4,4'-Diaminodicyclohexylmethane

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  • Identifiers

    CAS number
    1761-71-3

    Molecular formula
    C13H26N2

    SMILES
    C1CC(CCC1CC2CCC(CC2)N)N

    Safety labels

    Corrosive
    Corrosive

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Fishy 59.57%
    Cheesy 43.65%
    Animal 39.68%
    Ripe 33.2%
    Floral 25.32%
    Meaty 24.79%
    Musty 23.76%
    Sweet 21.34%
    Roasted 21.14%
    Fresh 20.66%

     

    Flavor
    Ammoniacal 28.91%
    Animal 25.69%
    Alkaline 25.09%
    Sweet 24.08%
    Shrimp 22.14%
    Terpentine 20.85%
    Beet 20.8%
    Patchouli 20.53%
    Fir needle 20.53%
    Soil 20.44%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.9

    pKa est.
    6.87 (neutral)

    Molecular weight
    210.36 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 140-143.6 °F (cis-cis) 147.2-149 °F (trans-trans) (NTP, 1992)

    Boiling point

    • 626 to 628 °F at 3 mmHg (NTP, 1992)

    Flash point

    • 156.24 ˚C est.
    • greater than 200 °F (NTP, 1992)
    • Flash point > 200 °F

    Solubility expt.

    • Insoluble (<1 mg/ml) (NTP, 1992)

  • Synonyms

    • 1761-71-3
    • 4,4'-Methylenedicyclohexanamine
    • 4,4'-Diaminodicyclohexylmethane
    • 4,4'-Methylenebis(cyclohexylamine)
    • Bis(4-aminocyclohexyl)methane
    • 4,4'-Diaminodicyclohexyl methane
    • Wandamin HM
    • Cyclohexanamine, 4,4'-methylenebis-
    • Bis(p-aminocyclohexyl)methane
    • PACM 20
    • HLR 4219
    • Cyclohexylamine, 4,4'-methylenebis-
    • p,p'-Diaminodicyclohexylmethane
    • 4,4'-Methylenedicyclohexylamine
    • Methylenebis(4-aminocyclohexane)
    • 1,4-Bis(aminocyclohexyl)methane
    • 4,4'-Methylenedicyclohexaneamine
    • DI(P-AMINOCYCLOHEXYL)METHANE
    • HLR 4448
    • 4,4'-Methylenebis(cyclohexanamine)
    • DTXSID0024921
    • DTXCID204921
    • 0NW77H1O03
    • b-ACHM
    • dicyclohexylmethane-4,4'-diamine
    • AMICURE PACM
    • WONDAMINE HM
    • RefChem:506836
    • 4,4'-methylenebiscyclohexanamine
    • S 509361
    • 217-168-8
    • 4,4-diaminodicyclohexyl methane
    • 4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine
    • 6693-29-4
    • 6693-31-8
    • 6693-30-7
    • MFCD00001496
    • Cyclohexanamine, 4,4'-methylenebis-, (cis,trans)-
    • AR21XLU05L
    • Cyclohexanamine, 4,4'-methylenebis-, (trans,trans)-
    • B16001JGEW
    • H8V09V2RM3
    • 4,4'-Methylenebiscyclohexanamine, (cis,cis)-
    • [Cis(cis)]-4,4'-methylenebis(cyclohexylamine)
    • 4,4'-Methylenebiscyclohexanamine, (cis,trans)-
    • [Trans(cis)]-4,4'-methylenebis(cyclohexylamine)
