N-Hydroxysuccinimide

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  • Identifiers

    CAS number
    6066-82-6

    Molecular formula
    C4H5NO3

    SMILES
    C1CC(=O)N(C1=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Sweet 51.92%
    Caramellic 49.01%
    Odorless 48.79%
    Burnt 36.98%
    Nutty 21.12%
    Ethereal 18.44%
    Sharp 17.84%
    Buttery 17.55%
    Coffee 16.0%
    Spicy 14.69%

     

    Flavor
    Bitter 41.07%
    Odorless 30.71%
    Very mild 26.06%
    Maple 23.47%
    Caramel 22.97%
    Bread 22.16%
    Fenugreek 21.88%
    Maple syrup 21.15%
    Extremely sweet 20.96%
    Seedy 20.8%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.4

    pKa est.
    6.36 (neutral)

    Molecular weight
    115.09 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    353°C

    Flash point

    • 119.43 ˚C est.

  • Synonyms

    • N-Hydroxysuccinimide
    • 6066-82-6
    • 1-hydroxypyrrolidine-2,5-dione
    • 1-Hydroxysuccinimide
    • 1-Hydroxy-2,5-pyrrolidinedione
    • Hydroxysuccinimide
    • 2,5-Pyrrolidinedione, 1-hydroxy-
    • Succinimide, N-hydroxy-
    • MJE3791M4T
    • NSC-74335
    • DTXSID7064102
    • RefChem:830145
    • DTXCID7042855
    • 228-001-3
    • HOSu
    • N-hydroxy succinimide
    • MFCD00005516
    • N-hydroxysuccinimide (HOSu)
    • NHS
    • Hosu(N-hydroxysuccinimide)
    • N-hydroxysuccinimid
    • CCRIS 2604
    • N-hydroxy-succinimide
    • EINECS 228-001-3
    • NSC 74335
    • N-hydroxysuccinic acid imide
    • UNII-MJE3791M4T
    • 1-hydroxy-pyrrolidine-2,5-dione
    • N-hydroxysucinimide
    • N-hyroxysuccinimide
    • N-Hydroxysuccinimde
    • N-Hydroxylsuccinimide
    • n-hydroxysuccin imide
    • 1-Hydroxy-2,5-pyrrolidinedione; NHS
    • HOSu.
    • 2, 1-hydroxy-
    • N-hy dr oxy succinimide
    • N-Hydroxysuccinimide NHS
    • n-hydroxysuccinimide (nhs)
    • SCHEMBL1123
    • Sigma 130672
    • N-Hydroxysuccinimide, 98%
    • NCIOpen2_000470
    • SCHEMBL44131
    • HYDROXYSUCCINIMIDE, N-
    • SCHEMBL785147
    • hydroxy-pyrrolidine-2,5-dione
    • CHEMBL403753
    • n-hydroxypyrrolidine-2,5-dione
    • orb2565681
    • SCHEMBL4698157
    • N-HYDROXYSUCCINIMIDE [MI]
    • HY-Y0623
    • NSC74335
    • STR01867
    • STL183832
    • AKOS000121489
    • AB00437
    • CS-W008598
    • FH02165
    • N-HYDROXY-2,5-DIOXOPYRROLIDINE
    • PS-4557
    • AC-10509
    • AC-15786
    • BP-13159
    • SY001334
    • DB-298765
    • B0249
    • H0623
    • NS00022482
    • EN300-17439
    • N-Hydroxysuccinimide, purum, >=97.0% (T)
    • 066H826
    • F005022
    • Q408833
    • Z56933833
    • F0001-1588
    • InChI=1/C4H5NO3/c6-3-1-2-4(7)5(3)8/h8H,1-2H
    • 6066-82-6

