Barbituric Acid

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  • Identifiers

    CAS number
    67-52-7

    Molecular formula
    C4H4N2O3

    SMILES
    C1C(=O)NC(=O)NC1=O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 44.3%
    Sweet 42.9%
    Burnt 31.73%
    Nutty 28.34%
    Caramellic 25.8%
    Ethereal 21.8%
    Spicy 21.17%
    Pungent 19.35%
    Sharp 18.25%
    Musty 17.47%

     

    Flavor
    Bitter 42.15%
    Odorless 36.12%
    Very mild 21.85%
    Nitrile 19.73%
    Formyl 19.71%
    Rotten 19.45%
    Urine 19.31%
    Yeast 19.28%
    Cotton candy 19.2%
    Fenugreek 19.19%

     

    Odor impact est.
    Odorless

  • Properties

    XLogP3-AA
    -1.5

    pKa est.
    8.48 (weak base)

    Molecular weight
    128.09 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    478°C

    Melting point expt.

    • 248 °C

    Flash point

    • 179.97 ˚C est.

    Solubility expt.

    • 1.9e-05 mg/mL at 37 °C

  • Synonyms

    • BARBITURIC ACID
    • 67-52-7
    • Malonylurea
    • Pyrimidinetrione
    • 2,4,6(1H,3H,5H)-Pyrimidinetrione
    • 6-Hydroxyuracil
    • pyrimidine-2,4,6(1H,3H,5H)-trione
    • 2,4,6-Trihydroxypyrimidine
    • Pyrimidinetriol
    • 2,4,6-Pyrimidinetrione
    • 2,4,6-Trioxohexahydropyrimidine
    • Malonylharnstoff
    • 1,3-diazinane-2,4,6-trione
    • Barbitursaeure
    • Barbiturate
    • Barbituric acid (VAN)
    • Hydrouracil, 6-hydroxy-
    • Hexahydropyrimidine-2,4,6-trione
    • 2,4,6-Pyrimidinetrione(1H,3H,5H)
    • Urea, N,N'-(1,3-dioxo-1,3-propanediyl)-
    • NSC 7889
    • Barbitursaure
    • CHEBI:16294
    • 1,2,3,4,5,6-Hexahydro-2,4,6-pyrimidinetrione
    • EINECS 200-658-0
    • UNII-WQ92Y2793G
    • Barbituric acid (VAN) (8CI)
    • DTXSID8020129
    • AI3-02724
    • WQ92Y2793G
    • NSC-7889
    • MFCD00006666
    • 2,4,6-(1H,3H,5H)-Pyrimidinetrione
    • BARBITURIC ACID [MI]
    • DTXCID20129
    • EC 200-658-0
    • NN'-(1,3-dioxo-1,3-propanediyl)-Urea
    • 4,6-dihydroxy-2,5-dihydropyrimidin-2-one
    • N,N'-(1,3-Dioxo-1,3-propanediyl)-Urea
    • FLUOROURACIL IMPURITY A [EP IMPURITY]
    • 2,4,6(1H,3H,5H)-Pyrimidinetrione (ACD/Name 4.0)
    • FLUOROURACIL IMPURITY A (EP IMPURITY)
    • barbituric
    • Barbitate
    • 6Hydroxyuracil
    • Barbitic acid
    • pyrimidine-2
    • BR8
    • 2,6-Pyrimidinetriol
    • Hydrouracil, 6hydroxy
    • 2,4,6Pyrimidinetriol
    • 2,4,6Pyrimidinetrione
    • 2,6-Trihydroxypyrimidine
    • 4390-16-3
    • 2,4,6Trihydroxypyrimidine
    • bmse000346
    • Epitope ID:120355
    • SCHEMBL38707
    • 2,6-Trioxohexahydropyrimidine
    • 2,4,6Trioxohexahydropyrimidine
    • 2-hydroxypyrimidine-4,6-dione
    • NSC7889
    • BCP21798
    • 2,6(1H,3H,5H)-Pyrimidinetrione
    • Tox21_200924
    • BBL036209
    • STK317809
    • STL451498
    • 2,4,6(1H,3H,5H)Pyrimidinetrione
    • 2,6-(1H,3H,5H)-Pyrimidinetrione
    • AKOS000288853
    • AKOS024255606
    • 2,4,6-(1H,3H,5H)pyrimidinetrione
    • BS-3763
    • CS-W018516
    • Urea, N,N'(1,3dioxo1,3propanediyl)
    • Barbituric acid, ReagentPlus(R), 99%
    • CAS-67-52-7
    • 2-hydroxypyrimidine-4,6(1H,5H)-dione
    • NCGC00248877-01
    • NCGC00258478-01
    • Urea,N'-(1,3-dioxo-1,3-propanediyl)-
    • B0003
    • B1063
    • NS00009292
    • EN300-19230
    • C00813
    • A835792
    • Q410278
    • F0001-1773
    • Z104473234
    • 4A0BDFFD-9542-4996-A89F-E5A55D03B250
    • Malonylurea;2,4,6(1H,3H,5H)-Pyrimidinetrione;6-Hydroxyuracil
    • Barbituric acid, for spectrophotometric det. of cyanide, >=99.5%
    • Fluorouracil impurity A, European Pharmacopoeia (EP) Reference Standard
    • 200-658-0

