L-Rhamnose

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  • Identifiers

    CAS number
    73-34-7

    Molecular formula
    C6H12O5

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

  • Odor profile

    Fragrance
    Odorless 63.15%
    Sweet 46.57%
    Caramellic 37.03%
    Woody 32.45%
    Vanilla 22.55%
    Burnt 22.53%
    Smoky 20.72%
    Phenolic 20.46%
    Milky 20.0%
    Creamy 19.69%

     

    Flavor
    Sweet 85.79%
    Odorless 53.77%
    Bitter 43.28%
    Sweet-like 29.02%
    Cauliflower 22.49%
    Very slight 22.4%
    Alcoholic 21.49%
    Caramel 21.05%
    Mentholic 20.97%
    Vanilla 20.93%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.1

    pKa est.
    6.27 (neutral)

    Molecular weight
    164.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Melting point expt.

    • 122 °C

    Boiling point

    • 398.00 to 399.00 °C. @ 760.00 mm Hg

    Flash point

    • 162.16 ˚C est.

  • Synonyms

    • rhamnose
    • L-rhamnose
    • 6-Deoxy-L-mannopyranose
    • 6-deoxy-L-mannose
    • L-Rha
    • 6-deoxy-Mannose
    • 6-Deoxy-Mannopyranose
    • 6-deoxy-mannopyranoside
    • 6-Deoxy-L-Mannopyranoside
    • Rha
    • L-Rhamnopyranose
    • L-(+)-RHAMNOSE
    • Mannose, 6-deoxy-
    • (3R,4R,5R,6S)-6-methyloxane-2,3,4,5-tetrol
    • Rhamnopyranose
    • 73-34-7
    • L-Mannopyranose, 6-deoxy-
    • isodulcit
    • CHEBI:62346
    • 10485-94-6
    • DTXSID801019197
    • alpha-L-Rhamnose
    • Deoxymannose
    • ramnose
    • L-rhamnoses
    • DL-Rhamnose
    • NSC-287050
    • 6-Deoxy-DL-mannose
    • 6-deoxy-l(+)-mannose
    • DL-Mannose, 6-deoxy-
    • Epitope ID:225177
    • l-rhamnose for biochemistry
    • Uridine diphosphate rhamnose
    • L-(+)-Rhamnose 1-hydrate
    • SCHEMBL713153
    • CHEMBL5308434
    • DTXCID5022647
    • CHEBI:26546
    • CHEBI:62345
    • DTXCID501477194
    • AKOS017343737
    • P-(6-deoxy-b-L-mannopyranosyl) ester
    • Mono(6-deoxy-b-L-mannopyranosyl) ester
    • BS-10029
    • P-(6-deoxy-beta-L-mannopyranosyl) ester
    • Mono(6-deoxy-beta-L-mannopyranosyl) ester
    • C00507
    • EN300-1697438
    • L-(+)-Rhamnose Hydrate = 6-Deoxy-L-mannose Monohydrate
    • 222-793-4

