N-Acetyl-Alpha-D-Glucosamine

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  • Identifiers

    CAS number
    10036-64-3

    Molecular formula
    C8H15NO6

    SMILES
    CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1O)CO)O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 77.14%
    Sweet 30.2%
    Savory 26.75%
    Meaty 19.16%
    Milky 17.77%
    Cooling 17.43%
    Bitter 15.87%
    Caramellic 14.8%
    Burnt 14.02%
    Fishy 13.86%

     

    Flavor
    Odorless 58.48%
    Bitter 45.8%
    Sweet 42.59%
    Sweet-like 29.78%
    Very mild 24.0%
    Bland 22.47%
    Very slight 22.07%
    Cauliflower 21.44%
    Mild 20.58%
    Fenugreek 20.31%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.7

    pKa est.
    6.02 (neutral)

    Molecular weight
    221.21 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1110°C

    Flash point

    • 234.07 ˚C est.

  • Synonyms

    • 10036-64-3
    • N-Acetyl-alpha-D-glucosamine
    • 2-Acetamido-2-deoxy-alpha-D-glucopyranose
    • alpha-GlcNAc
    • alpha-D-GlcNAc
    • 2-(acetylamino)-2-deoxy-alpha-D-glucopyranose
    • T13TI5GH3D
    • alpha-D-Glucopyranose, 2-(acetylamino)-2-deoxy-
    • CHEBI:44278
    • RefChem:828865
    • GlyTouCan:G68544GH
    • G68544GH
    • 233-115-1
    • N-((2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide
    • 2-(ACETYLAMINO)-2-DEOXY-A-D-GLUCOPYRANOSE
    • N-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
    • N-Acetyl-?-D-glucosamine
    • MFCD00064359
    • N-Acetyl-.alpha.-D-glucosamine
    • .alpha.-D-Glucopyranose, 2-(acetylamino)-2-deoxy-
    • C8H15NO6
    • 2-Acetamido-2-deoxy-.alpha.-D-glucopyranose
    • N-[(2S,3R,4R,5S,6R)-2,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]acetamide
    • NDG
    • UNII-T13TI5GH3D
    • N-acetyl-|A-D-glucosamine
    • 1rdn
    • 2-(Acetylamino)-2-deoxyhexopyranose #
    • EINECS 233-115-1
    • SCHEMBL19899
    • Glucopyranose, 2-acetamido-2-deoxy-, .alpha.-D-
    • orb2941959
    • CHEMBL1234669
    • DTXSID20905442
    • OVRNDRQMDRJTHS-TXXZRHAASA-N
    • CCG-45087
    • EBC-48103
    • SBB096110
    • AKOS015903840
    • DB03740
    • HY-W271517
    • MA45477
    • 2-Acetamido-2-deoxy-?-D-glucopyranose
    • AC-19960
    • PS-11249
    • 2-Acetamido-2-deoxy- alpha -D-glucopyranose
    • a-D-Glucopyranose,2-(acetylamino)-2-deoxy-
    • CS-0316763
    • NS00069393
    • |A-D-Glucopyranose, 2-(acetylamino)-2-deoxy-
    • 2-ACETAMIDO-2-DEOXY-.ALPHA.-D-GLUCOSE
    • C13970
    • C20328
    • EN300-7364454
    • .alpha.-D-glucopyranoside, 2-acetamido-2-deoxy-,
    • F721873
    • 2-Deoxy-2-[(1-hydroxyethylidene)amino]hexopyranose
    • 2-DEOXY-2-ACETAMIDO-.ALPHA.-D-GLUCOPYRANOSE
    • SR-01000634877-1
    • 2-Acetamido-2-deoxy-alpha-D-glucopyranose, AldrichCPR
    • BRD-K41608622-001-01-2
    • Q27120550
    • GLUCOPYRANOSE, 2-ACETAMIDO-2-DEOXY-, .ALPHA.-D
    • N-[(2S,3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamide
    • alpha-N-Acetyl-D-glucosamine, N-[(2S,3R,4R,5S,6R)-6-(Hydroxymethyl)-2,4,5-trihydroxytetrahydro-2H-pyran-3-yl]acetamide, 2-(Acetylamino)-2-deoxy-alpha-D-glucopyranose
    • N-[(2S,5S,3R,4R,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)-2H-3,4,5,6-tetrahydropy ran-3-yl]acetamide
    • 10036-64-3

