Dimethyl 1,4-cyclohexanedicarboxylate

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  • Identifiers

    CAS number
    3399-22-2

    Molecular formula
    C10H16O4

    SMILES
    COC(=O)C1CCC(CC1)C(=O)OC

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 92.59%
    Sweet 56.56%
    Ethereal 48.01%
    Floral 46.34%
    Apple 44.75%
    Pineapple 38.29%
    Winey 37.92%
    Tropical 37.84%
    Berry 35.31%
    Rummy 32.76%

     

    Flavor
    Fruity 87.06%
    Pineapple 46.7%
    Berry 45.7%
    Fruit 44.88%
    Grape 38.71%
    Sweet 36.51%
    Apple 35.08%
    Floral 34.66%
    Strawberry 33.29%
    Tropical 31.97%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    1.1

    pKa est.
    7.08 (neutral)

    Molecular weight
    200.23 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Melting point expt.

    • 14 °C (cis-isomer), 71 °C (trans-isomer)

    Boiling point

    • 265 °C (mixed isomer)

    Flash point

    • 124.46 ˚C est.

    Solubility expt.

    • In water, 12,000 mg/L at 25 °C
    • Soluble in all proportions in most organic solvents

  • Synonyms

    • Dimethyl 1,4-cyclohexanedicarboxylate
    • Dimethyl cyclohexane-1,4-dicarboxylate
    • DIMETHYL HEXAHYDROTEREPHTHALATE
    • DMCHDC
    • HSDB 5284
    • EINECS 202-347-5
    • UNII-TF036NGH12
    • DTXSID3026566
    • AI3-28580
    • DTXCID806566
    • EC 202-347-5
    • 1,4-Cyclohexanedicarboxylic acid, 1,4-dimethyl ester
    • EASTMAN DMCD
    • RefChem:134201
    • hexahydrodimethyl terephthalate
    • dimethyl 1,4cyclohexanedicarboxylate
    • HEXAHYDRODIMETHYL TEREPTHALATE
    • DIMETHYL HEXAHYDROTEREPHTHALATE [HSDB]
    • 1,4Cyclohexanedicarboxylic acid, dimethyl ester
    • 3399-22-2
    • 94-60-0
    • DIMETHYL TRANS-1,4-CYCLOHEXANEDICARBOXYLATE
    • 3399-21-1
    • cis-Dimethyl cyclohexane-1,4-dicarboxylate
    • (1r,4r)-dimethyl cyclohexane-1,4-dicarboxylate
    • Dimethyl trans-cyclohexane-1,4-dicarboxylate
    • trans-Dimethyl cyclohexane-1,4-dicarboxylate
    • CIS-1,4-DIMETHYL CYCLOHEXANEDICARBOXYLATE
    • 1,4-Cyclohexanedicarboxylic acid, dimethyl ester
    • MFCD00063917
    • Dimethyl 1,4-cyclohexanedicarboxylate, cis-
    • MFCD00001460
    • MFCD00216473
    • 1,4-Cyclohexanedicarboxylic acid, dimethyl ester, trans-
    • 1,4-dimethyl cyclohexane-1,4-dicarboxylate
    • (1s,4s)-dimethyl cyclohexane-1,4-dicarboxylate
    • Cis-dimethyl 1,4-cyclohexanedicarboxylate
    • dimethyl cis-cyclohexane-1,4-dicarboxylate
    • 1,4-Cyclohexanedicarboxylic Acid Dimethyl Ester
    • YS87MDS0ZV
    • Dimethyl cis-1,4-cyclohexanedicarboxylate
    • DTXSID1029255
    • Dimethyl 1,4-cyclohexanedicarboxylate, trans-
    • 35IVG3419I
    • Cis-1,4-cyclohexanedicarboxylic acid dimethyl ester
    • NSC-76564
    • Dimethyl Cyclohexane-1,4-dicarboxylate(1,4-Cyclohexanedicarboxylic Dimethyl Ester)
    • trans-1,4-Cyclohexanedicarboxylic Acid Dimethyl Ester
    • trans-dimethyl 1,4-cyclohexanedicarboxylate
    • dimethyl (1r,4r)-cyclohexane-1,4-dicarboxylate
    • trans-Cyclohexane-1,4-dicarboxylic acid dimethyl ester
    • CAS-94-60-0
    • Dimethyltrans-1,4-cyclohexanedicarboxylate
    • methyl 4-(methoxycarbonyl)cyclohexanecarboxylate
    • Maybridge1_003749
    • UNII-YS87MDS0ZV
    • UNII-35IVG3419I
    • AI3-52224
    • 1,4-dimethyl (1r,4r)-cyclohexane-1,4-dicarboxylate
    • 1,4-Cyclohexanedicarboxylic acid, 1,4-dimethyl ester, trans-
    • SCHEMBL74396
    • SCHEMBL2200767
    • SCHEMBL2948892
    • TF036NGH12
    • CHEMBL1894902
    • CHEMBL3186827
    • HMS552C09
    • DTXCID10196544
    • AAA09460
    • CS-D0993
    • NSC76564
    • Tox21_200477
    • Tox21_202298
    • Tox21_303293
    • dimethylcyclohexane-1,4-dicarboxylate
    • NSC 76564
    • SBB059394
    • SC5069
    • 1,4 dimethyl cyclohexane dicarboxylate
    • AKOS009158654
    • AKOS015850869
    • AKOS016000430
    • DS-5422
    • SB11028
    • dimethyl 1, 4-cyclohexane-dicarboxylate
    • NCGC00164087-01
    • NCGC00164087-02
    • NCGC00164087-03
    • NCGC00257190-01
    • NCGC00258031-01
    • NCGC00259847-01
    • AS-30076
    • SY012683
    • SY013155
    • SY361708
    • CAS-3399-22-2
    • DB-007437
    • DB-031978
    • CS-0043139
    • CS-0049615
    • D3723
    • Dimethyl cyclohexane-trans-1,4-dicarboxylate
    • NS00005115
    • NS00123225
    • ST50306952
    • EN300-36447
    • EN300-396250
    • F009153
    • F215434
    • Dimethyl 1,4-cyclohexanedicarboxylate, cis + trans
    • Dimethyl trans-cyclohexane-1,4-dicarboxylate, 99%
    • rel-(1r,4r)-Dimethyl cyclohexane-1,4-dicarboxylate
    • Q27256463
    • Q27294684
    • trans-1,4-Cyclohexanedicarboxylic acid, dimethyl ester
    • Dimethyl 1,4-Cyclohexanedicarboxylate (cis- and trans- mixture)
    • 94-60-0