  • Applications

    Barbituric acid (CAS 67-52-7) is primarily used as an intermediate in the synthesis of barbiturate drugs and related derivatives for the pharmaceutical industry. It serves as a versatile building block in organic synthesis, providing a pyrimidinone core for the construction of diverse heterocyclic compounds. The compound is also used in research and development as a precursor for the preparation of new barbiturate-type structures and other derivatives, and can support process development and pilot-scale production under applicable regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 3.71
    methanol 9.49
    isopropanol 2.16
    water 13.99
    ethyl acetate 2.07
    n-propanol 2.28
    acetone 5.93
    n-butanol 1.63
    acetonitrile 4.62
    DMF 125.72
    toluene 0.09
    isobutanol 1.48
    1,4-dioxane 3.17
    methyl acetate 4.83
    THF 8.31
    2-butanone 3.58
    n-pentanol 1.2
    sec-butanol 1.33
    n-hexane 0.04
    ethylene glycol 11.5
    NMP 70.66
    cyclohexane 0.01
    DMSO 73.07
    n-butyl acetate 1.74
    n-octanol 0.66
    chloroform 0.31
    n-propyl acetate 2.63
    acetic acid 11.58
    dichloromethane 0.46
    cyclohexanone 2.74
    propylene glycol 11.23
    isopropyl acetate 1.24
    DMAc 98.22
    2-ethoxyethanol 13.28
    isopentanol 1.27
    n-heptane 0.04
    ethyl formate 6.12
    1,2-dichloroethane 0.41
    n-hexanol 0.62
    2-methoxyethanol 32.7
    isobutyl acetate 1.33
    tetrachloromethane 0.07
    n-pentyl acetate 0.9
    transcutol 13.78
    n-heptanol 0.5
    ethylbenzene 0.11
    MIBK 1.5
    2-propoxyethanol 10.42
    tert-butanol 1.98
    MTBE 0.64
    2-butoxyethanol 5.05
    propionic acid 6.54
    o-xylene 0.16
    formic acid 24.92
    diethyl ether 0.67
    m-xylene 0.13
    p-xylene 0.18
    chlorobenzene 0.13
    dimethyl carbonate 7.36
    n-octane 0.02
    formamide 33.96
    cyclopentanone 7.22
    2-pentanone 2.29
    anisole 1.01
    cyclopentyl methyl ether 1.44
    gamma-butyrolactone 16.4
    1-methoxy-2-propanol 18.57
    pyridine 1.74
    3-pentanone 1.58
    furfural 18.94
    n-dodecane 0.02
    diethylene glycol 18.9
    diisopropyl ether 0.17
    tert-amyl alcohol 1.37
    acetylacetone 4.08
    n-hexadecane 0.02
    acetophenone 2.0
    methyl propionate 4.54
    isopentyl acetate 1.31
    trichloroethylene 0.73
    n-nonanol 0.65
    cyclohexanol 0.64
    benzyl alcohol 1.46
    2-ethylhexanol 0.46
    isooctanol 0.45
    dipropyl ether 0.94
    1,2-dichlorobenzene 0.2
    ethyl lactate 7.26
    propylene carbonate 8.54
    n-methylformamide 38.9
    2-pentanol 0.71
    n-pentane 0.02
    1-propoxy-2-propanol 6.31
    1-methoxy-2-propyl acetate 4.74
    2-(2-methoxypropoxy) propanol 8.66
    mesitylene 0.11
