1,4-Benzenedicarbonyl dichloride

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  • Identifiers

    CAS number
    100-20-9

    Molecular formula
    C8H4Cl2O2

    SMILES
    C1=CC(=CC=C1C(=O)Cl)C(=O)Cl

    Safety labels

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

  • Odor profile

    Fragrance
    Odorless 43.29%
    Sweet 38.89%
    Balsamic 38.68%
    Burnt 32.67%
    Nutty 32.24%
    Phenolic 30.87%
    Powdery 28.84%
    Bitter 28.0%
    Vanilla 27.84%
    Honey 26.54%

     

    Flavor
    Odorless 48.64%
    Nutty 33.43%
    Bitter 32.76%
    Mild 30.28%
    Faint 24.67%
    Phenolic 23.79%
    Very mild 22.91%
    Urine 22.2%
    Bread crust 21.34%
    Nitrile 21.04%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    4.0

    pKa est.
    7.77 (neutral)

    Molecular weight
    203.02 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Very slow

    Melting point expt.

    • 82-84 °C
    • 79.5-84 °C

    Boiling point

    • 259 °C
    • 264 °C

    Flash point

    • 135.35 ˚C est.
    • 356 °F
    • 180 °C

    Solubility expt.

    • SOLUBLE IN ETHER
    • Solubility in water: reaction

  • Synonyms

    • Terephthaloyl chloride
    • 100-20-9
    • Terephthaloyl dichloride
    • 1,4-BENZENEDICARBONYL DICHLORIDE
    • p-Phthaloyl chloride
    • Terephthalic acid dichloride
    • Terephthalic dichloride
    • p-Phthaloyl dichloride
    • Terephthalic acid chloride
    • p-Phthalyl dichloride
    • Terephthalyl dichloride
    • p-Phenylenedicarbonyl dichloride
    • 1,4-Benzenedicarbonyl chloride
    • benzene-1,4-dicarbonyl chloride
    • NSC 41885
    • HSDB 5332
    • EINECS 202-829-5
    • BRN 0607796
    • CCRIS 8626
    • DTXSID7026653
    • MFCD00000693
    • NSC-41885
    • G247CO9608
    • DTXCID506653
    • EC 202-829-5
    • 4-09-00-03318 (Beilstein Handbook Reference)
    • BENZENE 1,4-DICARBOXYLIC ACID DICHLORIDE
    • CAS-100-20-9
    • terephthaloylchloride
    • UNII-G247CO9608
    • benzene-1,4-dicarbonyl dichloride
    • pPhthaloyl chloride
    • pphthaloyl dichloride
    • terephthalic chloride
    • 1,4-phthaloyl dichloride
    • SCHEMBL68148
    • 1,4Benzenedicarbonyl chloride
    • pPhenylenedicarbonyl dichloride
    • CHEMBL1893301
    • 1.4-benzenedicarbonyl dichloride
    • BCP27385
    • NSC41885
    • STR02815
    • Tox21_201899
    • Tox21_303166
    • AKOS015890038
    • FT05562
    • Terephthaloyl chloride, >=99%, flakes
    • NCGC00164045-01
    • NCGC00164045-02
    • NCGC00257127-01
    • NCGC00259448-01
    • NS00008912
    • T0017
    • Q7702072
    • 202-829-5

