Carboxin

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  • Identifiers

    CAS number
    5234-68-4

    Molecular formula
    C12H13NO2S

    SMILES
    CC1=C(SCCO1)C(=O)NC2=CC=CC=C2

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Fruity 54.5%
    Meaty 54.33%
    Roasted 48.37%
    Cooked 37.55%
    Savory 31.34%
    Sulfurous 28.92%
    Nutty 28.3%
    Tropical 27.55%
    Grape 25.05%
    Burnt 24.71%

     

    Flavor
    Roasted 40.61%
    Nutty 33.77%
    Roast 28.71%
    Cooked 27.58%
    Bitter 26.58%
    Meaty 25.35%
    Taco 22.95%
    Chocolate 21.73%
    Scallion 21.68%
    Bread crust 21.54%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.1

    pKa est.
    6.84 (neutral)

    Molecular weight
    235.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    453°C

    Melting point expt.

    • 91.5 °C
    • 91.5 to 92.5 °C and 98 to 101 °C, reflecting two crystalline structures which revert to one in solution.

    Flash point

    • 166.28 ˚C est.
    • 203 °C

    Solubility expt.

    • 147 mg/L (at 20 °C)
    • 221.2 g/L in acetone, 89.33 g/L in methanol, 107.7 g/L in ethyl acetate, all at 20 °C.
    • In water, 147 mg/L at 20 °C

  • Synonyms

    • CARBOXIN
    • 5234-68-4
    • Carboxine
    • Carbathiin
    • Vitavax
    • 2-Methyl-N-phenyl-5,6-dihydro-1,4-oxathiine-3-carboxamide
    • Oxatin
    • DCMO
    • Kisvax
    • Vitavax 75W
    • DMOC
    • Vitavax 100
    • Vitavax 735D
    • Kemikar
    • Vitaflo 250
    • Murganic
    • Vitaflow
    • Cerevax
    • Enhance
    • 5,6-Dihydro-2-methyl-N-phenyl-1,4-oxathiin-3-carboxamide
    • Cerevax Extra
    • Enhance Plus
    • Germate Plus
    • RTV Vitavax
    • 1,4-Oxathiin-3-carboxamide, 5,6-dihydro-2-methyl-N-phenyl-
    • Dual Murganic RPB
    • Vitavax 34
    • Flo pro v seed protectant
    • D 735
    • 2,3-Dihydro-5-carboxanilido-6-methyl-1,4-oxathiin
    • F 735
    • 2,3-Dihydro-6-methyl-1,4-oxathiin-5-carboxanilide
    • 5,6-Dihydro-2-methyl-1,4-oxathiin-3-carboxanilide
    • 6-methyl-N-phenyl-2,3-dihydro-1,4-oxathiine-5-carboxamide
    • 5-Carboxanilido-2,3-dihydro-6-methyl-1,4-oxathiin
    • 2,3-Dihydro-6-methyl-5-phenylcarbamoyl-1,4-oxathiin
    • DTXSID0023951
    • D735
    • 5,6-Dihydro-2-methyl-3-carboxanilido-1,4-oxathiin
    • 5A8K850HDE
    • 1,4-Oxathiin, 2,3-dihydro-5-carboxanilido-6-methyl-
    • 1,4-Oxathiin-3-carboxanilide, 5,6-dihydro-2-methyl-
    • NSC-263492
    • CHEBI:3405
    • DTXCID003951
    • RefChem:918053
    • 226-031-1
    • Fenoxan
    • V 4X
    • MFCD00055403
    • NSC 263492
    • Pro-Gro
    • Vitavax 30-C
    • Vitavax-200
    • Vitavax-300
    • Vitavax-Thiram-Lindane
    • Carbathiine
    • Caswell No. 165A
    • Mist-O-Matic Murganic
    • Karboxyn
    • Carboxine [ISO-French]
    • DMOC (VAN)
    • D-735
    • Carboxin [ANSI:BSI:ISO]
    • Carboxin [ISO]
    • CAS-5234-68-4
    • CCRIS 5217
    • Vitavax EC 200
    • HSDB 1532
    • EINECS 226-031-1
    • EPA Pesticide Chemical Code 090201
    • BRN 0983249
    • (6-methyl(2,3-dihydro-1,4-oxathiin-5-yl))-N-benzamide
    • UNII-5A8K850HDE
    • Carbathiin;
    • Vitavax;
    • Carboxine,Fenoxan
    • Carboxine Form II
    • 2,4-oxathiin
    • Carboxin (Standard)
    • Vitaflo 250;
    • Vitavax 100;
    • 5,6-Dihydro-2-methyl-3-carboxanilido-1,4-oxathiin [German]
    • CARBOXIN [HSDB]
    • CARBOXIN [MI]
    • Cambridge id 5373048
    • TimTec1_001678
    • SCHEMBL18392
    • 5-19-07-00251 (Beilstein Handbook Reference)
    • MLS000059188
    • 2,4-oxathiin-5-carboxanilide
    • 5,4-oxathiin-3-carboxanilide
    • 5-Carboxanilido-2,4-oxathiin
    • 1, 5,6-dihydro-2-methyl-
    • orb1301693
    • CHEMBL1231667
    • HY-B2064R
    • Carbathiin;Vitavax;Kisvax;Carboxin
    • HMS1538M06
    • HMS2231N20
    • HMS3370C04
    • HMS3604G19
    • HY-B2064
    • MSK21245
    • WLN: T6O DS BUTJ B1 CVMR
    • Tox21_201988
    • Tox21_300706
    • EBC-04341
    • NSC263492
    • NSC816198
    • s4805
    • SBB056737
    • STK838152
    • AKOS000545990
    • 1, 5,6-dihydro-2-methyl-N-phenyl-
    • CCG-236658
    • CS-W019702
    • DB04657
    • FS-3015
    • NSC-816198
    • SDCCGMLS-0037038.P002
    • NCGC00053919-02
    • NCGC00053919-03
    • NCGC00053919-04
    • NCGC00053919-05
    • NCGC00053919-06
    • NCGC00254614-01
    • 5234-68-4

