L-Quebrachitol

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  • Identifiers

    CAS number
    642-38-6

    Molecular formula
    C7H14O6

    SMILES
    COC1[C@@H]([C@H](C([C@@H]([C@H]1O)O)O)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 63.3%
    Sweet 46.4%
    Woody 31.32%
    Caramellic 28.41%
    Burnt 20.27%
    Phenolic 20.03%
    Smoky 19.73%
    Alcoholic 18.24%
    Vanilla 17.7%
    Spicy 14.86%

     

    Flavor
    Sweet 85.82%
    Odorless 54.59%
    Bitter 47.3%
    Sweet-like 29.52%
    Very slight 22.49%
    Vanilla 22.3%
    Alcoholic 22.16%
    Cauliflower 21.94%
    Mentholic 20.71%
    Soup 20.68%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.2

    pKa est.
    5.33 (weak acid)

    Molecular weight
    194.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    734°C

    Flash point

    • 199.51 ˚C est.

  • Synonyms

    • L-Quebrachitol
    • (1R,2S,4S,5R)-6-methoxycyclohexane-1,2,3,4,5-pentol
    • RefChem:1088268
    • 642-38-6
    • Quebrachitol
    • (-)-Quebrachitol
    • Quebrachit
    • L-chiro-Inositol, 2-O-methyl-
    • 2-O-Methyl-L-chiro-inositol
    • Brahol
    • (1R,2S,3S,4S,5R,6R)-6-Methoxycyclohexane-1,2,3,4,5-pentaol
    • Quebrachitol, (-)-
    • Inositol, 2-O-methyl-
    • 2-O-Methyl-chiro-inositol
    • Quebrachitol, L-
    • L-(-)-2-O-Methylinositol
    • Inositol, 2-O-methyl-, L-chiro-
    • MFCD00021405
    • NSC-26254
    • 9W4JLQ7I4W
    • 1L-2-O-methyl-chiro-inositol
    • 2-O-methyl-L-chiro-inositol; Brahol; Quebrachit
    • UNII-9W4JLQ7I4W
    • Pinitol TMS
    • NSC-131046
    • L-QCT
    • CHEBI:111
    • SCHEMBL240345
    • CHEMBL501109
    • orb1301545
    • SCHEMBL22975188
    • D-chiro-Inositol, 2-O-methyl-
    • CHEBI:170050
    • DSCFFEYYQKSRSV-FIZWYUIZSA-N
    • DSCFFEYYQKSRSV-MBXCVVGISA-N
    • DTXSID601029528
    • (1R,2S,3S,4S,5R,6R)-6-methoxycyclohexane-1,2,3,4,5-pentol
    • HY-N2375
    • L-chiro-Inositol 2-O-methyl ether
    • s3223
    • AKOS027327479
    • EBC-616915
    • FQ02486
    • DA-75114
    • MS-23047
    • SY076635
    • CS-0022555
    • C08257
    • M02437
    • Q7269871
    • 2B678708-4698-466E-88D8-3443A058E849
    • 642-38-6

