2,5-Dimethyloxolane, cis-

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  • Identifiers

    CAS number
    2144-41-4

    Molecular formula
    C6H12O

    SMILES
    C[C@@H]1CC[C@@H](O1)C

    Safety labels

  • Odor profile

    Fragrance
    Sweet 78.89%
    Ethereal 68.02%
    Solvent 63.54%
    Mint 61.81%
    Camphoreous 42.11%
    Musty 39.28%
    Fresh 35.9%
    Herbal 35.36%
    Alcoholic 30.35%
    Woody 28.64%

     

    Flavor
    Green 45.13%
    Sweet 34.39%
    Herbal 33.7%
    Vegetable 33.27%
    Earthy 32.74%
    Caramel 29.01%
    Minty 27.1%
    Musty 26.61%
    Woody 26.04%
    Mint 23.47%

     

    Odor impact est.
    High

  • Properties

    XLogP3-AA
    1.2

    pKa est.
    8.17 (weak base)

    Molecular weight
    100.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra fast

    Boiling point est.
    98°C

    Flash point

    • -7.47 ˚C est.

  • Synonyms

    • cis-2,5-Dimethyltetrahydrofuran
    • 2144-41-4
    • cis-2,5-Dimethyloxolane
    • 2,5-Dimethyloxolane, cis-
    • O7NB7572GU
    • UNII-O7NB7572GU
    • 2,5-Dimethyltetrahydrofuran, (Z)-
    • FURAN, TETRAHYDRO-2,5-DIMETHYL-, (2R,5S)-REL-
    • RefChem:197436
    • OXMIDRBAFOEOQT-OLQVQODUSA-N
    • (2R,5S)-2,5-dimethyloxolane
    • Furan, tetrahydro-2,5-dimethyl-, cis-
    • cis-Tetrahydro-2,5-Dimethylfuran
    • Rel-(2R,5S)-2,5-dimethyltetrahydrofuran
    • starbld0003326
    • SCHEMBL9062787
    • SCHEMBL16294992
    • SCHEMBL16294994
    • Q27285445
    • 2144-41-4

