Hydroxylamine

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  • Identifiers

    CAS number
    7803-49-8

    Molecular formula
    H3NO

    SMILES
    NO

    Safety labels

    Explosive
    Explosive

    Corrosive
    Corrosive

    Irritant
    Irritant

    Health Hazard
    Health

    Environmental Hazard
    Environmental

  • Odor profile

    Fragrance
    Odorless 63.95%
    Fishy 50.36%
    Ripe 34.5%
    Cheesy 33.82%
    Alcoholic 29.76%
    Fermented 26.17%
    Oily 20.85%
    Pungent 19.41%
    Solvent 16.47%
    Sharp 16.39%

     

    Flavor
    Bitter 54.67%
    Odorless 42.87%
    Pungent 32.22%
    Alcoholic 28.29%
    Rotten 25.5%
    Egg 24.31%
    Decomposing cabbage 23.5%
    Formyl 22.22%
    Very slight 20.15%
    Mousy 20.13%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -1.2

    pKa est.
    4.25 (weak acid)

    Molecular weight
    33.03 g/mol

    Melting point expt.

    • 91.49 °F (USCG, 1999)
    • 33 °C
    • 8 °C

    Boiling point

    • 133.7 °F 22 mm 158 °F 60 mm (USCG, 1999)
    • 70 °C at 60 mm Hg
    • 107 °C

    Flash point

    • 109.9 ˚C est.
    • 265 °F (USCG, 1999)
    • [ICSC] 265 °F
    • explodes at 129 °C

    Solubility expt.

    • Very sol in water, liq ammonia, methanol; sparingly sol in ether, benzene, carbon disulfide, chloroform
    • Soluble in alcohol, acids, and cold water
    • Solubility in water at 20 °C: freely soluble

  • Synonyms

    • hydroxylamine
    • 7803-49-8
    • Oxammonium
    • Nitroxide
    • HYDROXYAMINE
    • NH2OH
    • Oxyammonia
    • Hydroxylamin
    • HSDB 579
    • dihydridohydroxidonitrogen
    • EINECS 232-259-2
    • UNII-2FP81O2L9Z
    • 2FP81O2L9Z
    • CHEBI:15429
    • H2NHO
    • 11104-93-1
    • DTXSID7041043
    • EC 232-259-2
    • Hydroxylamine, 50 wt. % solution in water
    • (NH2OH)
    • [NH2OH]
    • oxidoazanium
    • Hydroxylamine Solution (50 wt. % in H2O)
    • arninoalcohol
    • hyroxylamine
    • amino alcohol
    • amino-alcohol
    • hydroxy amine
    • hydroxyl amine
    • hydroxyl-amine
    • azinous acid
    • N-hydroxyamine
    • amine N-oxide
    • (1) hydroxylamine
    • MFCD00044522
    • H2NOH
    • HONH2
    • Lopac-H-9876
    • HYDROXYLAMINE [MI]
    • Epitope ID:117722
    • H2N-OH
    • HYDROXYLAMINE [HSDB]
    • Lopac0_000637
    • N H2 O H
    • CHEMBL1191361
    • DTXCID5021043
    • BCP03655
    • BDBM50082140
    • AKOS009031565
    • CCG-204724
    • SDCCGSBI-0050617.P002
    • MRF-0000034
    • NCGC00015527-01
    • NCGC00015527-02
    • NCGC00015527-03
    • NCGC00015527-05
    • NCGC00162208-01
    • 11129-69-4
    • 13408-29-2
    • DB-080981
    • NS00009755
    • C00192
    • Q259997
    • Q27110260
    • Q27110261
    • 2FFDCFE4-66E9-4869-8F4D-DC8E410797E7
    • Hydroxylamine hydrochloride in combination with isoniazid and rifampicin
    • 232-259-2