  • Applications

    N-Acetyl-Alpha-D-Glucosamine (CAS 10036-64-3) is a carbohydrate-derived building block used primarily as a precursor for biopolymers based on chitin and chitosan, enabling the synthesis of derivatives, hydrogels, films, and coatings for bio-based materials and water-treatment applications; it serves as an intermediate in the preparation of glycosaminoglycans and glycoconjugates for pharmaceutical research and drug-delivery systems; it is employed in cosmetics and personal care as a precursor for skin-conditioning polymers and cosmetic actives; in agriculture it provides feedstock for chitosan-derived compounds used in agricultural coatings and plant-protection products; it is used in industrial manufacturing as a precursor for bio-based polymers and specialty materials; and as a laboratory reagent, it functions as a substrate for enzymatic studies and carbohydrate chemistry.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 1.33
    methanol 7.2
    isopropanol 0.64
    water 381.2
    ethyl acetate 0.37
    n-propanol 0.7
    acetone 0.7
    n-butanol 0.58
    acetonitrile 0.49
    DMF 124.06
    toluene 0.27
    isobutanol 0.43
    1,4-dioxane 4.3
    methyl acetate 0.33
    THF 3.72
    2-butanone 0.41
    n-pentanol 0.44
    sec-butanol 0.58
    n-hexane 0.09
    ethylene glycol 37.68
    NMP 80.15
    cyclohexane 0.37
    DMSO 230.6
    n-butyl acetate 0.38
    n-octanol 0.62
    chloroform 0.14
    n-propyl acetate 0.3
    acetic acid 8.77
    dichloromethane 0.23
    cyclohexanone 2.98
    propylene glycol 12.26
    isopropyl acetate 0.34
    DMAc 60.14
    2-ethoxyethanol 10.4
    isopentanol 0.58
    n-heptane 0.3
    ethyl formate 1.23
    1,2-dichloroethane 0.32
    n-hexanol 0.83
    2-methoxyethanol 33.24
    isobutyl acetate 0.16
    tetrachloromethane 0.17
    n-pentyl acetate 0.35
    transcutol 7.34
    n-heptanol 0.85
    ethylbenzene 0.24
    MIBK 0.54
    2-propoxyethanol 6.76
    tert-butanol 1.34
    MTBE 0.31
    2-butoxyethanol 3.91
    propionic acid 1.62
    o-xylene 0.58
    formic acid 218.75
    diethyl ether 0.33
    m-xylene 0.41
    p-xylene 0.29
    chlorobenzene 0.12
    dimethyl carbonate 2.12
    n-octane 0.14
    formamide 121.19
    cyclopentanone 3.41
    2-pentanone 0.49
    anisole 0.54
    cyclopentyl methyl ether 1.71
    gamma-butyrolactone 6.18
    1-methoxy-2-propanol 12.28
    pyridine 1.26
    3-pentanone 0.54
    furfural 13.77
    n-dodecane 0.07
    diethylene glycol 25.74
    diisopropyl ether 0.19
    tert-amyl alcohol 1.17
    acetylacetone 1.77
    n-hexadecane 0.08
    acetophenone 1.18
    methyl propionate 1.0
    isopentyl acetate 0.38
    trichloroethylene 0.37
    n-nonanol 0.64
    cyclohexanol 1.99
    benzyl alcohol 1.31
    2-ethylhexanol 0.59
    isooctanol 0.65
    dipropyl ether 0.79
    1,2-dichlorobenzene 0.23
    ethyl lactate 2.12
    propylene carbonate 2.7
    n-methylformamide 27.59
