2-Propenoic acid, 2-chloro-3-(2-chloro-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)phenyl)-, ethyl ester, (2Z)-

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  • Identifiers

    CAS number
    142891-20-1

    Molecular formula
    C19H17Cl2NO4

    SMILES
    CCOC(=O)/C(=C/C1=C(C=CC(=C1)N2C(=O)C3=C(C2=O)CCCC3)Cl)/Cl

    Safety labels

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Fruity 45.34%
    Odorless 36.62%
    Grape 29.17%
    Floral 28.75%
    Sweet 26.49%
    Green 21.02%
    Citrus 20.08%
    Caramellic 19.8%
    Berry 19.74%
    Fresh 19.7%

     

    Flavor
    Bitter 90.69%
    Odorless 31.66%
    Bland 21.82%
    Nitrile 19.14%
    Sweet-like 19.13%
    Cedarleaf 18.63%
    Lovage 18.28%
    Very strong 18.03%
    Taco 17.91%
    Bread crust 17.83%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    4.5

    pKa est.
    5.05 (weak acid)

    Molecular weight
    394.2 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    460°C

    Flash point

    • 211.82 ˚C est.

  • Synonyms

    • Cinidon-ethyl
    • 142891-20-1
    • cinidon ethyl
    • KXK8669936
    • DTXSID1036753
    • CHEBI:63927
    • ethyl (2Z)-2-chloro-3-(2-chloro-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)phenyl)-2-propenoate
    • ethyl (2Z)-2-chloro-3-[2-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)phenyl]prop-2-enoate
    • ethyl (2Z)-2-chloro-3-(2-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)phenyl)prop-2-enoate
    • RefChem:577186
    • DTXCID9016753
    • 2-Propenoic acid, 2-chloro-3-(2-chloro-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)phenyl)-, ethyl ester, (2Z)-
    • 604-318-6
    • Cinidon-ethyl [ISO]
    • UNII-KXK8669936
    • ethyl (Z)-2-chloro-3-[2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydroisoindol-2-yl)phenyl]prop-2-enoate
    • Cinidon Ehyl
    • 132057-06-8
    • ethyl (2Z)-2-chloro-3-[2-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)phenyl]acrylate
    • BINGO
    • LOTUS
    • CINIDON-ETHYL [MI]
    • SCHEMBL39177
    • C19H17Cl2NO4
    • BAS-615H
    • NNKKTZOEKDFTBU-YBEGLDIGSA-N
    • MSK22580
    • MFCD03095703
    • cis-Ethyl 2-chloro-3-[2-chloro-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)phenyl]-2-propenoate
    • FC183813
    • NS00098680
    • Cinidon-ethyl, PESTANAL(R), analytical standard
    • Q2392858
    • ETHYL (Z)-2-CHLORO-3-(2-CHLORO-5-(CYCLOHEX-1-ENE-1,2-DICARBOXIMIDO)PHENYL)ACRYLATE
    • (2Z)-2-CHLORO-3-(2-CHLORO-5-(1,3,4,5,6,7-HEXAHYDRO-1,3-DIOXO-2H-ISOINDOL-2-YL)PHENYL)-2-PROPENOIC ACID ETHYL ESTER
    • ETHYL (Z)-2-CHLORO-3-(2-CHLORO-5-(1,3-DIOXO-4,5,6,7-TETRAHYDROISOINDOL-2-YL)PHENYL)ACRYLATE
    • 142891-20-1