    ε-caprolactone 4.31
    p-cymene 0.17
    epichlorohydrin 6.87
    1,1,1-trichloroethane 0.25
    2-aminoethanol 11.1
    morpholine-4-carbaldehyde 50.0
    sulfolane 27.69
    2,2,4-trimethylpentane 0.02
    2-methyltetrahydrofuran 2.24
    n-hexyl acetate 1.3
    isooctane 0.01
    2-(2-butoxyethoxy)ethanol 8.2
    sec-butyl acetate 1.13
    tert-butyl acetate 1.38
    decalin 0.02
    glycerin 30.74
    diglyme 16.26
    acrylic acid 10.61
    isopropyl myristate 0.62
    n-butyric acid 4.11
    acetyl acetate 1.5
    di(2-ethylhexyl) phthalate 1.5
    ethyl propionate 2.97
    nitromethane 34.79
    1,2-diethoxyethane 1.67
    benzonitrile 1.22
    trioctyl phosphate 0.98
    1-bromopropane 0.18
    gamma-valerolactone 22.96
    n-decanol 0.5
    triethyl phosphate 1.81
    4-methyl-2-pentanol 0.51
    propionitrile 2.65
    vinylene carbonate 7.89
    1,1,2-trichlorotrifluoroethane 13.52
    DMS 2.9
    cumene 0.14
    2-octanol 0.33
    2-hexanone 2.15
    octyl acetate 0.91
    limonene 0.2
    1,2-dimethoxyethane 18.72
    ethyl orthosilicate 1.39
    tributyl phosphate 1.41
    diacetone alcohol 4.94
    N,N-dimethylaniline 1.33
    acrylonitrile 5.8
    aniline 0.62
    1,3-propanediol 9.42
    bromobenzene 0.07
    dibromomethane 0.21
    1,1,2,2-tetrachloroethane 0.71
    2-methyl-cyclohexyl acetate 1.43
    tetrabutyl urea 2.75
    diisobutyl methanol 0.38
    2-phenylethanol 0.99
    styrene 0.11
    dioctyl adipate 1.68
    dimethyl sulfate 20.38
    ethyl butyrate 2.19
    methyl lactate 15.5
    butyl lactate 3.29
    diethyl carbonate 1.91
    propanediol butyl ether 7.35
    triethyl orthoformate 1.89
    p-tert-butyltoluene 0.16
    methyl 4-tert-butylbenzoate 3.21
    morpholine 6.62
    tert-butylamine 0.59
    n-dodecanol 0.38
    dimethoxymethane 19.82
    ethylene carbonate 5.11
    cyrene 14.16
    2-ethoxyethyl acetate 2.05
    2-ethylhexyl acetate 0.92
    1,2,4-trichlorobenzene 0.34
    4-methylpyridine 1.92
    dibutyl ether 0.59
    2,6-dimethyl-4-heptanol 0.38
    DEF 8.85
    dimethyl isosorbide 11.59
    tetrachloroethylene 0.36
    eugenol 5.02
    triacetin 4.01
    span 80 4.7
    1,4-butanediol 4.89
    1,1-dichloroethane 0.28
    2-methyl-1-pentanol 0.89
    methyl formate 26.53
    2-methyl-1-butanol 1.24
    n-decane 0.03
    butyronitrile 2.01
    3,7-dimethyl-1-octanol 0.58
    1-chlorooctane 0.12
    1-chlorotetradecane 0.07
    n-nonane 0.03
    undecane 0.03
    tert-butylcyclohexane 0.03
    cyclooctane 0.01
    cyclopentanol 1.69
    tetrahydropyran 0.9
    tert-amyl methyl ether 0.75
    2,5,8-trioxanonane 12.83
    1-hexene 0.15
    2-isopropoxyethanol 5.96
    2,2,2-trifluoroethanol 10.91
    methyl butyrate 4.47

    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