(2R,3R)-Butanediol

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  • Identifiers

    CAS number
    24347-58-8

    Molecular formula
    C4H10O2

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

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Fruity 68.2%
    Buttery 53.51%
    Creamy 37.42%
    Caramellic 34.98%
    Milky 34.88%
    Odorless 33.23%
    Sweet 31.57%
    Dairy 31.19%
    Alcoholic 25.71%
    Oily 24.61%

     

    Flavor
    Fruity 71.55%
    Creamy 47.21%
    Odorless 46.87%
    Buttery 44.51%
    Fruit 41.9%
    Onion 38.45%
    Butter 26.85%
    Alcoholic 25.91%
    Very slight 24.92%
    Sweet-like 23.93%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.9

    pKa est.
    9.01 (weak base)

    Molecular weight
    90.12 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Moderate

    Melting point expt.

    • 19.7 °C

    Boiling point

    • 77.3-77.4 °C at 1.00E+01 mm Hg
    • 77.00 to 78.00 °C. @ 10.00 mm Hg

    Flash point

    • 77.43 ˚C est.

  • Synonyms

    • (2R,3R)-butane-2,3-diol
    • 24347-58-8
    • (R,R)-Butane-2,3-diol
    • 2,3-Butanediol, (-)-
    • (R,R)-2,3-Butylene glycol
    • (R,R)-(-)-Butane-2,3-diol
    • (2r,3r)-butanediol
    • OR02B2286A
    • CHEBI:16982
    • 2,3-Butanediol, [R-(R*,R*)]-
    • 2,3-BUTANEDIOL, (R-(R*,R*))-
    • RefChem:934707
    • GlyTouCan:G94122LM
    • G94122LM
    • 246-186-9
    • (R,R)-2,3-butanediol
    • (2R,3R)-(-)-2,3-Butanediol
    • (2R,3R)-2,3-butanediol
    • (R,R)-(-)-2,3-Butanediol
    • 6982-25-8
    • MFCD00064267
    • D-(-)-2,3-Butanediol
    • (R,R)-(-)-2,3-Butylene Glycol
    • (-)-2,3-butanediol
    • 2,3-Butanediol, threo-
    • Levo-2,3-Butanediol
    • (-)-(2R,3R)-Butanediol
    • 6510BGK6C5
    • (-)-(2R,3R)-2,3-BUTANEDIOL
    • 2,3-Butanediol #
    • BU3
    • 2,3-Butanediol, (R*,R*)-(+-)-
    • UNII-6510BGK6C5
    • UNII-OR02B2286A
    • (+/-)-2,3-BUTANEDIOL
    • NSC-249246
    • (2R,3R)-rel-2,3-Butanediol
    • EINECS 246-186-9
    • (r,r)-2,3 butanediol
    • D(-)-2,3-butanediol
    • D-2,3-BUTANEDIOL
    • L-(-)-2,3-Butanediol
    • SCHEMBL283825
    • THREO-2,3-BUTANEDIOL
    • orb1302593
    • SCHEMBL2381792
    • (-)-(r,r)-2,3-butanediol
    • rel-(2R,3R)-2,3-Butanediol
    • 2,3-Butanediol, (R*,R*)-
    • DTXSID801026532
    • DTXSID801031371
    • NSC15829
    • Rel-(2R,3R)-Butane-2,3-diol
    • (2R,3R)-(-)-2,3-butandiol
    • (R,R)-(-)-2,3-Dihydroxybutane
    • (2R, 3R)(-)-2,3-butanediol
    • (2R,3R)-(?)-2,3-Butanediol
    • BBL101946
    • MSK162203
    • NSC-15829
    • s3333
    • STL555743
    • (2R, 3R)-(-)-2,3-butanediol
    • AKOS015907648
    • AKOS016015450
    • CS-W016670
    • EBC-152055
    • FB02473
    • HY-W015954
    • 2,3-BUTANEDIOL, (+/-)-
    • 2,3-BUTANEDIOL, (2R,3R)-
    • AC-26496
    • AS-57289
    • BP-30189
    • SY047189
    • 2,3-BUTANEDIOL, (2R,3R)-REL-
    • 2,3-BUTYLENE GLYCOL DL-THREO-FORM
    • DB-009316
    • (2R,3R)-(-)-2,3-Butanediol, 97%
    • NS00084625
    • 2,3-BUTANEDIOL, (2R,3R)-(-)-
    • 2,3-BUTYLENE GLYCOL D(-)-THREO-FORM
    • C03044
    • C91323
    • EN300-141851
    • 2,3-BUTANEDIOL, (R*,R*)-(+/-)-
    • 2,3-BUTYLENE GLYCOL DL-THREO-FORM [MI]
    • 347B588
    • F044769
    • 2,3-BUTYLENE GLYCOL D(-)-THREO-FORM [MI]
    • Q27102161
    • Z1255427387
    • 24347-58-8

