2,2-dimethyl-1,3-Dioxolane-4-methanol

  • Identifiers

    CAS number
    100-79-8

    Molecular formula
    C6H12O3

    SMILES
    CC1(OCC(O1)CO)C

    Safety labels

    Irritant
    Irritant

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Fruity 89.35%
    Ethereal 46.53%
    Buttery 35.08%
    Green 30.28%
    Fermented 30.15%
    Fatty 26.76%
    Dairy 25.16%
    Solvent 23.94%
    Caramellic 23.69%
    Alcoholic 23.1%

     

    Flavor
    Green 52.6%
    Vegetable 51.6%
    Earthy 43.39%
    Potato 33.84%
    Sweet 33.12%
    Musty 31.79%
    Nutty 29.93%
    Caramel 29.59%
    Roasted 28.32%
    Raw 26.44%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.2

    pKa est.
    7.94 (neutral)

    Molecular weight
    132.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderately fast

    Melting point expt.

    • -26.4 °C

    Boiling point

    • 188-189 °C

    Flash point

    • 70.19 ˚C est.
    • 80 °C c.c.

    Solubility expt.

    • Solubility in water: miscible

  • Synonyms

    • Solketal
    • 100-79-8
    • 2,2-Dimethyl-1,3-dioxolane-4-methanol
    • (2,2-Dimethyl-1,3-dioxolan-4-yl)methanol
    • DL-1,2-Isopropylideneglycerol
    • Glycerolacetone
    • Isopropylidene glycerol
    • Glycerol dimethylketal
    • 1,2-O-Isopropylideneglycerol
    • 1,2-Isopropylideneglycerol
    • 2,3-Isopropylideneglycerol
    • 1,3-Dioxolane-4-methanol, 2,2-dimethyl-
    • Glycerol acetonide
    • Acetone monoglycerol ketal
    • 2,2-Dimethyl-4-(hydroxymethyl)-1,3-dioxacyclopentane
    • Acetone glycerol
    • 1,2-Isopropylideneglycerin
    • Glycerinisopropylidene ether
    • 2,3-(Isopropylidenedioxy)propanol
    • 2,3-O-Isopropylideneglycerol
    • 2,2-Dimethyl-1,3-dioxolan-4-ylmethanol
    • 2,2-Dimethyl-4-hydroxymethyldioxolane
    • 1,2-O,O-Isopropylideneglycerin
    • 2,2-Dimethyl-4-hydroxymethyl-1,3-dioxolane
    • Glycerol acetonide (VAN)
    • Glycerol, 1,2-O-isopropylidene
    • MFCD00063238
    • NSC 59720
    • 2,2-Dimethyl-5-hydroxymethyl-1,3-dioxolane
    • 4-Hydroxymethyl-2,2-dimethyl-1,3-dioxolane
    • alpha,beta-Isopropylideneglycerol
    • Glycerolacetonide
    • 2,2-Dimethyl-4-oxymethyl-1,3-dioxolane
    • 2,2-Dimethyl-1,3-dioxolan-4-yl methanol
    • EINECS 202-888-7
    • Acetone, cyclic (hydroxymethyl)ethylene acetal
    • (+/-)-2,2-Dimethyl-1,3-dioxolane-4-methanol
    • BRN 0104465
    • 3XK098O8ZW
    • 36543-79-0
    • AI3-03547
    • NSC-59720
    • .alpha.,.beta.-Isopropylideneglycerol
    • ACETONE GLYCERIN KETAL
    • GIE
    • DTXSID9021845
    • 1,2-Isopropylidene-rac-glycerol
    • EC 202-888-7
    • 5-19-02-00362 (Beilstein Handbook Reference)
