Acenocoumarol

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  • Identifiers

    CAS number
    152-72-7

    Molecular formula
    C19H15NO6

    SMILES
    CC(=O)CC(C1=CC=C(C=C1)[N+](=O)[O-])C2=C(C3=CC=CC=C3OC2=O)O

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

  • Odor profile

    Sweet 45.93%
    Odorless 37.47%
    Floral 36.58%
    Vanilla 33.8%
    Balsamic 33.79%
    Powdery 32.04%
    Fruity 29.47%
    Grape 27.38%
    Honey 26.71%
    Creamy 25.64%

    Scent© AI

  • Properties

    XLogP3-AA
    2.5

    Molecular weight
    353.3 g/mol

    Melting point expt.

    • 196-199
    • 196-199 °C
    • 197 °C

    Flash point est.
    235.54 ˚C

    Solubility expt.

    • practically insoluble
    • Sparingly soluble in most organic solvents
    • SOL IN SOLN OF ALKALI HYDROXIDES
    • Soluble in alcohol
    • In water, 9.39 mg/l @ 20 to 25 °C
    • 1.06e-02 g/L

  • Synonyms

    • ACENOCOUMAROL
    • 152-72-7
    • Acenocoumarin
    • Nicoumalone
    • Sintrom
    • Nitrovarfarian
    • Nitrowarfarin
    • Acenocumarol
    • Nicumalon
    • Sinthrome
    • Syncoumar
    • Sinkumar
    • Syncumar
    • Acenokumarin
    • Sincoumar
    • Sinthrom
    • Ascumar
    • Syntrom
    • Zotil
    • Acenocoumarolum
    • Acenocumarolo
    • Neositron
    • Sintroma
    • Mini-sintrom
    • Acenocumarolum
    • Nitrophenylacetylethyl-4-hydroxycoumarine
    • Acenocoumarolum [INN-Latin]
    • Minisintrom
    • Trombostop
    • Acitrom
    • Acenocoumarol [INN]
    • Acenokumarin [Czech]
    • Acenocumarolo [DCIT]
    • G-23350
    • 3-(alpha-Acetonyl-4-nitrobenzyl)-4-hydroxycoumarin
    • Mini-sintrom (TN)
    • Acenocoumarol (INN)
    • G 23350
    • 3-(alpha-Acetonyl-p-nitrobenzyl)-4-hydroxycoumarin
    • 3-(alpha-(4'-Nitrophenyl)-beta-acetylethyl)-4-hydroxycoumarin
    • 4-Hydroxy-3-(1-(4-nitrophenyl)-3-oxobutyl)-2H-1-benzopyran-2-one
    • HSDB 3201
    • 3-(alpha-p-Nitrophenyl-beta-acetylethyl)-4-hydroxycoumarin
    • 4-hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]chromen-2-one
    • 3-(alpha-(p-Nitrophenol)-beta-acetylethyl)-4-hydroxycoumarin
    • EINECS 205-807-3
    • Acenocoumarol [INN:BAN:NF]
    • NSC-760052
    • I6WP63U32H
    • 4-Hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]-2H-chromen-2-one
    • DTXSID2022541
    • G-23,350
    • CHEBI:53766
    • 2H-1-Benzopyran-2-one, 4-hydroxy-3-(1-(4-nitrophenyl)-3-oxobutyl)-
    • G23350
    • MFCD00137816
    • ACENOCOUMAROL [MI]
    • ACENOCOUMAROL [HSDB]
    • ACENOCOUMAROL [MART.]
    • (+/-)-ACENOCOUMARIN
    • ACENOCOUMAROL [WHO-DD]
    • MLS000539171
    • DTXCID802541
    • Coumarin, 3-(alpha-acetonyl-p-nitrobenzyl)-4-hydroxy-
    • NSC 760052
    • SMR000162652
    • Mini Sintrom
    • 2H-1-Benzopyran-2-one, 4-hydroxy-3-[1-(4-nitrophenyl)-3-oxobutyl]-
    • Acenocoumarolum (INN-Latin)
    • ACENOCOUMAROL (MART.)
    • 3-(alpha-Acetonyl-p-nitrobenzyl)-4-hydroxy-coumarin
    • 3-(.ALPHA.-ACETONYL-P-NITROBENZYL)-4-HYDROXYCOUMARIN
    • 4-hydroxy-3-(1-(4-nitrophenyl)-3-oxobutyl)-2H-chromen-2-one
    • 4-hydroxy-3-(1-(4-nitrophenyl)-3-oxobutyl)chromen-2-one
    • UNII-I6WP63U32H
    • NCGC00016414-01
    • CAS-152-72-7
    • Prestwick_773
    • Opera_ID_1500
    • Prestwick0_000110
    • Prestwick1_000110
    • Prestwick2_000110
    • Prestwick3_000110
    • 3-(a-acetonyl-p-nitrobenzyl)-4-hydroxycoumarin
    • SCHEMBL33543
    • BSPBio_000100
    • AB-014/25000129
    • MLS001074461
    • SPBio_002039
    • BPBio1_000110
    • CHEMBL397420
    • GTPL9015
    • SCHEMBL1477562
    • B01AA07
    • DTXSID00991186
    • Acenocoumarol, >=98% (HPLC)
    • HMS1568E22
    • HMS2095E22
    • HMS2232P20
    • HMS3372J11
    • HMS3713F17
    • Pharmakon1600-01502411
    • HY-B1014
    • Tox21_110430
    • NSC760052
    • AKOS015962123
    • Tox21_110430_1
    • AB03786
    • AB07575
    • AB07577
    • CCG-213077
    • CS-4527
    • DB01418
    • NCGC00179658-01
    • NCGC00179658-04
    • AS-56473
    • DA-50125
    • A3186
    • AB00513804
    • NS00041335
    • D07064
    • T70324
    • AB00513804_02
    • AB00527557-09
    • EN300-18472689
    • Q304088
    • SR-01000678252
    • SR-01000678252-3