  • Applications

    N-Hydroxysuccinimide (CAS 6066-82-6) is widely used as a reagent to activate carboxyl groups to form reactive NHS esters that enable amide coupling with amines; typical applications include peptide synthesis and bioconjugation (labeling proteins, antibodies, enzymes, or dyes), surface functionalization and immobilization on sensors, chromatography media, and biomaterial surfaces, polymer and coating functionalization via grafting or crosslinking with amine-containing partners, and the preparation of NHS-ester intermediates for drug conjugation and diagnostic reagent development; all uses are typically subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 38.41
    methanol 101.98
    isopropanol 23.92
    water 110.96
    ethyl acetate 6.01
    n-propanol 18.48
    acetone 27.33
    n-butanol 16.3
    acetonitrile 24.53
    DMF 140.41
    toluene 2.05
    isobutanol 15.84
    1,4-dioxane 21.2
    methyl acetate 15.52
    THF 20.95
    2-butanone 16.02
    n-pentanol 12.75
    sec-butanol 17.69
    n-hexane 0.59
    ethylene glycol 26.05
    NMP 97.03
    cyclohexane 0.54
    DMSO 161.35
    n-butyl acetate 2.98
    n-octanol 4.81
    chloroform 8.38
    n-propyl acetate 3.93
    acetic acid 57.53
    dichloromethane 15.57
    cyclohexanone 14.85
    propylene glycol 16.54
    isopropyl acetate 4.46
    DMAc 146.49
    2-ethoxyethanol 44.79
    isopentanol 18.58
    n-heptane 0.48
    ethyl formate 18.79
    1,2-dichloroethane 10.8
    n-hexanol 4.99
    2-methoxyethanol 75.5
    isobutyl acetate 2.03
    tetrachloromethane 3.05
    n-pentyl acetate 5.24
    transcutol 60.13
    n-heptanol 5.89
    ethylbenzene 2.17
    MIBK 7.16
    2-propoxyethanol 15.55
    tert-butanol 27.27
    MTBE 10.72
    2-butoxyethanol 18.54
    propionic acid 18.47
    o-xylene 3.43
    formic acid 128.06
    diethyl ether 6.55
    m-xylene 2.04
    p-xylene 3.75
    chlorobenzene 2.88
    dimethyl carbonate 9.77
    n-octane 0.36
    formamide 230.4
    cyclopentanone 22.52
    2-pentanone 8.57
    anisole 8.34
    cyclopentyl methyl ether 5.84
    gamma-butyrolactone 35.53
    1-methoxy-2-propanol 35.92
    pyridine 17.37
    3-pentanone 6.72
    furfural 59.07
    n-dodecane 0.33
    diethylene glycol 24.06
    diisopropyl ether 2.02
    tert-amyl alcohol 26.4
    acetylacetone 13.14
    n-hexadecane 0.36
    acetophenone 11.79
    methyl propionate 8.33
    isopentyl acetate 4.03
    trichloroethylene 16.41
    n-nonanol 4.73
    cyclohexanol 7.53
    benzyl alcohol 13.52
    2-ethylhexanol 3.22
    isooctanol 5.34
    dipropyl ether 2.43
    1,2-dichlorobenzene 4.25
    ethyl lactate 7.0
    propylene carbonate 15.79
    n-methylformamide 83.31
    2-pentanol 9.65
    n-pentane 0.6
    1-propoxy-2-propanol 9.21
    1-methoxy-2-propyl acetate 5.64
    2-(2-methoxypropoxy) propanol 21.6
    mesitylene 1.78
    ε-caprolactone 14.68
    p-cymene 1.83
    epichlorohydrin 30.83
    1,1,1-trichloroethane 5.31
    2-aminoethanol 37.39
    morpholine-4-carbaldehyde 73.61
    sulfolane 66.68
    2,2,4-trimethylpentane 0.62
    2-methyltetrahydrofuran 13.33
    n-hexyl acetate 6.03
    isooctane 0.33
    2-(2-butoxyethoxy)ethanol 24.93
    sec-butyl acetate 2.77
    tert-butyl acetate 5.9
    decalin 0.51
    glycerin 32.77
    diglyme 54.84
    acrylic acid 24.89
    isopropyl myristate 2.67
    n-butyric acid 15.53
    acetyl acetate 5.62
    di(2-ethylhexyl) phthalate 6.26
    ethyl propionate 3.89
    nitromethane 104.64
    1,2-diethoxyethane 8.51
    benzonitrile 9.88
    trioctyl phosphate 3.68
    1-bromopropane 3.88
    gamma-valerolactone 47.11
    n-decanol 3.4
    triethyl phosphate 3.99
    4-methyl-2-pentanol 6.65
    propionitrile 10.82
    vinylene carbonate 16.77
    1,1,2-trichlorotrifluoroethane 32.51
    DMS 7.25
    cumene 2.29
    2-octanol 4.16
    2-hexanone 6.34
    octyl acetate 3.72
    limonene 2.1
    1,2-dimethoxyethane 49.67
    ethyl orthosilicate 3.67
    tributyl phosphate 3.94
    diacetone alcohol 17.6
    N,N-dimethylaniline 10.83
    acrylonitrile 20.37
    aniline 7.74
    1,3-propanediol 37.71
    bromobenzene 2.2
    dibromomethane 8.01
    1,1,2,2-tetrachloroethane 11.43
    2-methyl-cyclohexyl acetate 4.07
    tetrabutyl urea 7.29
    diisobutyl methanol 2.94
    2-phenylethanol 6.91
    styrene 2.62
    dioctyl adipate 4.98
    dimethyl sulfate 28.38
    ethyl butyrate 3.3
    methyl lactate 14.95
    butyl lactate 7.7
    diethyl carbonate 3.2
    propanediol butyl ether 18.3
    triethyl orthoformate 3.65
    p-tert-butyltoluene 1.72
    methyl 4-tert-butylbenzoate 15.02
    morpholine 26.52
    tert-butylamine 12.36
    n-dodecanol 2.49
    dimethoxymethane 34.68
    ethylene carbonate 10.76
    cyrene 25.47
    2-ethoxyethyl acetate 9.15
    2-ethylhexyl acetate 2.76
    1,2,4-trichlorobenzene 5.55
    4-methylpyridine 15.83
    dibutyl ether 3.28
    2,6-dimethyl-4-heptanol 2.94
    DEF 24.94
    dimethyl isosorbide 24.89
    tetrachloroethylene 10.88
    eugenol 16.64
    triacetin 10.71
    span 80 12.57
    1,4-butanediol 20.83
    1,1-dichloroethane 6.04
    2-methyl-1-pentanol 14.48
    methyl formate 60.95
    2-methyl-1-butanol 17.36
    n-decane 0.51
    butyronitrile 10.72
    3,7-dimethyl-1-octanol 4.83
    1-chlorooctane 1.53
    1-chlorotetradecane 0.74
    n-nonane 0.45
    undecane 0.4
    tert-butylcyclohexane 0.5
    cyclooctane 0.28
    cyclopentanol 10.81
    tetrahydropyran 7.0
    tert-amyl methyl ether 9.25
    2,5,8-trioxanonane 40.31
    1-hexene 1.92
    2-isopropoxyethanol 21.96
    2,2,2-trifluoroethanol 42.35
    methyl butyrate 7.42

    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