    • ISOPROPYLIDENE GLYCEROL [MI]
    • 2,2-Dimethyl-1,3-dioxolan-4-yl methanol [IUPAC]
    • R-(-)-Sollketal
    • (2,2-dimethyl-[1,3]dioxolan-4-yl)-methanol
    • (r,s)-2,2-dimethyl-1,3-dioxolane-4-methanol
    • (+/-)-2,2-Dimethyl-4-hydroxymethyl-1,3-dioxolane
    • D-Acetone glycerol
    • 2,2-Dimethyl-1,3-dioxolan-4-yl methanol (IUPAC)
    • 2,3-Isopropylidene-sn-glycerol
    • UNII-3XK098O8ZW
    • Racemic solketal
    • MFCD00063239
    • (RS)-Solketal
    • 2,3-dioxacyclopentane
    • 1,2Isopropylideneglycerin
    • 1,2Isopropylideneglycerol
    • 1,3-Dioxolane-4-methanol, 2,2-dimethyl-, (S)-
    • 2,3Isopropylideneglycerol
    • 1,2OIsopropylideneglycerol
    • 1,O-Isopropylideneglycerin
    • 1,2-isopropylidene glycerol
    • Glycerol,2-O-isopropylidene
    • SCHEMBL23556
    • 1,2O,OIsopropylideneglycerin
    • 2,3-dioxolan-4-yl methanol
    • DL-1,2-isoproylideneglycerol
    • Glycerol, 1,2Oisopropylidene
    • 1,2-o-isopropylidene glycerol
    • alpha,betaIsopropylideneglycerol
    • 4-Hydroxymethyl-2,3-dioxolane
    • DTXCID901845
    • SCHEMBL3991160
    • 1.2-isopropylidene-rac-glycerol
    • CHEMBL3342436
    • 2,3(Isopropylidenedioxy)propanol
    • 2,2Dimethyl1,3dioxolane4methanol
    • 2,2Dimethyl4hydroxymethyldioxolane
    • 2,2Dimethyl4oxymethyl1,3dioxolane
    • dimethyl-1,3-dioxolane-4-methanol
    • BCP26373
    • NSC59720
    • 2,2Dimethyl1,3dioxolan4yl methanol
    • (.+/-.)-Glycerol 1,2-acetonide
    • 1,3Dioxolane4methanol, 2,2dimethyl
    • AC-364
    • BBL012719
    • STK803305
    • WLN: T5O COTJ B1 B1 D1Q
    • 2,2Dimethyl5hydroxymethyl1,3dioxolane
    • 4Hydroxymethyl2,2dimethyl1,3dioxolane
    • AKOS000120075
    • AKOS022060550
    • CS-W018546
    • MI03369
    • (-)-2,3-O-Isopropylidene-sn-glycerol
    • 2,2-dimethyl-1,3-dioxolan-4-methanol
    • 2,2-dimethyl-1,3-dioxolane4-methanol
    • Dimethyl-4-hydroxymethyl-1,3-dioxolane
    • 2,3-(dimethylmethylenedioxy)-1-propanol
    • dl-.alpha.,.beta.-Isopropylideneglycerol
    • (.+/-.)-1,2-O-Isopropylideneglycerol
    • AS-46670
    • SY010573
    • SY017180
    • SY017621
    • (2,2-dimethyl-1,3-dioxolan-4yl)methanol
    • 2,2-dimethyl-[1,3]dioxolane-4-methanol
    • DB-011643
    • DL-1,2-Isopropylideneglycerol, >=97.0%
    • (2,2-dimethyl[1,3]dioxolan-4-yl)methanol
    • 2,2-Dimethyl-4-hydroxymethyl-1,3-dioxolan
    • 4-hydroxymethyl-2,2-dimethyl-1,3-dioxolan
    • D0710
    • NS00001386
    • (2,2-dimethyl-[1,3]dioxolan-4-yl)methanol
    • EN300-20586
    • (-)-2,2-Dimethyl-1,3-dioxolane-4-methanol
    • (2,2-dimethyl-[1,3]dioxolan-4-yl) -methanol
    • (4RS)-2,2-dimethyl 1.3-dioxolane-4-methanol
  • Applications