  • Applications

    Carboxin is a dicarboximide fungicide widely used in agriculture to protect crops from soil- and seed-borne diseases. It is commonly applied as seed-treatment coatings for cereals and vegetables to suppress Rhizoctonia, Pythium and Sclerotinia infections; used as in-furrow or soil-drench treatments at planting to reduce root rots and damping-off; employed in nurseries and greenhouses for protecting seedlings; featured in seed-care formulations and often combined with other fungicides to broaden disease control; and applicable across field crops and root crops where soil-borne pathogens are prevalent.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 38.84
    methanol 51.23
    isopropanol 21.77
    water 0.4
    ethyl acetate 61.57
    n-propanol 30.84
    acetone 121.67
    n-butanol 26.22
    acetonitrile 61.12
    DMF 455.92
    toluene 23.54
    isobutanol 19.62
    1,4-dioxane 236.37
    methyl acetate 75.14
    THF 232.62
    2-butanone 76.67
    n-pentanol 22.51
    sec-butanol 18.17
    n-hexane 0.37
    ethylene glycol 35.0
    NMP 269.79
    cyclohexane 2.65
    DMSO 573.29
    n-butyl acetate 41.84
    n-octanol 9.08
    chloroform 220.05
    n-propyl acetate 36.5
    acetic acid 137.23
    dichloromethane 176.81
    cyclohexanone 157.24
    propylene glycol 40.26
    isopropyl acetate 32.16
    DMAc 387.44
    2-ethoxyethanol 78.98
    isopentanol 21.87
    n-heptane 0.81
    ethyl formate 53.7
    1,2-dichloroethane 142.36
    n-hexanol 22.25
    2-methoxyethanol 172.67
    isobutyl acetate 23.69
    tetrachloromethane 9.58
    n-pentyl acetate 20.62
    transcutol 403.5
    n-heptanol 11.49
    ethylbenzene 8.87
    MIBK 32.01
    2-propoxyethanol 79.65
    tert-butanol 26.93
    MTBE 13.18
    2-butoxyethanol 41.63
    propionic acid 66.05
    o-xylene 14.79
    formic acid 76.73
    diethyl ether 21.45
    m-xylene 14.39
    p-xylene 13.36
    chlorobenzene 61.19
    dimethyl carbonate 52.98
    n-octane 0.35
    formamide 136.36
    cyclopentanone 190.15
    2-pentanone 54.25
    anisole 41.96
    cyclopentyl methyl ether 55.53
    gamma-butyrolactone 218.86
    1-methoxy-2-propanol 104.19
    pyridine 155.55
    3-pentanone 49.77
    furfural 235.09
    n-dodecane 0.61
    diethylene glycol 115.88
    diisopropyl ether 5.17
    tert-amyl alcohol 19.17
    acetylacetone 107.79
    n-hexadecane 0.73
    acetophenone 53.98
    methyl propionate 65.88
    isopentyl acetate 34.69
    trichloroethylene 296.47
    n-nonanol 9.96
    cyclohexanol 39.82
    benzyl alcohol 46.58
    2-ethylhexanol 14.62
    isooctanol 10.16
    dipropyl ether 15.4
    1,2-dichlorobenzene 55.16
    ethyl lactate 35.72
    propylene carbonate 107.44
    n-methylformamide 136.12
    2-pentanol 12.57
    n-pentane 0.43
    1-propoxy-2-propanol 54.46
    1-methoxy-2-propyl acetate 70.35
    2-(2-methoxypropoxy) propanol 67.97
