1,2-Dimethylcyclohexane

Overview IFRA Botanical Request a quote

  • Identifiers

    CAS number
    583-57-3

    Molecular formula
    C8H16

    SMILES
    CC1CCCCC1C

    Safety labels

    Flammable
    Flammable

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Citrus 42.88%
    Sweet 41.4%
    Woody 36.19%
    Dry 32.41%
    Fresh 29.15%
    Gassy 28.55%
    Pine 26.21%
    Lemon 25.88%
    Amber 24.45%
    Terpenic 22.6%

     

    Flavor
    Alkane 24.92%
    Old paper 20.63%
    Sweet 20.47%
    Dry 20.34%
    Fir needle 20.0%
    Terpenic 19.61%
    Soil 19.6%
    Beet 19.46%
    Pine 19.26%
    Camphor 19.09%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    3.8

    pKa est.
    10.27 (weak base)

    Molecular weight
    112.21 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    123°C

    Flash point

    • 12.89 ˚C est.

  • Synonyms

    • 1,2-DIMETHYLCYCLOHEXANE
    • 583-57-3
    • Cyclohexane, 1,2-dimethyl-
    • Hexahydro-o-xylene
    • o-Dimethylcyclohexane
    • EINECS 209-509-4
    • NSC 43769
    • UNII-5D8M6YR6O1
    • 5D8M6YR6O1
    • DTXSID50858730
    • NSC-43769
    • Cyclohexane, 1,2-dimethyl- (cis/trans)
    • Cyclohexane, 1,2-dimethyl-; 1,2-Dimethylcyclohexane; NSC 43769; o-Dimethylcyclohexane
    • MFCD00064172
    • Cyclohexane,2-dimethyl-
    • 1,2-dimethyl-cyclohexane
    • Cyclohexane, 1,2dimethyl
    • DTXCID50809464
    • Cyclohexane, 1,2-dimethyl-(8CI)
    • NSC43769
    • AKOS015913311
    • Cyclohexane, 1,2-dimethyl-(cis/trans)
    • Cyclohexane, 1,2-dimethyl-(8CI)(9CI)
    • DB-053193
    • D0698
    • NS00079894
    • 1,2-Dimethylcyclohexane (cis- and trans- mixture)
    • Q24702624
    • 1,2-DIMETHYLCYCLOHEXANE (CIS-AND TRANS-MIXTURE)
    • 209-509-4