    • 4,4'-Methylenebiscyclohexanamine, (trans,trans)-
    • Cyclohexanamine, 4,4'-methylenebis-, (cis,cis)-
    • [trans(trans)]-4,4'-methylenebis(cyclohexylamine)
    • 4,4'-Methylenebis(aminocyclohexane)
    • 4-[(4-Aminocyclohexyl)methyl]cyclohexylamine
    • Cyclohexanamine, 4,4'-methylenebis-, (cis(cis))-
    • Cyclohexanamine, 4,4'-methylenebis-, [cis(cis)]-
    • CCRIS 4777
    • (cis(cis))-4,4'-Methylenebis(cyclohexylamine)
    • (trans(cis))-4,4'-Methylenebis(cyclohexylamine)
    • (trans(trans))-4,4'-Methylenebis(cyclohexylamine)
    • EINECS 217-168-8
    • UNII-AR21XLU05L
    • BRN 2079179
    • UNII-B16001JGEW
    • UNII-H8V09V2RM3
    • UNII-0NW77H1O03
    • 4,4-Methylenebiscyclohexylamine
    • 4,4'-diamino dicyclohexylmethane
    • EINECS 229-737-8
    • EINECS 229-738-3
    • EINECS 229-739-9
    • 4-[(4-aminocyclohexyl)methyl]cyclohexanamine
    • EC 217-168-8
    • SCHEMBL16270
    • SCHEMBL311188
    • SCHEMBL686363
    • SCHEMBL686364
    • bis (4-aminocyclohexyl)methane
    • SCHEMBL1201897
    • SCHEMBL1923266
    • SCHEMBL7957715
    • SCHEMBL7960126
    • SCHEMBL8488875
    • SCHEMBL9446565
    • SCHEMBL9496945
    • CHEMBL1492978
    • DTXSID00891273
    • DTXSID40891277
    • DTXSID80891276
    • 4,4'-Bis(aminocyclohexyl)methane
    • bis-(4-amino-cyclohexyl)-methane
    • (4,4'-Diaminodicyclohexyl)methane
    • 4,4\'-Diaminodicyclohexyl methane
    • Tox21_200300
    • MSK165343
    • SBB008433
    • AKOS000120245
    • 4,4'-Methylenedi(cyclohexan-1-amine)
    • NCGC00091667-01
    • NCGC00091667-02
    • NCGC00091667-03
    • NCGC00257854-01
    • AC-20547
    • BS-42195
    • 4,4'-Methylenebis(cyclohexylamine), 97%
    • CAS-1761-71-3
    • (cis,cis)-4,4'-methylenebiscyclohexanamine
    • CS-0077153
    • M0699
    • NS00002394
    • ST50408044
    • (cis,trans)-4,4'-methylenebiscyclohexanamine
    • EN300-20431
    • (trans,trans)-4,4'-methylenebiscyclohexanamine
    • 4-[(4-Aminocyclohexyl)methyl]cyclohexylamine #
    • E77206
    • (cis,cis)-4,4a(2)-Methylenebis[cyclohexanamine]
    • (trans,trans)-4,4'-Methylenebis[cyclohexanamine]
    • F225802
    • (cis,trans)-4,4a(2)-Methylenebis[cyclohexanamine]
    • Q16736630
    • Q27274069
    • Q27274239
    • Q27279773
    • (1r,1'r,4r,4'r)-4,4'-Methylenedi(cyclohexan-1-amine)
    • (1s,1's,4s,4's)-4,4'-Methylenedi(cyclohexan-1-amine)
    • 4,4'-Methylenebis(cyclohexylamine), technical grade, 95%
    • (1r,4r)-4-{[(1s,4s)-4-Aminocyclohexyl]methyl}cyclohexan-1-amine
    • (cis,cis)-4,4invertedexclamationmarka-Methylenebis[cyclohexanamine]
    • 4,4'-Methylenebis(cyclohexylamine) 100 microg/mL in Acetonitrile
    • 1761-71-3