    2-pentanol 0.44
    n-pentane 0.1
    1-propoxy-2-propanol 3.67
    1-methoxy-2-propyl acetate 1.69
    2-(2-methoxypropoxy) propanol 4.64
    mesitylene 0.4
    ε-caprolactone 3.36
    p-cymene 0.38
    epichlorohydrin 2.25
    1,1,1-trichloroethane 0.1
    2-aminoethanol 18.07
    morpholine-4-carbaldehyde 55.38
    sulfolane 36.27
    2,2,4-trimethylpentane 0.06
    2-methyltetrahydrofuran 1.25
    n-hexyl acetate 0.5
    isooctane 0.03
    2-(2-butoxyethoxy)ethanol 5.59
    sec-butyl acetate 0.21
    tert-butyl acetate 0.63
    decalin 0.12
    glycerin 78.0
    diglyme 10.9
    acrylic acid 4.13
    isopropyl myristate 0.28
    n-butyric acid 1.49
    acetyl acetate 0.49
    di(2-ethylhexyl) phthalate 0.7
    ethyl propionate 0.45
    nitromethane 9.98
    1,2-diethoxyethane 0.87
    benzonitrile 0.64
    trioctyl phosphate 0.61
    1-bromopropane 0.11
    gamma-valerolactone 16.23
    n-decanol 0.52
    triethyl phosphate 0.99
    4-methyl-2-pentanol 0.4
    propionitrile 0.33
    vinylene carbonate 2.91
    1,1,2-trichlorotrifluoroethane 15.97
    DMS 0.76
    cumene 0.24
    2-octanol 0.46
    2-hexanone 0.35
    octyl acetate 0.42
    limonene 0.57
    1,2-dimethoxyethane 8.49
    ethyl orthosilicate 0.85
    tributyl phosphate 0.55
    diacetone alcohol 3.66
    N,N-dimethylaniline 1.1
    acrylonitrile 0.94
    aniline 0.87
    1,3-propanediol 12.53
    bromobenzene 0.1
    dibromomethane 0.14
    1,1,2,2-tetrachloroethane 0.52
    2-methyl-cyclohexyl acetate 0.75
    tetrabutyl urea 1.34
    diisobutyl methanol 0.51
    2-phenylethanol 1.18
    styrene 0.17
    dioctyl adipate 0.62
    dimethyl sulfate 10.04
    ethyl butyrate 0.6
    methyl lactate 7.78
    butyl lactate 1.17
    diethyl carbonate 0.44
    propanediol butyl ether 4.46
    triethyl orthoformate 0.89
    p-tert-butyltoluene 0.39
    methyl 4-tert-butylbenzoate 2.12
    morpholine 6.64
    tert-butylamine 0.51
    n-dodecanol 0.42
    dimethoxymethane 10.34
    ethylene carbonate 2.03
    cyrene 12.85
    2-ethoxyethyl acetate 0.63
    2-ethylhexyl acetate 0.32
    1,2,4-trichlorobenzene 0.3
    4-methylpyridine 1.05
    dibutyl ether 0.35
    2,6-dimethyl-4-heptanol 0.51
    DEF 5.67
    dimethyl isosorbide 8.08
    tetrachloroethylene 0.65
    eugenol 2.95
    triacetin 1.16
    span 80 3.42
    1,4-butanediol 5.78
    1,1-dichloroethane 0.08
    2-methyl-1-pentanol 0.44
    methyl formate 13.1
    2-methyl-1-butanol 0.57
    n-decane 0.12
    butyronitrile 0.31
    3,7-dimethyl-1-octanol 0.49
    1-chlorooctane 0.2
    1-chlorotetradecane 0.11
    n-nonane 0.13
    undecane 0.09
    tert-butylcyclohexane 0.07
    cyclooctane 0.24
    cyclopentanol 2.1
    tetrahydropyran 1.17
    tert-amyl methyl ether 0.56
    2,5,8-trioxanonane 10.11
    1-hexene 0.13
    2-isopropoxyethanol 3.67
    2,2,2-trifluoroethanol 13.62
    methyl butyrate 0.73

    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