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.66
    methanol 0.94
    isopropanol 0.54
    water 0.0
    ethyl acetate 1.1
    n-propanol 0.83
    acetone 3.98
    n-butanol 0.65
    acetonitrile 1.57
    DMF 36.66
    toluene 0.6
    isobutanol 0.62
    1,4-dioxane 15.76
    methyl acetate 3.23
    THF 28.21
    2-butanone 5.84
    n-pentanol 0.87
    sec-butanol 0.72
    n-hexane 0.0
    ethylene glycol 1.04
    NMP 33.63
    cyclohexane 0.01
    DMSO 25.79
    n-butyl acetate 1.53
    n-octanol 0.43
    chloroform 0.44
    n-propyl acetate 2.02
    acetic acid 3.35
    dichloromethane 1.11
    cyclohexanone 10.06
    propylene glycol 1.18
    isopropyl acetate 0.97
    DMAc 54.44
    2-ethoxyethanol 7.6
    isopentanol 0.76
    n-heptane 0.01
    ethyl formate 1.12
    1,2-dichloroethane 1.34
    n-hexanol 0.41
    2-methoxyethanol 13.67
    isobutyl acetate 1.32
    tetrachloromethane 0.03
    n-pentyl acetate 1.53
    transcutol 34.69
    n-heptanol 0.57
    ethylbenzene 0.34
    MIBK 1.54
    2-propoxyethanol 8.94
    tert-butanol 0.77
    MTBE 0.59
    2-butoxyethanol 5.01
    propionic acid 2.03
    o-xylene 0.43
    formic acid 2.64
    diethyl ether 0.43
    m-xylene 0.32
    p-xylene 0.63
    chlorobenzene 0.68
    dimethyl carbonate 2.81
    n-octane 0.01
    formamide 5.99
    cyclopentanone 19.32
    2-pentanone 2.09
    anisole 2.47
    cyclopentyl methyl ether 2.11
    gamma-butyrolactone 18.96
    1-methoxy-2-propanol 8.04
    pyridine 10.88
    3-pentanone 1.86
    furfural 17.32
    n-dodecane 0.01
    diethylene glycol 9.85
    diisopropyl ether 0.1
    tert-amyl alcohol 0.8
    acetylacetone 5.69
    n-hexadecane 0.02
    acetophenone 4.18
    methyl propionate 2.3
    isopentyl acetate 1.88
    trichloroethylene 3.79
    n-nonanol 0.59
    cyclohexanol 0.89
    benzyl alcohol 3.39
    2-ethylhexanol 0.46
    isooctanol 0.61
    dipropyl ether 0.72
    1,2-dichlorobenzene 0.74
    ethyl lactate 2.56
    propylene carbonate 3.83
    n-methylformamide 7.2
    2-pentanol 0.31
    n-pentane 0.0
    1-propoxy-2-propanol 4.97
    1-methoxy-2-propyl acetate 5.07
    2-(2-methoxypropoxy) propanol 9.14
    mesitylene 0.15
    ε-caprolactone 7.94
    p-cymene 0.36
    epichlorohydrin 27.28
    1,1,1-trichloroethane 0.33
    2-aminoethanol 1.57
    morpholine-4-carbaldehyde 45.52
    sulfolane 35.35
    2,2,4-trimethylpentane 0.01
    2-methyltetrahydrofuran 5.01
    n-hexyl acetate 1.74
    isooctane 0.0