  • Applications

    L-Rhamnose is primarily used as a chiral building block and intermediate for the synthesis of glycosides and oligosaccharides, supporting pharmaceutical and biotech applications. It also serves as a precursor for glycosylated compounds, including neoglycoconjugates and glycopeptides, in medicinal chemistry and agrochemical research. In analytical and quality-control workflows, L-rhamnose is employed as a reference standard and as a substrate in chemoenzymatic synthesis. In cosmetics and personal care, rhamnose-based derivatives are explored as carbohydrate-based ingredients or glycosylated actives to modulate solubility and skin interactions. In biotech and fermentation studies, it can be used as a carbon source or substrate for enzymatic glycosylation and other enzymatic transformations, aiding process development.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 4.67
    methanol 21.27
    isopropanol 2.36
    water 440.73
    ethyl acetate 1.98
    n-propanol 2.46
    acetone 2.39
    n-butanol 2.23
    acetonitrile 1.13
    DMF 56.46
    toluene 0.32
    isobutanol 1.65
    1,4-dioxane 9.02
    methyl acetate 1.11
    THF 9.36
    2-butanone 1.56
    n-pentanol 1.32
    sec-butanol 2.47
    n-hexane 0.13
    ethylene glycol 103.78
    NMP 62.31
    cyclohexane 0.44
    DMSO 404.81
    n-butyl acetate 1.19
    n-octanol 2.46
    chloroform 0.51
    n-propyl acetate 0.84
    acetic acid 24.96
    dichloromethane 0.8
    cyclohexanone 5.37
    propylene glycol 29.73
    isopropyl acetate 1.76
    DMAc 43.2
    2-ethoxyethanol 24.09
    isopentanol 2.48
    n-heptane 0.62
    ethyl formate 2.21
    1,2-dichloroethane 1.0
    n-hexanol 3.09
    2-methoxyethanol 60.54
    isobutyl acetate 0.43
    tetrachloromethane 0.64
    n-pentyl acetate 1.44
    transcutol 26.31
    n-heptanol 3.37
    ethylbenzene 0.31
    MIBK 2.63
    2-propoxyethanol 19.52
    tert-butanol 5.19
    MTBE 1.26
    2-butoxyethanol 12.39
    propionic acid 6.41
    o-xylene 0.89
    formic acid 329.41
    diethyl ether 1.14
    m-xylene 0.84
    p-xylene 0.35
    chlorobenzene 0.26
    dimethyl carbonate 3.37
    n-octane 0.32
    formamide 163.58
    cyclopentanone 7.1
    2-pentanone 2.42
    anisole 0.94
    cyclopentyl methyl ether 3.91
    gamma-butyrolactone 13.06
    1-methoxy-2-propanol 29.51
    pyridine 1.41
    3-pentanone 1.86
    furfural 18.19
    n-dodecane 0.21
    diethylene glycol 64.71
    diisopropyl ether 0.76
    tert-amyl alcohol 4.97
    acetylacetone 7.34
    n-hexadecane 0.23
    acetophenone 2.04
    methyl propionate 2.94
    isopentyl acetate 1.3
    trichloroethylene 1.28
    n-nonanol 2.33
    cyclohexanol 4.56
    benzyl alcohol 2.45
    2-ethylhexanol 1.99
    isooctanol 2.79
    dipropyl ether 1.81
    1,2-dichlorobenzene 0.58
    ethyl lactate 4.74
    propylene carbonate 5.16
    n-methylformamide 25.31
    2-pentanol 1.99
    n-pentane 0.19
    1-propoxy-2-propanol 10.85
    1-methoxy-2-propyl acetate 5.18
    2-(2-methoxypropoxy) propanol 11.97
    mesitylene 1.05
    ε-caprolactone 6.43
    p-cymene 1.05
    epichlorohydrin 6.18
    1,1,1-trichloroethane 0.46
    2-aminoethanol 45.53
    morpholine-4-carbaldehyde 58.36
    sulfolane 69.06
    2,2,4-trimethylpentane 0.22
    2-methyltetrahydrofuran 3.43
    n-hexyl acetate 1.99
    isooctane 0.18
    2-(2-butoxyethoxy)ethanol 16.11
    sec-butyl acetate 0.69
    tert-butyl acetate 2.88
    decalin 0.23
    glycerin 137.18
    diglyme 27.39
    acrylic acid 11.73
    isopropyl myristate 1.07
    n-butyric acid 5.59
    acetyl acetate 2.18
    di(2-ethylhexyl) phthalate 2.27
    ethyl propionate 1.14
    nitromethane 22.36
    1,2-diethoxyethane 2.4
    benzonitrile 1.01
    trioctyl phosphate 2.22
    1-bromopropane 0.29
    gamma-valerolactone 23.09
    n-decanol 1.8
    triethyl phosphate 2.0
    4-methyl-2-pentanol 2.02
    propionitrile 0.64
    vinylene carbonate 3.99
    1,1,2-trichlorotrifluoroethane 35.45
    DMS 2.37
    cumene 0.42
    2-octanol 1.94
    2-hexanone 0.92
    octyl acetate 1.55
    limonene 1.51
    1,2-dimethoxyethane 12.07
    ethyl orthosilicate 1.8
    tributyl phosphate 1.65
    diacetone alcohol 12.79
    N,N-dimethylaniline 1.67
    acrylonitrile 1.41
    aniline 1.28
    1,3-propanediol 36.56
    bromobenzene 0.2
    dibromomethane 0.46
    1,1,2,2-tetrachloroethane 1.82
    2-methyl-cyclohexyl acetate 1.8
    tetrabutyl urea 3.1
    diisobutyl methanol 2.21
    2-phenylethanol 3.2
    styrene 0.22
    dioctyl adipate 1.89
    dimethyl sulfate 16.37
    ethyl butyrate 1.49
    methyl lactate 14.21
    butyl lactate 3.83
    diethyl carbonate 0.95
    propanediol butyl ether 13.14
    triethyl orthoformate 1.8
    p-tert-butyltoluene 1.19
    methyl 4-tert-butylbenzoate 6.73
    morpholine 10.53
    tert-butylamine 1.7
    n-dodecanol 1.41
    dimethoxymethane 15.5
    ethylene carbonate 3.07
    cyrene 22.18
    2-ethoxyethyl acetate 2.65
    2-ethylhexyl acetate 0.99
    1,2,4-trichlorobenzene 0.8
    4-methylpyridine 1.16
    dibutyl ether 0.92
    2,6-dimethyl-4-heptanol 2.21
    DEF 10.07
    dimethyl isosorbide 19.52
    tetrachloroethylene 2.47
    eugenol 8.27
    triacetin 4.37
    span 80 10.96
    1,4-butanediol 14.97
    1,1-dichloroethane 0.3
    2-methyl-1-pentanol 1.51
    methyl formate 14.28
    2-methyl-1-butanol 2.27
    n-decane 0.34
    butyronitrile 0.73
    3,7-dimethyl-1-octanol 2.15
    1-chlorooctane 0.72
    1-chlorotetradecane 0.37
    n-nonane 0.33
    undecane 0.26
    tert-butylcyclohexane 0.19
    cyclooctane 0.4
    cyclopentanol 5.37
    tetrahydropyran 2.03
    tert-amyl methyl ether 2.06
    2,5,8-trioxanonane 25.91
    1-hexene 0.18
    2-isopropoxyethanol 10.02
    2,2,2-trifluoroethanol 35.25
    methyl butyrate 1.51

    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