  • Applications

    (2R,3R)-Butanediol (CAS 24347-58-8) is primarily used as a chiral building block and intermediate in pharmaceutical and fine-chemical synthesis, enabling enantioselective routes to value-added compounds. It also serves as a diol monomer or chain extender in the production of polyesters and polyurethanes, influencing polymer properties. In coatings, inks and related formulations, it can function as a solvent or co-solvent and, in some systems, as a crosslinking component. In cosmetics and personal care, it may be employed as a solvent or humectant in formulations. It can be explored as a precursor in fragrance and flavor chemistry, leveraging its chirality to access chiral aroma compounds. Additionally, it is used as a specialty solvent and chemical intermediate in various industrial manufacturing processes, subject to formulation limits and local regulations.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 172.16
    methanol 299.47
    isopropanol 103.26
    water 231.52
    ethyl acetate 16.28
    n-propanol 132.29
    acetone 26.0
    n-butanol 114.83
    acetonitrile 33.49
    DMF 76.27
    toluene 2.55
    isobutanol 83.8
    1,4-dioxane 45.74
    methyl acetate 25.03
    THF 75.58
    2-butanone 27.53
    n-pentanol 48.48
    sec-butanol 95.12
    n-hexane 5.29
    ethylene glycol 148.04
    NMP 94.22
    cyclohexane 5.84
    DMSO 92.12
    n-butyl acetate 10.64
    n-octanol 25.6
    chloroform 29.81
    n-propyl acetate 10.15
    acetic acid 210.2
    dichloromethane 21.28
    cyclohexanone 38.27
    propylene glycol 146.99
    isopropyl acetate 9.44
    DMAc 71.97
    2-ethoxyethanol 80.51
    isopentanol 65.11
    n-heptane 6.11
    ethyl formate 31.8
    1,2-dichloroethane 12.8
    n-hexanol 42.46
    2-methoxyethanol 183.95
    isobutyl acetate 5.82
    tetrachloromethane 15.34
    n-pentyl acetate 13.4
    transcutol 102.29
    n-heptanol 32.97
    ethylbenzene 2.66
    MIBK 9.48
    2-propoxyethanol 63.75
    tert-butanol 96.19
    MTBE 24.39
    2-butoxyethanol 59.14
    propionic acid 123.15
    o-xylene 4.49
    formic acid 279.33
    diethyl ether 18.16
    m-xylene 2.98
    p-xylene 4.13
    chlorobenzene 5.29
    dimethyl carbonate 6.9
    n-octane 2.79
    formamide 198.46
    cyclopentanone 57.19
    2-pentanone 16.95
    anisole 7.51
    cyclopentyl methyl ether 24.08
    gamma-butyrolactone 72.62
    1-methoxy-2-propanol 91.79
    pyridine 21.96
    3-pentanone 13.81
    furfural 60.43
    n-dodecane 1.8
    diethylene glycol 88.52
    diisopropyl ether 5.78
    tert-amyl alcohol 90.8
    acetylacetone 14.14
    n-hexadecane 1.78
    acetophenone 9.97
    methyl propionate 18.05
    isopentyl acetate 10.3
    trichloroethylene 20.44
    n-nonanol 21.8
    cyclohexanol 56.13
    benzyl alcohol 16.96
    2-ethylhexanol 21.12
    isooctanol 24.3
    dipropyl ether 12.42
    1,2-dichlorobenzene 5.94
    ethyl lactate 15.99
    propylene carbonate 31.7
    n-methylformamide 92.21
    2-pentanol 52.51
