5-Cyclohexene-1,2,3,4-tetrol, 2-[(benzoyloxy)methyl]-, 4-benzoate, (1R,2S,3R,4S)-

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  • Identifiers

    CAS number
    113532-12-0

    Molecular formula
    C21H20O7

    SMILES
    C1=CC=C(C=C1)C(=O)OC[C@@]2([C@@H](C=C[C@@H]([C@H]2O)OC(=O)C3=CC=CC=C3)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 50.05%
    Balsamic 44.69%
    Sweet 37.97%
    Green 30.32%
    Spicy 27.61%
    Bitter 25.69%
    Herbal 25.5%
    Vanilla 24.12%
    Fruity 21.57%
    Aromatic 20.77%

     

    Flavor
    Bitter 76.33%
    Odorless 31.28%
    Bland 25.95%
    Sweet-like 23.64%
    Very mild 22.97%
    Faint 21.45%
    Balsam 21.44%
    Orange flower 20.56%
    Tarragon 20.45%
    Lovage 20.45%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    5.52 (weak acid)

    Molecular weight
    384.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    823°C

    Flash point

    • 243.74 ˚C est.

  • Synonyms

    • 5-Cyclohexene-1,2,3,4-tetrol, 2-[(benzoyloxy)methyl]-, 4-benzoate, (1R,2S,3R,4S)-
    • 113532-12-0
    • ((1S,2R,5S,6R)-5-benzoyloxy-1,2,6-trihydroxycyclohex-3-en-1-yl)methyl benzoate
    • [(1S,2R,5S,6R)-5-benzoyloxy-1,2,6-trihydroxycyclohex-3-en-1-yl]methyl benzoate
    • 5-Cyclohexene-1,2,3,4-tetrol, 2-((benzoyloxy)methyl)-, 4-benzoate, (1R,2S,3R,4S)-
    • RefChem:302723
    • DTXSID001132593
    • (1S,4R,5S,6R)-5-[(benzoyloxy)methyl]-4,5,6-trihydroxycyclohex-2-en-1-yl benzoate
    • 113532-12-0