  • Applications

    2-Propenoic acid, 2-chloro-3-(2-chloro-5-(1,3,4,5,6,7-hexahydro-1,3-dioxo-2H-isoindol-2-yl)phenyl)-, ethyl ester, (2Z)-, CAS 142891-20-1 is an acrylate monomer bearing a phthalimide-substituted aryl group; in practice it is used as a reactive monomer in radical polymerizations to produce polymers and specialty resins, notably in UV-curable coatings and crosslinked inks or paints. It also serves as an intermediate for the synthesis of high-performance polymers and resins that require thermal or chemical resistance, and can function as a functional comonomer in coating and adhesive formulations to tailor crosslink density and solvent resistance. Additional application areas include formulations for electronics-related coatings or photoresists where the phthalimide aryl moiety supports thermal stability and dielectric behavior. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.24
    methanol 1.26
    isopropanol 0.92
    water 0.0
    ethyl acetate 8.87
    n-propanol 1.6
    acetone 10.0
    n-butanol 2.25
    acetonitrile 5.81
    DMF 19.56
    toluene 9.47
    isobutanol 1.45
    1,4-dioxane 15.15
    methyl acetate 9.71
    THF 28.05
    2-butanone 17.54
    n-pentanol 2.99
    sec-butanol 1.94
    n-hexane 0.05
    ethylene glycol 0.31
    NMP 33.69
    cyclohexane 0.16
    DMSO 7.72
    n-butyl acetate 10.79
    n-octanol 1.38
    chloroform 32.18
    n-propyl acetate 9.78
    acetic acid 5.17
    dichloromethane 30.73
    cyclohexanone 38.89
    propylene glycol 0.56
    isopropyl acetate 7.07
    DMAc 52.06
    2-ethoxyethanol 9.4
    isopentanol 3.2
    n-heptane 0.05
    ethyl formate 6.2
    1,2-dichloroethane 16.32
    n-hexanol 2.59
    2-methoxyethanol 8.88
    isobutyl acetate 7.23
    tetrachloromethane 1.39
    n-pentyl acetate 10.81
    transcutol 23.72
    n-heptanol 2.7
    ethylbenzene 4.16
    MIBK 8.39
    2-propoxyethanol 14.93
    tert-butanol 1.65
    MTBE 2.34
    2-butoxyethanol 11.47
    propionic acid 3.65
    o-xylene 4.41
    formic acid 1.96
    diethyl ether 2.22
    m-xylene 3.64
    p-xylene 6.07
    chlorobenzene 15.68
    dimethyl carbonate 7.99
    n-octane 0.06
    formamide 3.66
    cyclopentanone 33.45
    2-pentanone 11.98
    anisole 11.2
    cyclopentyl methyl ether 6.89
    gamma-butyrolactone 26.91
    1-methoxy-2-propanol 7.86
    pyridine 36.15
    3-pentanone 11.22
    furfural 33.17
    n-dodecane 0.11
    diethylene glycol 8.12
    diisopropyl ether 0.67
    tert-amyl alcohol 2.72
    acetylacetone 19.59
    n-hexadecane 0.14
    acetophenone 18.35
    methyl propionate 9.78
    isopentyl acetate 11.42
    trichloroethylene 51.98
    n-nonanol 1.92
    cyclohexanol 4.24
    benzyl alcohol 14.23
    2-ethylhexanol 2.91
    isooctanol 2.87
    dipropyl ether 2.36
    1,2-dichlorobenzene 14.46
    ethyl lactate 8.08
    propylene carbonate 15.73
    n-methylformamide 5.72
    2-pentanol 1.56
    n-pentane 0.04
    1-propoxy-2-propanol 9.95
    1-methoxy-2-propyl acetate 16.69
    2-(2-methoxypropoxy) propanol 16.79
    mesitylene 1.72
    ε-caprolactone 26.63
    p-cymene 2.67
    epichlorohydrin 39.08
    1,1,1-trichloroethane 11.17
    2-aminoethanol 0.75
    morpholine-4-carbaldehyde 33.74
    sulfolane 29.82
    2,2,4-trimethylpentane 0.09
    2-methyltetrahydrofuran 13.36
    n-hexyl acetate 8.77
    isooctane 0.05
    2-(2-butoxyethoxy)ethanol 15.67
    sec-butyl acetate 7.53
    tert-butyl acetate 8.27
    decalin 0.21
    glycerin 1.73
    diglyme 29.26
    acrylic acid 4.32
    isopropyl myristate 5.17
    n-butyric acid 7.32
    acetyl acetate 8.42
    di(2-ethylhexyl) phthalate 10.32
    ethyl propionate 9.57
    nitromethane 14.72
    1,2-diethoxyethane 10.93
    benzonitrile 20.95
    trioctyl phosphate 5.4
    1-bromopropane 5.62
    gamma-valerolactone 49.08
    n-decanol 1.63
    triethyl phosphate 7.46
    4-methyl-2-pentanol 1.69
    propionitrile 6.85
    vinylene carbonate 18.08
    1,1,2-trichlorotrifluoroethane 25.38
    DMS 13.62
    cumene 2.56
    2-octanol 1.9
    2-hexanone 13.52
    octyl acetate 6.44
    limonene 2.79
    1,2-dimethoxyethane 21.28
    ethyl orthosilicate 6.72
    tributyl phosphate 6.64
    diacetone alcohol 11.69
    N,N-dimethylaniline 8.03
    acrylonitrile 11.36
    aniline 11.18
    1,3-propanediol 2.21
    bromobenzene 15.71
    dibromomethane 14.98
    1,1,2,2-tetrachloroethane 31.96
    2-methyl-cyclohexyl acetate 12.17
    tetrabutyl urea 12.08
    diisobutyl methanol 1.94
    2-phenylethanol 15.04
    styrene 5.86
    dioctyl adipate 10.87
    dimethyl sulfate 12.22
    ethyl butyrate 9.57
    methyl lactate 7.66
    butyl lactate 10.76
    diethyl carbonate 7.5
    propanediol butyl ether 6.29
    triethyl orthoformate 8.63
    p-tert-butyltoluene 2.1
    methyl 4-tert-butylbenzoate 16.78
    morpholine 16.44
    tert-butylamine 0.75
    n-dodecanol 1.36
    dimethoxymethane 11.92
    ethylene carbonate 13.56
    cyrene 24.18
    2-ethoxyethyl acetate 17.64
    2-ethylhexyl acetate 9.71
    1,2,4-trichlorobenzene 19.54
    4-methylpyridine 30.91
    dibutyl ether 2.89
    2,6-dimethyl-4-heptanol 1.94
    DEF 16.94
    dimethyl isosorbide 31.0
    tetrachloroethylene 17.05
    eugenol 21.42
    triacetin 14.62
    span 80 12.19
    1,4-butanediol 1.54
    1,1-dichloroethane 11.08
    2-methyl-1-pentanol 4.74
    methyl formate 5.71
    2-methyl-1-butanol 3.09
    n-decane 0.15
    butyronitrile 7.13
    3,7-dimethyl-1-octanol 2.34
    1-chlorooctane 1.17
    1-chlorotetradecane 0.72
    n-nonane 0.1
    undecane 0.12
    tert-butylcyclohexane 0.15
    cyclooctane 0.05
    cyclopentanol 3.87
    tetrahydropyran 10.42
    tert-amyl methyl ether 3.12
    2,5,8-trioxanonane 25.25
    1-hexene 0.66
    2-isopropoxyethanol 7.95
    2,2,2-trifluoroethanol 2.86
    methyl butyrate 12.98

    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