  • Applications

    1,4-Benzenedicarbonyl dichloride (CAS 100-20-9) is a reactive diacid chloride used primarily as a building block in polymer synthesis. It enables the production of polyesters and polyamides by condensation with diols and diamines, respectively, providing rigid, aromatic backbones for PET-like materials and high-performance resins. It is also employed as a crosslinking and curing agent in coatings and inks, where the two acyl chloride groups promote rapid network formation. In addition, it serves as a versatile intermediate for specialty aromatic polymers and functionalized resin derivatives for electronic and optical applications. Its use is guided by reactivity, handling considerations, and local regulatory requirements.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 11.61
    methanol 11.14
    isopropanol 8.14
    water 0.05
    ethyl acetate 66.42
    n-propanol 10.83
    acetone 80.47
    n-butanol 11.66
    acetonitrile 37.01
    DMF 247.4
    toluene 57.11
    isobutanol 8.73
    1,4-dioxane 81.28
    methyl acetate 81.85
    THF 101.51
    2-butanone 82.63
    n-pentanol 13.62
    sec-butanol 13.91
    n-hexane 4.62
    ethylene glycol 4.41
    NMP 280.65
    cyclohexane 4.52
    DMSO 87.93
    n-butyl acetate 71.52
    n-octanol 21.63
    chloroform 166.23
    n-propyl acetate 56.2
    acetic acid 27.39
    dichloromethane 151.41
    cyclohexanone 112.44
    propylene glycol 5.0
    isopropyl acetate 49.38
    DMAc 265.74
    2-ethoxyethanol 38.04
    isopentanol 13.87
    n-heptane 7.34
    ethyl formate 38.57
    1,2-dichloroethane 109.31
    n-hexanol 23.15
    2-methoxyethanol 46.21
    isobutyl acetate 27.65
    tetrachloromethane 26.56
    n-pentyl acetate 56.63
    transcutol 170.76
    n-heptanol 18.81
    ethylbenzene 42.6
    MIBK 46.27
    2-propoxyethanol 53.68
    tert-butanol 16.82
    MTBE 37.06
    2-butoxyethanol 42.53
    propionic acid 22.8
    o-xylene 54.83
    formic acid 13.26
    diethyl ether 38.37
    m-xylene 43.82
    p-xylene 50.26
    chlorobenzene 72.27
    dimethyl carbonate 55.02
    n-octane 4.85
    formamide 43.32
    cyclopentanone 134.68
    2-pentanone 66.05
    anisole 92.28
    cyclopentyl methyl ether 59.95
    gamma-butyrolactone 153.85
    1-methoxy-2-propanol 37.43
    pyridine 126.38
    3-pentanone 73.27
    furfural 183.44
    n-dodecane 4.26
    diethylene glycol 37.35
    diisopropyl ether 19.4
    tert-amyl alcohol 24.03
    acetylacetone 125.25
    n-hexadecane 5.02
    acetophenone 113.09
    methyl propionate 69.76
    isopentyl acetate 60.27
    trichloroethylene 305.79
    n-nonanol 21.79
    cyclohexanol 19.05
    benzyl alcohol 50.21
    2-ethylhexanol 24.67
    isooctanol 17.81
    dipropyl ether 35.04
    1,2-dichlorobenzene 88.33
    ethyl lactate 30.54
    propylene carbonate 85.94
    n-methylformamide 67.72
    2-pentanol 13.06
    n-pentane 3.26
    1-propoxy-2-propanol 44.63
    1-methoxy-2-propyl acetate 84.37
    2-(2-methoxypropoxy) propanol 70.84
    mesitylene 32.51
    ε-caprolactone 105.39
    p-cymene 37.02
    epichlorohydrin 161.41
    1,1,1-trichloroethane 106.54
    2-aminoethanol 8.95
    morpholine-4-carbaldehyde 207.86
    sulfolane 190.5
    2,2,4-trimethylpentane 5.13
    2-methyltetrahydrofuran 75.52
    n-hexyl acetate 63.77
    isooctane 3.37
    2-(2-butoxyethoxy)ethanol 70.65
    sec-butyl acetate 44.24
    tert-butyl acetate 68.2
    decalin 7.67
    glycerin 11.72
    diglyme 143.16
    acrylic acid 29.63
    isopropyl myristate 32.98
    n-butyric acid 28.94
    acetyl acetate 60.02
    di(2-ethylhexyl) phthalate 34.2
    ethyl propionate 59.36
    nitromethane 122.6
    1,2-diethoxyethane 84.69
    benzonitrile 79.08
    trioctyl phosphate 23.86
    1-bromopropane 44.18
    gamma-valerolactone 175.86
    n-decanol 18.2
    triethyl phosphate 43.05
    4-methyl-2-pentanol 12.45
    propionitrile 31.45
    vinylene carbonate 86.34
    1,1,2-trichlorotrifluoroethane 128.19
    DMS 86.01
    cumene 30.24
    2-octanol 18.28
    2-hexanone 60.35
    octyl acetate 37.81
    limonene 46.07
    1,2-dimethoxyethane 102.46
    ethyl orthosilicate 38.03
    tributyl phosphate 29.89
    diacetone alcohol 65.78
    N,N-dimethylaniline 79.19
    acrylonitrile 56.29
    aniline 46.99
    1,3-propanediol 12.7
    bromobenzene 81.63
    dibromomethane 87.89
    1,1,2,2-tetrachloroethane 192.99
    2-methyl-cyclohexyl acetate 56.09
    tetrabutyl urea 55.53
    diisobutyl methanol 21.77
    2-phenylethanol 63.82
    styrene 52.99
    dioctyl adipate 47.44
    dimethyl sulfate 119.94
    ethyl butyrate 61.49
    methyl lactate 37.26
    butyl lactate 42.74
    diethyl carbonate 44.75
    propanediol butyl ether 36.58
    triethyl orthoformate 45.04
    p-tert-butyltoluene 35.88
    methyl 4-tert-butylbenzoate 93.47
    morpholine 77.8
    tert-butylamine 12.16
    n-dodecanol 15.17
    dimethoxymethane 94.38
    ethylene carbonate 56.46
    cyrene 76.91
    2-ethoxyethyl acetate 86.61
    2-ethylhexyl acetate 57.04
    1,2,4-trichlorobenzene 113.12
    4-methylpyridine 132.38
    dibutyl ether 35.88
    2,6-dimethyl-4-heptanol 21.77
    DEF 125.76
    dimethyl isosorbide 139.01
    tetrachloroethylene 138.92
    eugenol 87.89
    triacetin 82.52
    span 80 53.49
    1,4-butanediol 7.58
    1,1-dichloroethane 73.05
    2-methyl-1-pentanol 17.89
    methyl formate 61.2
    2-methyl-1-butanol 13.96
    n-decane 6.39
    butyronitrile 28.82
    3,7-dimethyl-1-octanol 25.98
    1-chlorooctane 23.34
    1-chlorotetradecane 11.93
    n-nonane 5.91
    undecane 5.14
    tert-butylcyclohexane 7.27
    cyclooctane 3.31
    cyclopentanol 20.59
    tetrahydropyran 49.22
    tert-amyl methyl ether 47.57
    2,5,8-trioxanonane 110.37
    1-hexene 15.9
    2-isopropoxyethanol 32.93
    2,2,2-trifluoroethanol 26.34
    methyl butyrate 71.28

    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