  • Applications

    5-Cyclohexene-1,2,3,4-tetrol, 2-[(benzoyloxy)methyl]-, 4-benzoate, (1R,2S,3R,4S)- (CAS 113532-12-0) is a heavily benzoyl-protected cyclitol derivative, commonly used as a chiral building block and protecting-group platform in carbohydrate chemistry. Applications include: serving as an intermediate in pharmaceutical and fine chemical synthesis; acting as a protected diol building block for carbohydrate chemistry, enabling selective protection and functionalization later; serving as a protecting-group scaffold for vicinal diols in organic synthesis; functioning as a precursor or starting material for polymer and coating resin formulations after deprotection to reveal polyol functionality; used in carbohydrate-based synthetic routes to glycosyl donors/acceptors in pharmaceutical synthesis. Subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 37.92
    methanol 48.37
    isopropanol 26.23
    water 0.34
    ethyl acetate 25.65
    n-propanol 34.63
    acetone 79.44
    n-butanol 25.73
    acetonitrile 18.05
    DMF 103.22
    toluene 11.11
    isobutanol 12.98
    1,4-dioxane 70.06
    methyl acetate 32.75
    THF 291.42
    2-butanone 55.99
    n-pentanol 12.02
    sec-butanol 30.78
    n-hexane 0.42
    ethylene glycol 18.45
    NMP 58.65
    cyclohexane 1.07
    DMSO 334.86
    n-butyl acetate 3.54
    n-octanol 7.94
    chloroform 13.19
    n-propyl acetate 5.45
    acetic acid 65.07
    dichloromethane 13.55
    cyclohexanone 46.25
    propylene glycol 26.48
    isopropyl acetate 15.02
    DMAc 196.93
    2-ethoxyethanol 64.65
    isopentanol 13.18
    n-heptane 0.83
    ethyl formate 14.25
    1,2-dichloroethane 12.6
    n-hexanol 7.75
    2-methoxyethanol 152.84
    isobutyl acetate 2.13
    tetrachloromethane 1.27
    n-pentyl acetate 7.09
    transcutol 118.65
    n-heptanol 8.79
    ethylbenzene 3.43
    MIBK 16.7
    2-propoxyethanol 37.11
    tert-butanol 25.1
    MTBE 17.88
    2-butoxyethanol 25.01
    propionic acid 28.66
    o-xylene 6.76
    formic acid 51.88
    diethyl ether 29.82
    m-xylene 4.78
    p-xylene 2.87
    chlorobenzene 4.14
    dimethyl carbonate 30.62
    n-octane 0.6
    formamide 111.55
    cyclopentanone 81.96
    2-pentanone 41.05
    anisole 12.13
    cyclopentyl methyl ether 41.46
    gamma-butyrolactone 74.7
    1-methoxy-2-propanol 102.13
    pyridine 38.99
    3-pentanone 27.23
    furfural 37.46
    n-dodecane 0.48
    diethylene glycol 37.87
    diisopropyl ether 4.42
    tert-amyl alcohol 27.06
    acetylacetone 54.85
    n-hexadecane 0.54
    acetophenone 12.12
    methyl propionate 32.62
    isopentyl acetate 3.76
    trichloroethylene 26.62
    n-nonanol 8.72
    cyclohexanol 21.69
    benzyl alcohol 13.99
    2-ethylhexanol 3.92
    isooctanol 6.37
    dipropyl ether 8.74
    1,2-dichlorobenzene 3.59
    ethyl lactate 10.31
    propylene carbonate 16.38
    n-methylformamide 55.61
    2-pentanol 18.61
    n-pentane 0.75
    1-propoxy-2-propanol 22.57
    1-methoxy-2-propyl acetate 15.64
    2-(2-methoxypropoxy) propanol 26.57
    mesitylene 2.61
    ε-caprolactone 31.15
    p-cymene 1.91
    epichlorohydrin 79.5
    1,1,1-trichloroethane 5.52
    2-aminoethanol 34.68
    morpholine-4-carbaldehyde 73.07
    sulfolane 91.55
    2,2,4-trimethylpentane 0.58
    2-methyltetrahydrofuran 58.68
    n-hexyl acetate 9.72
    isooctane 0.28
    2-(2-butoxyethoxy)ethanol 39.16
    sec-butyl acetate 4.32
    tert-butyl acetate 17.22
    decalin 0.52
    glycerin 52.03
    diglyme 74.81
    acrylic acid 30.35
    isopropyl myristate 4.6
    n-butyric acid 25.49
    acetyl acetate 14.69
    di(2-ethylhexyl) phthalate 5.01
    ethyl propionate 8.39
    nitromethane 120.67
    1,2-diethoxyethane 24.44
    benzonitrile 6.56
    trioctyl phosphate 3.95
    1-bromopropane 5.86
    gamma-valerolactone 87.35
    n-decanol 6.39
    triethyl phosphate 4.35
    4-methyl-2-pentanol 7.49
    propionitrile 12.92
    vinylene carbonate 14.41
    1,1,2-trichlorotrifluoroethane 53.95
    DMS 12.36
    cumene 1.89
    2-octanol 5.81
    2-hexanone 9.61
    octyl acetate 6.45
    limonene 3.31
    1,2-dimethoxyethane 67.35
    ethyl orthosilicate 4.52
    tributyl phosphate 3.94
    diacetone alcohol 40.69
    N,N-dimethylaniline 9.6
    acrylonitrile 18.66
    aniline 18.99
    1,3-propanediol 53.0
    bromobenzene 3.06
    dibromomethane 7.0
    1,1,2,2-tetrachloroethane 20.62
    2-methyl-cyclohexyl acetate 4.66
    tetrabutyl urea 7.26
    diisobutyl methanol 3.71
    2-phenylethanol 9.23
    styrene 3.97
    dioctyl adipate 7.94
    dimethyl sulfate 45.52
    ethyl butyrate 4.83
    methyl lactate 36.51
    butyl lactate 9.77
    diethyl carbonate 3.88
    propanediol butyl ether 23.81
    triethyl orthoformate 6.04
    p-tert-butyltoluene 2.03
    methyl 4-tert-butylbenzoate 16.73
    morpholine 95.6
    tert-butylamine 9.31
    n-dodecanol 4.56
    dimethoxymethane 120.57
    ethylene carbonate 12.02
    cyrene 27.78
    2-ethoxyethyl acetate 16.88
    2-ethylhexyl acetate 2.53
    1,2,4-trichlorobenzene 5.86
    4-methylpyridine 21.51
    dibutyl ether 7.86
    2,6-dimethyl-4-heptanol 3.71
    DEF 44.02
    dimethyl isosorbide 34.55
    tetrachloroethylene 14.2
    eugenol 16.22
    triacetin 16.14
    span 80 20.61
    1,4-butanediol 13.54
    1,1-dichloroethane 7.15
    2-methyl-1-pentanol 9.29
    methyl formate 43.09
    2-methyl-1-butanol 15.62
    n-decane 0.92
    butyronitrile 9.85
    3,7-dimethyl-1-octanol 6.37
    1-chlorooctane 3.22
    1-chlorotetradecane 1.33
    n-nonane 0.78
    undecane 0.64
    tert-butylcyclohexane 0.38
    cyclooctane 0.56
    cyclopentanol 28.71
    tetrahydropyran 57.77
    tert-amyl methyl ether 20.21
    2,5,8-trioxanonane 54.78
    1-hexene 2.06
    2-isopropoxyethanol 28.55
    2,2,2-trifluoroethanol 23.88
    methyl butyrate 9.3

    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