol 3.9
    isopropyl acetate 6.32
    DMAc 67.15
    2-ethoxyethanol 13.74
    isopentanol 1.37
    n-heptane 0.07
    ethyl formate 6.88
    1,2-dichloroethane 2.77
    n-hexanol 1.71
    2-methoxyethanol 23.7
    isobutyl acetate 5.46
    tetrachloromethane 0.17
    n-pentyl acetate 11.78
    transcutol 52.64
    n-heptanol 2.76
    ethylbenzene 0.83
    MIBK 5.91
    2-propoxyethanol 25.9
    tert-butanol 1.9
    MTBE 1.27
    2-butoxyethanol 16.53
    propionic acid 8.37
    o-xylene 1.06
    formic acid 9.38
    diethyl ether 1.7
    m-xylene 1.05
    p-xylene 1.17
    chlorobenzene 1.59
    dimethyl carbonate 13.18
    n-octane 0.07
    formamide 18.14
    cyclopentanone 43.81
    2-pentanone 9.81
    anisole 3.81
    cyclopentyl methyl ether 6.17
    gamma-butyrolactone 55.68
    1-methoxy-2-propanol 18.15
    pyridine 12.95
    3-pentanone 7.85
    furfural 36.31
    n-dodecane 0.14
    diethylene glycol 30.66
    diisopropyl ether 0.55
    tert-amyl alcohol 1.82
    acetylacetone 22.71
    n-hexadecane 0.17
    acetophenone 10.56
    methyl propionate 11.9
    isopentyl acetate 8.91
    trichloroethylene 7.15
    n-nonanol 3.89
    cyclohexanol 1.93
    benzyl alcohol 5.35
    2-ethylhexanol 1.82
    isooctanol 2.34
    dipropyl ether 3.1
    1,2-dichlorobenzene 1.65
    ethyl lactate 12.76
    propylene carbonate 20.12
    n-methylformamide 22.65
    2-pentanol 1.01
    n-pentane 0.03
    1-propoxy-2-propanol 20.03
    1-methoxy-2-propyl acetate 25.11
    2-(2-methoxypropoxy) propanol 24.81
    mesitylene 0.63
    ε-caprolactone 24.6
    p-cymene 1.19
    epichlorohydrin 32.13
    1,1,1-trichloroethane 1.51
    2-aminoethanol 4.45
    morpholine-4-carbaldehyde 68.66
    sulfolane 101.26
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 9.16
    n-hexyl acetate 11.83
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 30.42
    sec-butyl acetate 5.93
    tert-butyl acetate 7.7
    decalin 0.07
    glycerin 15.75
    diglyme 40.77
    acrylic acid 14.0
    isopropyl myristate 6.48
    n-butyric acid 6.87
    acetyl acetate 6.55
    di(2-ethylhexyl) phthalate 7.69
    ethyl propionate 8.3
    nitromethane 39.39
    1,2-diethoxyethane 13.85
    benzonitrile 7.78
    trioctyl phosphate 6.5
    1-bromopropane 0.84
    gamma-valerolactone 79.05
    n-decanol 3.11
    triethyl phosphate 6.19
    4-methyl-2-pentanol 0.87
    propionitrile 5.83
    vinylene carbonate 17.57
    1,1,2-trichlorotrifluoroethane 36.02
    DMS 17.57
    cumene 0.59
    2-octanol 2.21
    2-hexanone 11.66
    octyl acetate 8.65
    limonene 1.38
    1,2-dimethoxyethane 24.49
    ethyl orthosilicate 4.6
    tributyl phosphate 7.67
    diacetone alcohol 18.19
    N,N-dimethylaniline 3.3
    acrylonitrile 13.79
    aniline 3.25
    1,3-propanediol 5.91
    bromobenzene 1.19
    dibromomethane 1.02
    1,1,2,2-tetrachloroethane 5.53
    2-methyl-cyclohexyl acetate 8.78
    tetrabutyl urea 13.38
    diisobutyl methanol 1.37
    2-phenylethanol 7.83
    styrene 0.88
    dioctyl adipate 11.56
    dimethyl sulfate 29.35
    ethyl butyrate 9.06
    methyl lactate 21.82
    butyl lactate 16.43
    diethyl carbonate 6.02
    propanediol butyl ether 18.18
    triethyl orthoformate 8.2
    p-tert-butyltoluene 1.1
    methyl 4-tert-butylbenzoate 13.03
    morpholine 18.73
    tert-butylamine 0.51
    n-dodecanol 2.43
    dimethoxymethane 23.3
    ethylene carbonate 13.66
    cyrene 33.6
    2-ethoxyethyl acetate 23.05
    2-ethylhexyl acetate 7.36
    1,2,4-trichlorobenzene 3.36
    4-methylpyridine 9.67
    dibutyl ether 3.98
    2,6-dimethyl-4-heptanol 1.37
    DEF 16.96
    dimethyl isosorbide 44.72
    tetrachloroethylene 2.75
    eugenol 16.68
    triacetin 22.3
    span 80 19.19
    1,4-butanediol 3.01
    1,1-dichloroethane 1.4
    2-methyl-1-pentanol 1.58
    methyl formate 19.84
    2-methyl-1-butanol 1.27
    n-decane 0.19
    butyronitrile 3.84
    3,7-dimethyl-1-octanol 2.8
    1-chlorooctane 1.05
    1-chlorotetradecane 0.69
    n-nonane 0.13
    undecane 0.17
    tert-butylcyclohexane 0.05
    cyclooctane 0.03
    cyclopentanol 3.57
    tetrahydropyran 5.33
    tert-amyl methyl ether 1.76
    2,5,8-trioxanonane 38.05
    1-hexene 0.23
    2-isopropoxyethanol 9.94
    2,2,2-trifluoroethanol 7.44
    methyl butyrate 10.79

    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