  • Applications

    4,4'-Diaminodicyclohexylmethane (CAS 1761-71-3) is an aliphatic diamine primarily employed as a curing agent for epoxy resins and as a chain extender/crosslinker in polyurethane formulations, enabling tough, durable materials with tailored performance. Within coatings, adhesives, and electronic materials, it helps improve cure efficiency, adhesion, and thermal stability of epoxy and polyurethane systems, and to serve as an intermediate in the synthesis of specialty polymers and high-performance materials. Applications may include electronics encapsulation, automotive coatings, and other demanding applications, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 336.51
    methanol 688.21
    isopropanol 229.34
    water 5.56
    ethyl acetate 428.22
    n-propanol 334.26
    acetone 703.47
    n-butanol 299.22
    acetonitrile 393.38
    DMF 729.4
    toluene 103.23
    isobutanol 176.24
    1,4-dioxane 503.51
    methyl acetate 349.82
    THF 1376.04
    2-butanone 357.17
    n-pentanol 112.0
    sec-butanol 132.32
    n-hexane 12.45
    ethylene glycol 118.32
    NMP 480.59
    cyclohexane 38.02
    DMSO 1093.25
    n-butyl acetate 324.35
    n-octanol 43.18
    chloroform 787.42
    n-propyl acetate 197.81
    acetic acid 655.05
    dichloromethane 508.43
    cyclohexanone 549.81
    propylene glycol 151.14
    isopropyl acetate 244.22
    DMAc 402.34
    2-ethoxyethanol 292.31
    isopentanol 185.93
    n-heptane 19.23
    ethyl formate 486.94
    1,2-dichloroethane 371.89
    n-hexanol 169.49
    2-methoxyethanol 746.6
    isobutyl acetate 114.25
    tetrachloromethane 188.81
    n-pentyl acetate 115.73
    transcutol 569.93
    n-heptanol 83.62
    ethylbenzene 27.5
    MIBK 152.62
    2-propoxyethanol 420.16
    tert-butanol 258.44
    MTBE 173.53
    2-butoxyethanol 231.68
    propionic acid 430.99
    o-xylene 57.86
    formic acid 352.32
    diethyl ether 213.98
    m-xylene 66.81
    p-xylene 44.33
    chlorobenzene 199.85
    dimethyl carbonate 199.38
    n-octane 6.46
    formamide 494.59
    cyclopentanone 1021.82
    2-pentanone 340.7
    anisole 92.59
    cyclopentyl methyl ether 363.06
    gamma-butyrolactone 1328.99
    1-methoxy-2-propanol 472.29
    pyridine 450.58
    3-pentanone 257.81
    furfural 961.77
    n-dodecane 3.81
    diethylene glycol 326.79
    diisopropyl ether 52.43
    tert-amyl alcohol 127.61
    acetylacetone 497.45
    n-hexadecane 4.27
    acetophenone 108.95
    methyl propionate 344.67
    isopentyl acetate 218.19
    trichloroethylene 726.06
    n-nonanol 40.33
    cyclohexanol 172.3
    benzyl alcohol 108.48
    2-ethylhexanol 79.85
    isooctanol 59.23
    dipropyl ether 163.44
    1,2-dichlorobenzene 169.34
    ethyl lactate 124.6
    propylene carbonate 658.97
    n-methylformamide 801.59
    2-pentanol 131.31
    n-pentane 17.37
    1-propoxy-2-propanol 311.7
    1-methoxy-2-propyl acetate 349.03
    2-(2-methoxypropoxy) propanol 111.9
    mesitylene 42.75
    ε-caprolactone 421.01
    p-cymene 38.74
    epichlorohydrin 798.74
    1,1,1-trichloroethane 380.6
    2-aminoethanol 234.89
    morpholine-4-carbaldehyde 462.17
    sulfolane 1060.64
    2,2,4-trimethylpentane 8.06
    2-methyltetrahydrofuran 442.9
    n-hexyl acetate 100.57
    isooctane 7.41
    2-(2-butoxyethoxy)ethanol 197.83
    sec-butyl acetate 103.45
    tert-butyl acetate 241.7
    decalin 9.79
    glycerin 275.65
    diglyme 459.76
    acrylic acid 412.62
    isopropyl myristate 37.81
    n-butyric acid 743.28
    acetyl acetate 337.51
    di(2-ethylhexyl) phthalate 53.45
    ethyl propionate 157.84
    nitromethane 1318.98
    1,2-diethoxyethane 198.85
    benzonitrile 169.29
    trioctyl phosphate 45.1
    1-bromopropane 133.19
    gamma-valerolactone 1048.0
    n-decanol 30.27
    triethyl phosphate 95.04
    4-methyl-2-pentanol 67.28
    propionitrile 334.36
    vinylene carbonate 497.84
    1,1,2-trichlorotrifluoroethane 696.62
    DMS 111.65
    cumene 22.82
    2-octanol 35.42
    2-hexanone 136.53
    octyl acetate 54.46
    limonene 53.29
    1,2-dimethoxyethane 445.77
    ethyl orthosilicate 95.34
    tributyl phosphate 58.03
    diacetone alcohol 257.9
    N,N-dimethylaniline 51.02
    acrylonitrile 433.45
    aniline 234.81
    1,3-propanediol 398.67
    bromobenzene 178.44
    dibromomethane 301.19
    1,1,2,2-tetrachloroethane 617.9
    2-methyl-cyclohexyl acetate 114.5
    tetrabutyl urea 58.25
    diisobutyl methanol 52.01
    2-phenylethanol 129.27
    styrene 41.66
    dioctyl adipate 60.39
    dimethyl sulfate 321.27
    ethyl butyrate 213.78
    methyl lactate 243.59
    butyl lactate 127.07
    diethyl carbonate 139.68
    propanediol butyl ether 128.57
    triethyl orthoformate 173.3
    p-tert-butyltoluene 42.46
    methyl 4-tert-butylbenzoate 118.87
    morpholine 544.56
    tert-butylamine 137.42
    n-dodecanol 23.83
    dimethoxymethane 557.01
    ethylene carbonate 470.95
    cyrene 127.92
    2-ethoxyethyl acetate 183.85
    2-ethylhexyl acetate 148.33
    1,2,4-trichlorobenzene 195.51
    4-methylpyridine 286.63
    dibutyl ether 61.23
    2,6-dimethyl-4-heptanol 52.01
    DEF 299.27
    dimethyl isosorbide 272.11
    tetrachloroethylene 503.43
    eugenol 100.9
    triacetin 144.27
    span 80 115.14
    1,4-butanediol 101.98
    1,1-dichloroethane 306.81
    2-methyl-1-pentanol 70.4
    methyl formate 659.69
    2-methyl-1-butanol 137.47
    n-decane 6.48
    butyronitrile 284.02
    3,7-dimethyl-1-octanol 44.23
    1-chlorooctane 27.27
    1-chlorotetradecane 10.7
    n-nonane 6.17
    undecane 4.71
    tert-butylcyclohexane 8.29
    cyclooctane 12.76
    cyclopentanol 272.77
    tetrahydropyran 461.64
    tert-amyl methyl ether 97.43
    2,5,8-trioxanonane 255.84
    1-hexene 33.68
    2-isopropoxyethanol 151.62
    2,2,2-trifluoroethanol 367.78
    methyl butyrate 231.26

    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