  • Applications

    Dimethyl 1,4-cyclohexanedicarboxylate (CAS 3399-22-2) is primarily used as an intermediate in organic synthesis and polymer chemistry. In the plastics and polyester sector, it often serves as a monomer or precursor for cycloaliphatic polyesters, enabling tuning of mechanical properties and processing temperatures of the materials. In coatings and paints, it can act as a precursor ester or processing solvent to improve flow and handling of the coating system. In adhesives and sealants, it can function as a plasticizer or performance-modifying component to balance adhesion and durability. Additionally, it can be considered an industrial intermediate or building block for other chemical manufacturing applications, with use governed by local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 26.97
    methanol 40.84
    isopropanol 29.17
    water 0.8
    ethyl acetate 104.86
    n-propanol 21.55
    acetone 138.9
    n-butanol 23.45
    acetonitrile 97.62
    DMF 226.44
    toluene 39.79
    isobutanol 21.37
    1,4-dioxane 185.87
    methyl acetate 110.37
    THF 171.46
    2-butanone 99.17
    n-pentanol 26.15
    sec-butanol 27.75
    n-hexane 4.89
    ethylene glycol 10.55
    NMP 198.97
    cyclohexane 7.34
    DMSO 245.98
    n-butyl acetate 70.12
    n-octanol 22.19
    chloroform 554.06
    n-propyl acetate 74.95
    acetic acid 139.48
    dichloromethane 441.26
    cyclohexanone 146.31
    propylene glycol 11.43
    isopropyl acetate 74.9
    DMAc 208.28
    2-ethoxyethanol 94.1
    isopentanol 29.12
    n-heptane 3.15
    ethyl formate 87.13
    1,2-dichloroethane 262.18
    n-hexanol 29.31
    2-methoxyethanol 109.0
    isobutyl acetate 40.0
    tetrachloromethane 83.25
    n-pentyl acetate 58.91
    transcutol 167.46
    n-heptanol 21.6
    ethylbenzene 31.89
    MIBK 59.75
    2-propoxyethanol 82.4
    tert-butanol 67.42
    MTBE 64.73
    2-butoxyethanol 57.9
    propionic acid 69.33
    o-xylene 45.89
    formic acid 66.87
    diethyl ether 59.39
    m-xylene 33.99
    p-xylene 49.55
    chlorobenzene 107.46
    dimethyl carbonate 53.79
    n-octane 3.21
    formamide 112.08
    cyclopentanone 190.88
    2-pentanone 80.17
    anisole 73.33
    cyclopentyl methyl ether 71.09
    gamma-butyrolactone 275.59
    1-methoxy-2-propanol 78.95
    pyridine 137.36
    3-pentanone 76.44
    furfural 278.62
    n-dodecane 2.99
    diethylene glycol 74.04
    diisopropyl ether 23.35
    tert-amyl alcohol 60.5
    acetylacetone 146.78
    n-hexadecane 3.55
    acetophenone 94.13
    methyl propionate 87.96
    isopentyl acetate 62.94
    trichloroethylene 590.43
    n-nonanol 22.03
    cyclohexanol 39.48
    benzyl alcohol 68.21
    2-ethylhexanol 23.99
    isooctanol 20.95
    dipropyl ether 28.21
    1,2-dichlorobenzene 136.0
    ethyl lactate 47.89
    propylene carbonate 154.64
    n-methylformamide 112.36
    2-pentanol 22.67
    n-pentane 3.45
    1-propoxy-2-propanol 56.86