  • Applications

    L-Quebrachitol (CAS 642-38-6) is a natural cyclitol sugar alcohol that is primarily used as a chiral building block and synthetic intermediate in pharmaceutical and fine-chemical manufacturing; it is also explored as a polyol-like humectant and functional ingredient for cosmetics and personal care formulations. In polymer and coating technologies, it can serve as a bio-based polyol precursor or modifier to tune hydrophilicity and crosslinking behavior. It may also function as a processing aid or solvent in certain industrial manufacturing and specialty cleaning formulations. Its multiple hydroxyl groups make it relevant for formulation components in coatings and inks. The applicability is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.99
    methanol 6.34
    isopropanol 0.39
    water 256.51
    ethyl acetate 0.15
    n-propanol 0.48
    acetone 0.11
    n-butanol 0.36
    acetonitrile 0.14
    DMF 9.14
    toluene 0.04
    isobutanol 0.28
    1,4-dioxane 1.39
    methyl acetate 0.1
    THF 0.77
    2-butanone 0.13
    n-pentanol 0.25
    sec-butanol 0.37
    n-hexane 0.04
    ethylene glycol 26.47
    NMP 18.09
    cyclohexane 0.16
    DMSO 68.49
    n-butyl acetate 0.16
    n-octanol 0.46
    chloroform 0.13
    n-propyl acetate 0.08
    acetic acid 1.37
    dichloromethane 0.18
    cyclohexanone 0.68
    propylene glycol 6.75
    isopropyl acetate 0.13
    DMAc 8.12
    2-ethoxyethanol 3.31
    isopentanol 0.27
    n-heptane 0.18
    ethyl formate 0.2
    1,2-dichloroethane 0.19
    n-hexanol 0.47
    2-methoxyethanol 9.18
    isobutyl acetate 0.05
    tetrachloromethane 0.13
    n-pentyl acetate 0.19
    transcutol 4.03
    n-heptanol 0.63
    ethylbenzene 0.06
    MIBK 0.14
    2-propoxyethanol 2.99
    tert-butanol 0.45
    MTBE 0.12
    2-butoxyethanol 2.34
    propionic acid 0.78
    o-xylene 0.11
    formic acid 48.03
    diethyl ether 0.14
    m-xylene 0.07
    p-xylene 0.07
    chlorobenzene 0.04
    dimethyl carbonate 0.4
    n-octane 0.09
    formamide 27.3
    cyclopentanone 0.66
    2-pentanone 0.14
    anisole 0.09
    cyclopentyl methyl ether 0.44
    gamma-butyrolactone 1.38
    1-methoxy-2-propanol 4.22
    pyridine 0.24
    3-pentanone 0.19
    furfural 2.04
    n-dodecane 0.04
    diethylene glycol 12.8
    diisopropyl ether 0.08
    tert-amyl alcohol 0.49
    acetylacetone 0.32
    n-hexadecane 0.05
    acetophenone 0.24
    methyl propionate 0.34
    isopentyl acetate 0.14
    trichloroethylene 0.19
    n-nonanol 0.46
    cyclohexanol 0.87
    benzyl alcohol 0.38
    2-ethylhexanol 0.33
    isooctanol 0.45
    dipropyl ether 0.3
    1,2-dichlorobenzene 0.09
    ethyl lactate 0.74
    propylene carbonate 0.56
    n-methylformamide 3.73
    2-pentanol 0.25
    n-pentane 0.05
    1-propoxy-2-propanol 1.85
    1-methoxy-2-propyl acetate 0.63
    2-(2-methoxypropoxy) propanol 1.89
    mesitylene 0.1
    ε-caprolactone 0.9
    p-cymene 0.17
    epichlorohydrin 0.61
    1,1,1-trichloroethane 0.05
    2-aminoethanol 10.58
    morpholine-4-carbaldehyde 13.68
    sulfolane 12.91
    2,2,4-trimethylpentane 0.04
    2-methyltetrahydrofuran 0.38
    n-hexyl acetate 0.25
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 2.82
    sec-butyl acetate 0.07
    tert-butyl acetate 0.17
    decalin 0.07
    glycerin 37.77
    diglyme 4.39
    acrylic acid 1.52
    isopropyl myristate 0.11
    n-butyric acid 0.53
    acetyl acetate 0.14
    di(2-ethylhexyl) phthalate 0.34
    ethyl propionate 0.14
    nitromethane 1.35
    1,2-diethoxyethane 0.37
    benzonitrile 0.14
    trioctyl phosphate 0.32
    1-bromopropane 0.07
    gamma-valerolactone 2.98
    n-decanol 0.33
    triethyl phosphate 0.39
    4-methyl-2-pentanol 0.2
    propionitrile 0.11
    vinylene carbonate 0.57
    1,1,2-trichlorotrifluoroethane 6.47
    DMS 0.37
    cumene 0.07
    2-octanol 0.33
    2-hexanone 0.1
    octyl acetate 0.17
    limonene 0.27
    1,2-dimethoxyethane 1.64
    ethyl orthosilicate 0.35
    tributyl phosphate 0.24
    diacetone alcohol 0.92
    N,N-dimethylaniline 0.25
    acrylonitrile 0.22
    aniline 0.16
    1,3-propanediol 5.84
    bromobenzene 0.03
    dibromomethane 0.12
    1,1,2,2-tetrachloroethane 0.35
    2-methyl-cyclohexyl acetate 0.24
    tetrabutyl urea 0.53
    diisobutyl methanol 0.31
    2-phenylethanol 0.44
    styrene 0.04
    dioctyl adipate 0.22
    dimethyl sulfate 2.18
    ethyl butyrate 0.2
    methyl lactate 2.52
    butyl lactate 0.69
    diethyl carbonate 0.15
    propanediol butyl ether 3.02
    triethyl orthoformate 0.32
    p-tert-butyltoluene 0.18
    methyl 4-tert-butylbenzoate 0.87
    morpholine 2.0
    tert-butylamine 0.23
    n-dodecanol 0.25
    dimethoxymethane 1.59
    ethylene carbonate 0.45
    cyrene 5.23
    2-ethoxyethyl acetate 0.34
    2-ethylhexyl acetate 0.14
    1,2,4-trichlorobenzene 0.14
    4-methylpyridine 0.14
    dibutyl ether 0.16
    2,6-dimethyl-4-heptanol 0.31
    DEF 1.29
    dimethyl isosorbide 3.14
    tetrachloroethylene 0.46
    eugenol 1.23
    triacetin 0.54
    span 80 2.22
    1,4-butanediol 2.97
    1,1-dichloroethane 0.05
    2-methyl-1-pentanol 0.21
    methyl formate 1.36
    2-methyl-1-butanol 0.3
    n-decane 0.08
    butyronitrile 0.1
    3,7-dimethyl-1-octanol 0.3
    1-chlorooctane 0.13
    1-chlorotetradecane 0.06
    n-nonane 0.08
    undecane 0.06
    tert-butylcyclohexane 0.04
    cyclooctane 0.13
    cyclopentanol 0.87
    tetrahydropyran 0.36
    tert-amyl methyl ether 0.22
    2,5,8-trioxanonane 3.81
    1-hexene 0.04
    2-isopropoxyethanol 1.23
    2,2,2-trifluoroethanol 4.18
    methyl butyrate 0.17

    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