    n-pentane 6.7
    1-propoxy-2-propanol 42.51
    1-methoxy-2-propyl acetate 12.58
    2-(2-methoxypropoxy) propanol 36.81
    mesitylene 2.75
    ε-caprolactone 39.73
    p-cymene 4.46
    epichlorohydrin 40.87
    1,1,1-trichloroethane 11.26
    2-aminoethanol 204.85
    morpholine-4-carbaldehyde 73.98
    sulfolane 89.31
    2,2,4-trimethylpentane 4.31
    2-methyltetrahydrofuran 50.77
    n-hexyl acetate 17.87
    isooctane 2.1
    2-(2-butoxyethoxy)ethanol 53.1
    sec-butyl acetate 6.56
    tert-butyl acetate 11.08
    decalin 2.84
    glycerin 203.2
    diglyme 65.63
    acrylic acid 112.17
    isopropyl myristate 7.12
    n-butyric acid 91.74
    acetyl acetate 10.59
    di(2-ethylhexyl) phthalate 11.73
    ethyl propionate 9.37
    nitromethane 98.66
    1,2-diethoxyethane 15.85
    benzonitrile 10.83
    trioctyl phosphate 9.89
    1-bromopropane 9.87
    gamma-valerolactone 69.48
    n-decanol 15.12
    triethyl phosphate 8.68
    4-methyl-2-pentanol 21.63
    propionitrile 28.93
    vinylene carbonate 25.6
    1,1,2-trichlorotrifluoroethane 80.05
    DMS 9.75
    cumene 3.46
    2-octanol 18.55
    2-hexanone 11.22
    octyl acetate 10.75
    limonene 7.43
    1,2-dimethoxyethane 51.74
    ethyl orthosilicate 9.22
    tributyl phosphate 9.62
    diacetone alcohol 31.02
    N,N-dimethylaniline 8.62
    acrylonitrile 34.48
    aniline 18.1
    1,3-propanediol 199.15
    bromobenzene 3.2
    dibromomethane 15.79
    1,1,2,2-tetrachloroethane 22.74
    2-methyl-cyclohexyl acetate 11.6
    tetrabutyl urea 12.5
    diisobutyl methanol 11.58
    2-phenylethanol 15.07
    styrene 2.69
    dioctyl adipate 11.72
    dimethyl sulfate 14.63
    ethyl butyrate 10.16
    methyl lactate 31.65
    butyl lactate 22.17
    diethyl carbonate 7.08
    propanediol butyl ether 57.84
    triethyl orthoformate 10.71
    p-tert-butyltoluene 4.68
    methyl 4-tert-butylbenzoate 20.25
    morpholine 73.53
    tert-butylamine 55.91
    n-dodecanol 10.93
    dimethoxymethane 24.66
    ethylene carbonate 21.35
    cyrene 36.04
    2-ethoxyethyl acetate 15.69
    2-ethylhexyl acetate 8.22
    1,2,4-trichlorobenzene 8.24
    4-methylpyridine 14.71
    dibutyl ether 10.97
    2,6-dimethyl-4-heptanol 11.58
    DEF 28.99
    dimethyl isosorbide 40.6
    tetrachloroethylene 25.81
    eugenol 25.23
    triacetin 18.22
    span 80 41.28
    1,4-butanediol 73.51
    1,1-dichloroethane 11.06
    2-methyl-1-pentanol 35.84
    methyl formate 46.69
    2-methyl-1-butanol 75.06
    n-decane 3.04
    butyronitrile 28.18
    3,7-dimethyl-1-octanol 18.65
    1-chlorooctane 6.95
    1-chlorotetradecane 3.06
    n-nonane 3.04
    undecane 2.21
    tert-butylcyclohexane 3.07
    cyclooctane 2.8
    cyclopentanol 85.4
    tetrahydropyran 35.54
    tert-amyl methyl ether 21.9
    2,5,8-trioxanonane 52.9
    1-hexene 8.64
    2-isopropoxyethanol 41.77
    2,2,2-trifluoroethanol 105.4
    methyl butyrate 15.41

    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