    1-methoxy-2-propyl acetate 79.12
    2-(2-methoxypropoxy) propanol 68.17
    mesitylene 27.6
    ε-caprolactone 142.98
    p-cymene 23.97
    epichlorohydrin 283.57
    1,1,1-trichloroethane 270.19
    2-aminoethanol 18.81
    morpholine-4-carbaldehyde 233.17
    sulfolane 335.35
    2,2,4-trimethylpentane 5.07
    2-methyltetrahydrofuran 113.13
    n-hexyl acetate 69.07
    isooctane 3.48
    2-(2-butoxyethoxy)ethanol 78.97
    sec-butyl acetate 48.84
    tert-butyl acetate 87.07
    decalin 7.69
    glycerin 36.06
    diglyme 174.44
    acrylic acid 82.85
    isopropyl myristate 28.67
    n-butyric acid 86.18
    acetyl acetate 104.05
    di(2-ethylhexyl) phthalate 35.24
    ethyl propionate 70.64
    nitromethane 297.88
    1,2-diethoxyethane 74.46
    benzonitrile 96.81
    trioctyl phosphate 24.25
    1-bromopropane 80.56
    gamma-valerolactone 279.35
    n-decanol 16.7
    triethyl phosphate 43.46
    4-methyl-2-pentanol 19.71
    propionitrile 60.83
    vinylene carbonate 163.92
    1,1,2-trichlorotrifluoroethane 242.32
    DMS 83.92
    cumene 26.74
    2-octanol 19.55
    2-hexanone 65.37
    octyl acetate 36.65
    limonene 28.08
    1,2-dimethoxyethane 180.01
    ethyl orthosilicate 38.39
    tributyl phosphate 32.74
    diacetone alcohol 91.91
    N,N-dimethylaniline 58.02
    acrylonitrile 101.41
    aniline 57.59
    1,3-propanediol 37.63
    bromobenzene 107.6
    dibromomethane 258.71
    1,1,2,2-tetrachloroethane 466.14
    2-methyl-cyclohexyl acetate 52.42
    tetrabutyl urea 42.2
    diisobutyl methanol 21.19
    2-phenylethanol 58.37
    styrene 38.35
    dioctyl adipate 43.08
    dimethyl sulfate 121.79
    ethyl butyrate 54.84
    methyl lactate 57.58
    butyl lactate 48.38
    diethyl carbonate 46.82
    propanediol butyl ether 48.08
    triethyl orthoformate 45.88
    p-tert-butyltoluene 24.78
    methyl 4-tert-butylbenzoate 87.61
    morpholine 146.66
    tert-butylamine 37.32
    n-dodecanol 13.26
    dimethoxymethane 116.29
    ethylene carbonate 127.0
    cyrene 86.48
    2-ethoxyethyl acetate 87.55
    2-ethylhexyl acetate 51.19
    1,2,4-trichlorobenzene 156.44
    4-methylpyridine 129.92
    dibutyl ether 29.7
    2,6-dimethyl-4-heptanol 21.19
    DEF 109.94
    dimethyl isosorbide 124.62
    tetrachloroethylene 337.48
    eugenol 78.26
    triacetin 83.88
    span 80 53.72
    1,4-butanediol 21.92
    1,1-dichloroethane 209.23
    2-methyl-1-pentanol 30.27
    methyl formate 111.27
    2-methyl-1-butanol 24.74
    n-decane 4.89
    butyronitrile 55.65
    3,7-dimethyl-1-octanol 25.64
    1-chlorooctane 21.27
    1-chlorotetradecane 9.83
    n-nonane 4.25
    undecane 3.72
    tert-butylcyclohexane 7.51
    cyclooctane 3.35
    cyclopentanol 46.33
    tetrahydropyran 88.2
    tert-amyl methyl ether 57.78
    2,5,8-trioxanonane 117.42
    1-hexene 16.72
    2-isopropoxyethanol 64.09
    2,2,2-trifluoroethanol 110.48
    methyl butyrate 92.72

    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