  • Applications

    2,5-Dimethyloxolane, cis- (CAS 2144-41-4) is a renewable solvent related to tetrahydrofuran (THF). In industry, it is primarily used as a solvent and reaction medium for polymerization and organometallic chemistry; it is often considered a greener alternative to THF for coatings, inks, and adhesives formulations; it is also employed in industrial cleaning and degreasing products; in pharmaceutical and fine-chemical synthesis it may be used as a solvent; and it is evaluated as a sustainable solvent in biomass conversion and other green-chemistry applications.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1036.82
    methanol 1080.11
    isopropanol 785.68
    water 9.48
    ethyl acetate 775.56
    n-propanol 843.66
    acetone 637.15
    n-butanol 778.61
    acetonitrile 695.39
    DMF 428.37
    toluene 446.89
    isobutanol 564.27
    1,4-dioxane 1247.77
    methyl acetate 627.44
    THF 1357.46
    2-butanone 609.08
    n-pentanol 446.52
    sec-butanol 688.51
    n-hexane 284.32
    ethylene glycol 254.91
    NMP 673.58
    cyclohexane 402.31
    DMSO 464.88
    n-butyl acetate 501.17
    n-octanol 316.46
    chloroform 2716.73
    n-propyl acetate 291.78
    acetic acid 820.86
    dichloromethane 1881.78
    cyclohexanone 765.14
    propylene glycol 387.43
    isopropyl acetate 414.13
    DMAc 491.52
    2-ethoxyethanol 507.6
    isopentanol 541.5
    n-heptane 241.79
    ethyl formate 346.61
    1,2-dichloroethane 822.7
    n-hexanol 701.03
    2-methoxyethanol 818.66
    isobutyl acetate 205.68
    tetrachloromethane 675.27
    n-pentyl acetate 332.52
    transcutol 1457.9
    n-heptanol 296.61
    ethylbenzene 162.41
    MIBK 263.67
    2-propoxyethanol 841.2
    tert-butanol 708.76
    MTBE 615.27
    2-butoxyethanol 416.2
    propionic acid 599.99
    o-xylene 243.21
    formic acid 308.49
    diethyl ether 998.18
    m-xylene 237.01
    p-xylene 203.08
    chlorobenzene 512.37
    dimethyl carbonate 154.38
    n-octane 77.66
    formamide 313.14
    cyclopentanone 791.98
    2-pentanone 469.11
    anisole 331.07
    cyclopentyl methyl ether 702.87
    gamma-butyrolactone 853.64
    1-methoxy-2-propanol 628.14
    pyridine 795.14
    3-pentanone 440.05
    furfural 671.79
    n-dodecane 58.6
    diethylene glycol 581.31
    diisopropyl ether 264.66
    tert-amyl alcohol 599.27
    acetylacetone 422.4
    n-hexadecane 64.7
    acetophenone 237.27
    methyl propionate 465.25
    isopentyl acetate 369.7
    trichloroethylene 1370.57
    n-nonanol 286.35
    cyclohexanol 704.64
    benzyl alcohol 275.34
    2-ethylhexanol 358.94
    isooctanol 219.49
    dipropyl ether 507.57
    1,2-dichlorobenzene 414.82
    ethyl lactate 159.48
    propylene carbonate 459.82
    n-methylformamide 359.8
    2-pentanol 529.79
    n-pentane 315.87
    1-propoxy-2-propanol 605.85
    1-methoxy-2-propyl acetate 454.63
    2-(2-methoxypropoxy) propanol 363.42
    mesitylene 145.22
    ε-caprolactone 708.7
    p-cymene 149.62
    epichlorohydrin 918.25
    1,1,1-trichloroethane 1113.13
    2-aminoethanol 503.11
    morpholine-4-carbaldehyde 670.28
    sulfolane 706.6
    2,2,4-trimethylpentane 108.78
    2-methyltetrahydrofuran 1201.6
    n-hexyl acetate 473.54
    isooctane 72.98
    2-(2-butoxyethoxy)ethanol 516.16
    sec-butyl acetate 233.31
    tert-butyl acetate 349.65
    decalin 119.04
    glycerin 387.5
    diglyme 771.86
    acrylic acid 459.8
    isopropyl myristate 197.19
    n-butyric acid 740.46
    acetyl acetate 473.86
    di(2-ethylhexyl) phthalate 157.21
    ethyl propionate 299.09
    nitromethane 700.87
    1,2-diethoxyethane 609.32
    benzonitrile 336.62
    trioctyl phosphate 115.75
    1-bromopropane 801.53
    gamma-valerolactone 827.81
    n-decanol 208.61
    triethyl phosphate 147.95
    4-methyl-2-pentanol 257.23
    propionitrile 595.14
    vinylene carbonate 396.86
    1,1,2-trichlorotrifluoroethane 694.65
    DMS 269.94
    cumene 120.94
    2-octanol 207.01
    2-hexanone 301.98
    octyl acetate 250.33
    limonene 260.8
    1,2-dimethoxyethane 590.85
    ethyl orthosilicate 158.45
    tributyl phosphate 147.96
    diacetone alcohol 352.81
    N,N-dimethylaniline 200.05
    acrylonitrile 534.92
    aniline 532.43
    1,3-propanediol 527.87
    bromobenzene 530.54
    dibromomethane 1459.66
    1,1,2,2-tetrachloroethane 1201.31
    2-methyl-cyclohexyl acetate 255.31
    tetrabutyl urea 168.03
    diisobutyl methanol 180.41
    2-phenylethanol 338.82
    styrene 217.91
    dioctyl adipate 233.36
    dimethyl sulfate 195.45
    ethyl butyrate 326.31
    methyl lactate 233.49
    butyl lactate 228.75
    diethyl carbonate 199.34
    propanediol butyl ether 340.87
    triethyl orthoformate 246.66
    p-tert-butyltoluene 153.79
    methyl 4-tert-butylbenzoate 261.62
    morpholine 1227.18
    tert-butylamine 561.64
    n-dodecanol 158.64
    dimethoxymethane 400.97
    ethylene carbonate 375.05
    cyrene 222.61
    2-ethoxyethyl acetate 401.52
    2-ethylhexyl acetate 312.27
    1,2,4-trichlorobenzene 494.79
    4-methylpyridine 636.35
    dibutyl ether 400.9
    2,6-dimethyl-4-heptanol 180.41
    DEF 445.26
    dimethyl isosorbide 474.02
    tetrachloroethylene 859.16
    eugenol 231.08
    triacetin 367.42
    span 80 360.91
    1,4-butanediol 218.13
    1,1-dichloroethane 1124.4
    2-methyl-1-pentanol 351.5
    methyl formate 235.58
    2-methyl-1-butanol 540.45
    n-decane 98.49
    butyronitrile 581.19
    3,7-dimethyl-1-octanol 293.05
    1-chlorooctane 250.64
    1-chlorotetradecane 110.91
    n-nonane 105.36
    undecane 72.3
    tert-butylcyclohexane 113.99
    cyclooctane 138.56
    cyclopentanol 746.66
    tetrahydropyran 1246.96
    tert-amyl methyl ether 483.09
    2,5,8-trioxanonane 545.71
    1-hexene 465.71
    2-isopropoxyethanol 380.91
    2,2,2-trifluoroethanol 293.17
    methyl butyrate 302.72

    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