    2-(2-butoxyethoxy)ethanol 11.09
    sec-butyl acetate 1.28
    tert-butyl acetate 1.65
    decalin 0.02
    glycerin 4.88
    diglyme 25.51
    acrylic acid 3.37
    isopropyl myristate 0.97
    n-butyric acid 1.44
    acetyl acetate 1.15
    di(2-ethylhexyl) phthalate 2.11
    ethyl propionate 1.61
    nitromethane 12.81
    1,2-diethoxyethane 5.49
    benzonitrile 2.83
    trioctyl phosphate 0.99
    1-bromopropane 0.24
    gamma-valerolactone 45.3
    n-decanol 0.47
    triethyl phosphate 1.61
    4-methyl-2-pentanol 0.3
    propionitrile 1.49
    vinylene carbonate 4.13
    1,1,2-trichlorotrifluoroethane 15.68
    DMS 4.26
    cumene 0.26
    2-octanol 0.34
    2-hexanone 3.33
    octyl acetate 1.28
    limonene 0.36
    1,2-dimethoxyethane 19.28
    ethyl orthosilicate 1.41
    tributyl phosphate 1.29
    diacetone alcohol 4.73
    N,N-dimethylaniline 1.85
    acrylonitrile 3.89
    aniline 1.8
    1,3-propanediol 2.53
    bromobenzene 0.48
    dibromomethane 0.33
    1,1,2,2-tetrachloroethane 2.64
    2-methyl-cyclohexyl acetate 2.3
    tetrabutyl urea 2.7
    diisobutyl methanol 0.39
    2-phenylethanol 2.87
    styrene 0.42
    dioctyl adipate 2.64
    dimethyl sulfate 7.91
    ethyl butyrate 1.7
    methyl lactate 4.18
    butyl lactate 2.51
    diethyl carbonate 1.31
    propanediol butyl ether 4.18
    triethyl orthoformate 2.11
    p-tert-butyltoluene 0.31
    methyl 4-tert-butylbenzoate 5.13
    morpholine 17.84
    tert-butylamine 0.19
    n-dodecanol 0.36
    dimethoxymethane 10.69
    ethylene carbonate 2.73
    cyrene 12.75
    2-ethoxyethyl acetate 4.96
    2-ethylhexyl acetate 1.48
    1,2,4-trichlorobenzene 1.64
    4-methylpyridine 5.79
    dibutyl ether 0.84
    2,6-dimethyl-4-heptanol 0.39
    DEF 5.61
    dimethyl isosorbide 19.91
    tetrachloroethylene 1.03
    eugenol 6.54
    triacetin 5.06
    span 80 5.26
    1,4-butanediol 1.29
    1,1-dichloroethane 0.37
    2-methyl-1-pentanol 1.12
    methyl formate 5.62
    2-methyl-1-butanol 0.79
    n-decane 0.02
    butyronitrile 0.94
    3,7-dimethyl-1-octanol 0.65
    1-chlorooctane 0.16
    1-chlorotetradecane 0.09
    n-nonane 0.01
    undecane 0.02
    tert-butylcyclohexane 0.01
    cyclooctane 0.0
    cyclopentanol 1.5
    tetrahydropyran 3.04
    tert-amyl methyl ether 0.66
    2,5,8-trioxanonane 18.33
    1-hexene 0.06
    2-isopropoxyethanol 4.83
    2,2,2-trifluoroethanol 1.33
    methyl butyrate 2.56

    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