    mesitylene 8.68
    ε-caprolactone 112.01
    p-cymene 9.02
    epichlorohydrin 233.42
    1,1,1-trichloroethane 64.12
    2-aminoethanol 52.37
    morpholine-4-carbaldehyde 261.82
    sulfolane 284.34
    2,2,4-trimethylpentane 0.64
    2-methyltetrahydrofuran 86.97
    n-hexyl acetate 28.44
    isooctane 0.5
    2-(2-butoxyethoxy)ethanol 89.27
    sec-butyl acetate 22.5
    tert-butyl acetate 34.83
    decalin 1.53
    glycerin 98.07
    diglyme 185.25
    acrylic acid 86.79
    isopropyl myristate 13.58
    n-butyric acid 67.52
    acetyl acetate 58.38
    di(2-ethylhexyl) phthalate 23.52
    ethyl propionate 32.56
    nitromethane 289.56
    1,2-diethoxyethane 62.66
    benzonitrile 61.84
    trioctyl phosphate 13.66
    1-bromopropane 26.03
    gamma-valerolactone 262.29
    n-decanol 8.44
    triethyl phosphate 27.71
    4-methyl-2-pentanol 10.16
    propionitrile 38.66
    vinylene carbonate 112.17
    1,1,2-trichlorotrifluoroethane 219.39
    DMS 55.03
    cumene 7.0
    2-octanol 6.37
    2-hexanone 35.85
    octyl acetate 18.29
    limonene 12.85
    1,2-dimethoxyethane 132.27
    ethyl orthosilicate 22.59
    tributyl phosphate 20.21
    diacetone alcohol 58.92
    N,N-dimethylaniline 29.15
    acrylonitrile 67.33
    aniline 54.02
    1,3-propanediol 70.02
    bromobenzene 54.7
    dibromomethane 83.03
    1,1,2,2-tetrachloroethane 225.61
    2-methyl-cyclohexyl acetate 33.38
    tetrabutyl urea 31.67
    diisobutyl methanol 9.48
    2-phenylethanol 42.24
    styrene 14.41
    dioctyl adipate 30.11
    dimethyl sulfate 108.27
    ethyl butyrate 33.31
    methyl lactate 66.54
    butyl lactate 30.08
    diethyl carbonate 30.6
    propanediol butyl ether 48.57
    triethyl orthoformate 29.9
    p-tert-butyltoluene 8.79
    methyl 4-tert-butylbenzoate 42.73
    morpholine 208.82
    tert-butylamine 10.75
    n-dodecanol 7.0
    dimethoxymethane 148.28
    ethylene carbonate 89.41
    cyrene 80.89
    2-ethoxyethyl acetate 49.15
    2-ethylhexyl acetate 27.84
    1,2,4-trichlorobenzene 75.96
    4-methylpyridine 98.01
    dibutyl ether 12.04
    2,6-dimethyl-4-heptanol 9.48
    DEF 89.26
    dimethyl isosorbide 111.46
    tetrachloroethylene 113.6
    eugenol 52.37
    triacetin 53.64
    span 80 47.59
    1,4-butanediol 26.71
    1,1-dichloroethane 73.01
    2-methyl-1-pentanol 20.95
    methyl formate 105.88
    2-methyl-1-butanol 19.51
    n-decane 0.77
    butyronitrile 37.36
    3,7-dimethyl-1-octanol 12.24
    1-chlorooctane 5.11
    1-chlorotetradecane 3.02
    n-nonane 0.57
    undecane 0.67
    tert-butylcyclohexane 1.06
    cyclooctane 0.69
    cyclopentanol 47.43
    tetrahydropyran 108.12
    tert-amyl methyl ether 14.12
    2,5,8-trioxanonane 134.59
    1-hexene 2.9
    2-isopropoxyethanol 45.09
    2,2,2-trifluoroethanol 64.13
    methyl butyrate 46.0

    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