  • Applications

    1,2-Dimethylcyclohexane (CAS 583-57-3) is used primarily in R&D as a model compound for stereochemical studies of cis/trans isomerism, chair–chair interconversion, and methyl axial/equatorial energetics in teaching and organic chemistry research; as a reference/standard in NMR, IR, Raman, and especially GC for retention index calibration and isomer resolution; as a substrate in catalytic studies of hydrogenation, dehydrogenation, hydroisomerization, and hydrodearomatization (e.g., from o-xylene to dimethylcyclohexane) to benchmark metal and solid-acid catalysts; as a representative naphthene in gasoline/jet-fuel surrogate formulations for combustion-kinetics modeling, thermodynamic property measurement, and emissions research; as a hydrophobic laboratory solvent/diluent for highly nonpolar systems; as a synthetic intermediate enabling selective functionalization of the cyclohexane ring (via halogenation, oxidation, or further derivatization), and in phase-equilibrium, isomer-separation, and hydrocarbon-behavior studies in petroleum matrices; in applications where stereochemistry matters, the cis or trans isomer is typically specified or isolated.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 334.96
    methanol 200.39
    isopropanol 275.67
    water 0.05
    ethyl acetate 971.7
    n-propanol 382.39
    acetone 448.49
    n-butanol 505.05
    acetonitrile 371.48
    DMF 222.18
    toluene 746.0
    isobutanol 263.39
    1,4-dioxane 1227.28
    methyl acetate 503.34
    THF 2336.75
    2-butanone 657.18
    n-pentanol 308.26
    sec-butanol 353.31
    n-hexane 663.66
    ethylene glycol 17.9
    NMP 402.5
    cyclohexane 929.4
    DMSO 268.63
    n-butyl acetate 2603.18
    n-octanol 268.81
    chloroform 2008.82
    n-propyl acetate 611.57
    acetic acid 165.64
    dichloromethane 1745.17
    cyclohexanone 1041.28
    propylene glycol 43.88
    isopropyl acetate 679.46
    DMAc 238.55
    2-ethoxyethanol 253.02
    isopentanol 442.56
    n-heptane 1180.26
    ethyl formate 347.37
    1,2-dichloroethane 1108.96
    n-hexanol 1003.56
    2-methoxyethanol 349.93
    isobutyl acetate 420.45
    tetrachloromethane 614.11
    n-pentyl acetate 671.72
    transcutol 1454.49
    n-heptanol 322.7
    ethylbenzene 302.95
    MIBK 470.98
    2-propoxyethanol 905.04
    tert-butanol 423.87
    MTBE 944.61
    2-butoxyethanol 381.79
    propionic acid 211.4
    o-xylene 352.59
    formic acid 22.33
    diethyl ether 1612.16
    m-xylene 415.95
    p-xylene 337.14
    chlorobenzene 715.2
    dimethyl carbonate 99.8
    n-octane 267.63
    formamide 37.66
    cyclopentanone 1062.45
    2-pentanone 738.26
    anisole 425.75
    cyclopentyl methyl ether 1220.55
    gamma-butyrolactone 865.65
    1-methoxy-2-propanol 332.36
    pyridine 996.22
    3-pentanone 604.93
    furfural 639.35
    n-dodecane 118.22
    diethylene glycol 230.24
    diisopropyl ether 577.3
    tert-amyl alcohol 414.5
    acetylacetone 543.46
    n-hexadecane 138.03
    acetophenone 289.13
    methyl propionate 440.45
    isopentyl acetate 1689.64
    trichloroethylene 1476.06
    n-nonanol 272.64
    cyclohexanol 519.8
    benzyl alcohol 200.49
    2-ethylhexanol 965.1
    isooctanol 269.81
    dipropyl ether 2441.49
    1,2-dichlorobenzene 592.35
    ethyl lactate 127.84
    propylene carbonate 567.02
    n-methylformamide 124.87
    2-pentanol 411.16
    n-pentane 591.75
    1-propoxy-2-propanol 1027.96
    1-methoxy-2-propyl acetate 1011.73
    2-(2-methoxypropoxy) propanol 332.36
    mesitylene 286.41
    ε-caprolactone 920.58
    p-cymene 448.77
    epichlorohydrin 1094.45
    1,1,1-trichloroethane 1317.22
    2-aminoethanol 66.04
    morpholine-4-carbaldehyde 453.33
    sulfolane 648.32
    2,2,4-trimethylpentane 184.59
    2-methyltetrahydrofuran 1759.69
    n-hexyl acetate 657.25
    isooctane 188.8
    2-(2-butoxyethoxy)ethanol 506.53
    sec-butyl acetate 477.87
    tert-butyl acetate 717.31
    decalin 262.31
    glycerin 51.64
    diglyme 916.84
    acrylic acid 115.0
    isopropyl myristate 356.21
    n-butyric acid 597.95
    acetyl acetate 491.06
    di(2-ethylhexyl) phthalate 170.09
    ethyl propionate 536.8
    nitromethane 256.56
    1,2-diethoxyethane 1811.87
    benzonitrile 425.91
    trioctyl phosphate 155.96
    1-bromopropane 1432.65
    gamma-valerolactone 899.22
    n-decanol 216.73
    triethyl phosphate 369.1
    4-methyl-2-pentanol 264.99
    propionitrile 567.3
    vinylene carbonate 395.45
    1,1,2-trichlorotrifluoroethane 365.78
    DMS 287.36
    cumene 203.7
    2-octanol 220.28
    2-hexanone 613.42
    octyl acetate 363.47
    limonene 827.33
    1,2-dimethoxyethane 825.42
    ethyl orthosilicate 434.14
    tributyl phosphate 251.06
    diacetone alcohol 369.0
    N,N-dimethylaniline 227.64
    acrylonitrile 405.04
    aniline 465.44
    1,3-propanediol 156.49
    bromobenzene 892.79
    dibromomethane 1468.73
    1,1,2,2-tetrachloroethane 1212.65
    2-methyl-cyclohexyl acetate 706.26
    tetrabutyl urea 260.43
    diisobutyl methanol 557.84
    2-phenylethanol 457.9
    styrene 381.48
    dioctyl adipate 330.63
    dimethyl sulfate 105.29
    ethyl butyrate 1532.92
    methyl lactate 97.7
    butyl lactate 287.53
    diethyl carbonate 714.39
    propanediol butyl ether 188.52
    triethyl orthoformate 1028.0
    p-tert-butyltoluene 423.25
    methyl 4-tert-butylbenzoate 269.89
    morpholine 1183.98
    tert-butylamine 461.95
    n-dodecanol 184.4
    dimethoxymethane 371.2
    ethylene carbonate 422.28
    cyrene 164.82
    2-ethoxyethyl acetate 618.05
    2-ethylhexyl acetate 1551.61
    1,2,4-trichlorobenzene 571.83
    4-methylpyridine 888.03
    dibutyl ether 1256.49
    2,6-dimethyl-4-heptanol 557.84
    DEF 590.89
    dimethyl isosorbide 675.98
    tetrachloroethylene 821.43
    eugenol 211.43
    triacetin 329.73
    span 80 342.85
    1,4-butanediol 44.5
    1,1-dichloroethane 1099.13
    2-methyl-1-pentanol 311.12
    methyl formate 93.17
    2-methyl-1-butanol 392.93
    n-decane 222.71
    butyronitrile 797.75
    3,7-dimethyl-1-octanol 400.02
    1-chlorooctane 446.75
    1-chlorotetradecane 189.79
    n-nonane 252.75
    undecane 154.05
    tert-butylcyclohexane 230.04
    cyclooctane 404.55
    cyclopentanol 415.56
    tetrahydropyran 1983.0
    tert-amyl methyl ether 681.18
    2,5,8-trioxanonane 579.58
    1-hexene 1007.12
    2-isopropoxyethanol 231.75
    2,2,2-trifluoroethanol 42.85
    methyl butyrate 614.75

    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

Botanical

Name CAS Botanical Proportion
Celery plant 8015-90-5 Apium graveolens L. var. dulce, fam. Apiaceae (Umbelliferae) 0.01%