    2,2-dimethyl-1,3-Dioxolane-4-methanol is an important intermediate in organic synthesis, commonly used as a protecting group for carbonyl compounds through the isopropylidene acetal of a diol such as glycerol. The presence of a hydroxymethyl substituent at position 4 provides a handle for further functionalization to give polyols and monomers used in coatings, adhesives, and plastics. As a versatile building block, it is employed as a precursor for specialty polymers and resin systems in coatings and adhesives. In fragrance and flavor chemistry, it may serve as an intermediate for aroma compound synthesis. It can also function as a solvent or co-solvent in niche formulations. Use is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 894.5
    methanol 1543.86
    isopropanol 694.07
    water 557.9
    ethyl acetate 240.55
    n-propanol 610.7
    acetone 458.28
    n-butanol 440.94
    acetonitrile 401.5
    DMF 1056.84
    toluene 80.92
    isobutanol 402.26
    1,4-dioxane 441.98
    methyl acetate 314.0
    THF 516.07
    2-butanone 279.32
    n-pentanol 230.76
    sec-butanol 459.52
    n-hexane 19.34
    ethylene glycol 717.4
    NMP 534.68
    cyclohexane 20.97
    DMSO 822.92
    n-butyl acetate 72.63
    n-octanol 108.25
    chloroform 648.84
    n-propyl acetate 88.96
    acetic acid 643.14
    dichloromethane 627.98
    cyclohexanone 247.75
    propylene glycol 703.68
    isopropyl acetate 136.4
    DMAc 815.43
    2-ethoxyethanol 535.11
    isopentanol 273.91
    n-heptane 15.42
    ethyl formate 281.38
    1,2-dichloroethane 261.67
    n-hexanol 188.37
    2-methoxyethanol 1151.4
    isobutyl acetate 62.43
    tetrachloromethane 137.82
    n-pentyl acetate 68.36
    transcutol 451.2
    n-heptanol 96.36
    ethylbenzene 37.11
    MIBK 127.99
    2-propoxyethanol 418.06
    tert-butanol 589.25
    MTBE 237.25
    2-butoxyethanol 193.13
    propionic acid 443.2
    o-xylene 69.37
    formic acid 899.08
    diethyl ether 221.02
    m-xylene 68.8
    p-xylene 52.64
    chlorobenzene 114.3
    dimethyl carbonate 137.06
    n-octane 8.97
    formamide 645.43
    cyclopentanone 325.8
    2-pentanone 210.0
    anisole 123.5
    cyclopentyl methyl ether 187.6
    gamma-butyrolactone 398.05
    1-methoxy-2-propanol 699.4
    pyridine 221.58
    3-pentanone 150.28
    furfural 437.95
    n-dodecane 10.53
    diethylene glycol 523.2
    diisopropyl ether 58.44
    tert-amyl alcohol 400.46
    acetylacetone 242.79
    n-hexadecane 11.21
    acetophenone 111.1
    methyl propionate 237.08
    isopentyl acetate 69.29
    trichloroethylene 424.5
    n-nonanol 88.68
    cyclohexanol 241.76
    benzyl alcohol 151.46
    2-ethylhexanol 80.51
    isooctanol 75.23
    dipropyl ether 73.3
    1,2-dichlorobenzene 110.99
    ethyl lactate 115.06
    propylene carbonate 222.49
    n-methylformamide 660.55
    2-pentanol 244.25
    n-pentane 27.28
    1-propoxy-2-propanol 217.09
    1-methoxy-2-propyl acetate 129.51
    2-(2-methoxypropoxy) propanol 157.62
    mesitylene 47.49
    ε-caprolactone 224.92
    p-cymene 35.31
    epichlorohydrin 401.93
    1,1,1-trichloroethane 262.36
    2-aminoethanol 833.82
    morpholine-4-carbaldehyde 579.35
    sulfolane 425.31
    2,2,4-trimethylpentane 17.52
    2-methyltetrahydrofuran 292.64
    n-hexyl acetate 112.06
    isooctane 13.2
    2-(2-butoxyethoxy)ethanol 190.74
    sec-butyl acetate 66.75
    tert-butyl acetate 125.95
    decalin 14.42
    glycerin 863.3
    diglyme 354.31
    acrylic acid 422.29
    isopropyl myristate 49.46
    n-butyric acid 361.03
    acetyl acetate 151.01
    di(2-ethylhexyl) phthalate 58.55
    ethyl propionate 99.24
    nitromethane 728.39
    1,2-diethoxyethane 106.6
    benzonitrile 136.33
    trioctyl phosphate 45.61
    1-bromopropane 167.23
    gamma-valerolactone 498.04
    n-decanol 65.96
    triethyl phosphate 55.33
    4-methyl-2-pentanol 127.84
    propionitrile 264.83
    vinylene carbonate 231.27
    1,1,2-trichlorotrifluoroethane 464.53
    DMS 93.16
    cumene 36.27
    2-octanol 68.93
    2-hexanone 99.12
    octyl acetate 64.13
    limonene 49.29
    1,2-dimethoxyethane 507.81
    ethyl orthosilicate 52.64
    tributyl phosphate 49.96
    diacetone alcohol 221.11
    N,N-dimethylaniline 101.4
    acrylonitrile 323.65
    aniline 187.49
    1,3-propanediol 722.69
    bromobenzene 100.66
    dibromomethane 351.17
    1,1,2,2-tetrachloroethane 364.53
    2-methyl-cyclohexyl acetate 62.95
    tetrabutyl urea 67.47
    diisobutyl methanol 57.16
    2-phenylethanol 119.81
    styrene 46.47
    dioctyl adipate 70.01
    dimethyl sulfate 257.39
    ethyl butyrate 68.16
    methyl lactate 248.38
    butyl lactate 79.64
    diethyl carbonate 55.52
    propanediol butyl ether 193.39
    triethyl orthoformate 59.71
    p-tert-butyltoluene 39.42
    methyl 4-tert-butylbenzoate 118.08
    morpholine 515.07
    tert-butylamine 326.45
    n-dodecanol 51.13
    dimethoxymethane 484.22
    ethylene carbonate 189.85
    cyrene 160.17
    2-ethoxyethyl acetate 97.34
    2-ethylhexyl acetate 51.77
    1,2,4-trichlorobenzene 134.99
    4-methylpyridine 239.1
    dibutyl ether 60.46
    2,6-dimethyl-4-heptanol 57.16
    DEF 283.25
    dimethyl isosorbide 193.11
    tetrachloroethylene 252.44
    eugenol 131.52
    triacetin 117.15
    span 80 124.69
    1,4-butanediol 334.62
    1,1-dichloroethane 332.49
    2-methyl-1-pentanol 159.35
    methyl formate 480.95
    2-methyl-1-butanol 291.03
    n-decane 15.98
    butyronitrile 248.74
    3,7-dimethyl-1-octanol 92.03
    1-chlorooctane 51.56
    1-chlorotetradecane 24.19
    n-nonane 14.94
    undecane 12.51
    tert-butylcyclohexane 17.51
    cyclooctane 10.13
    cyclopentanol 320.66
    tetrahydropyran 253.1
    tert-amyl methyl ether 168.26
    2,5,8-trioxanonane 254.93
    1-hexene 54.82
    2-isopropoxyethanol 270.08
    2,2,2-trifluoroethanol 382.28
    methyl butyrate 129.16

    Scent© AI

1 of 4
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