  • Applications

    Hydroxylamine (CAS 7803-49-8) is primarily used as a reagent in organic synthesis to form oximes with aldehydes and ketones, providing key intermediates for pharmaceutical and agrochemical manufacturing and other complex syntheses. In analytical chemistry, it is employed to modify and identify carbonyl-containing compounds. It is also a precursor to hydroxamic acids and related chelating ligands used in metal coordination chemistry, catalysis, and separations. Additionally, it can function as a mild reducing agent in selective transformations of organic reactions.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 10.5
    methanol 63.61
    isopropanol 2.24
    water 520.23
    ethyl acetate 0.52
    n-propanol 4.17
    acetone 1.07
    n-butanol 2.02
    acetonitrile 1.31
    DMF 51.46
    toluene 0.04
    isobutanol 1.56
    1,4-dioxane 1.35
    methyl acetate 0.96
    THF 1.37
    2-butanone 0.51
    n-pentanol 0.83
    sec-butanol 1.13
    n-hexane 0.02
    ethylene glycol 108.44
    NMP 44.72
    cyclohexane 0.08
    DMSO 102.54
    n-butyl acetate 0.58
    n-octanol 0.37
    chloroform 0.67
    n-propyl acetate 0.33
    acetic acid 75.66
    dichloromethane 1.13
    cyclohexanone 1.37
    propylene glycol 28.42
    isopropyl acetate 0.23
    DMAc 19.0
    2-ethoxyethanol 6.68
    isopentanol 0.81
    n-heptane 0.1
    ethyl formate 2.59
    1,2-dichloroethane 0.75
    n-hexanol 1.0
    2-methoxyethanol 30.78
    isobutyl acetate 0.15
    tetrachloromethane 0.34
    n-pentyl acetate 0.34
    transcutol 8.58
    n-heptanol 0.65
    ethylbenzene 0.03
    MIBK 0.15
    2-propoxyethanol 5.5
    tert-butanol 1.45
    MTBE 0.16
    2-butoxyethanol 3.18
    propionic acid 16.51
    o-xylene 0.07
    formic acid 545.3
    diethyl ether 0.17
    m-xylene 0.05
    p-xylene 0.04
    chlorobenzene 0.14
    dimethyl carbonate 1.44
    n-octane 0.03
    formamide 280.7
    cyclopentanone 1.96
    2-pentanone 0.31
    anisole 0.15
    cyclopentyl methyl ether 0.43
    gamma-butyrolactone 5.92
    1-methoxy-2-propanol 8.23
    pyridine 1.3
    3-pentanone 0.3
    furfural 14.99
    n-dodecane 0.02
    diethylene glycol 23.72
    diisopropyl ether 0.05
    tert-amyl alcohol 1.04
    acetylacetone 0.71
    n-hexadecane 0.02
    acetophenone 0.41
    methyl propionate 1.04
    isopentyl acetate 0.37
    trichloroethylene 1.19
    n-nonanol 0.32
    cyclohexanol 1.39
    benzyl alcohol 0.81
    2-ethylhexanol 0.43
    isooctanol 0.41
    dipropyl ether 0.32
    1,2-dichlorobenzene 0.28
    ethyl lactate 1.91
    propylene carbonate 3.13
    n-methylformamide 51.99
    2-pentanol 0.51
    n-pentane 0.04
    1-propoxy-2-propanol 2.88
    1-methoxy-2-propyl acetate 1.06
    2-(2-methoxypropoxy) propanol 2.53
    mesitylene 0.05
    ε-caprolactone 2.21
    p-cymene 0.14
    epichlorohydrin 2.11
    1,1,1-trichloroethane 0.2
    2-aminoethanol 60.45
    morpholine-4-carbaldehyde 25.7
    sulfolane 26.15
    2,2,4-trimethylpentane 0.03
    2-methyltetrahydrofuran 0.58
    n-hexyl acetate 0.36
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 3.63
    sec-butyl acetate 0.13
    tert-butyl acetate 0.22
    decalin 0.03
    glycerin 98.72
    diglyme 6.07
    acrylic acid 38.9
    isopropyl myristate 0.14
    n-butyric acid 7.63
    acetyl acetate 0.66
    di(2-ethylhexyl) phthalate 0.62
    ethyl propionate 0.31
    nitromethane 35.42
    1,2-diethoxyethane 0.45
    benzonitrile 0.63
    trioctyl phosphate 0.51
    1-bromopropane 0.17
    gamma-valerolactone 8.02
    n-decanol 0.25
    triethyl phosphate 0.69
    4-methyl-2-pentanol 0.23
    propionitrile 0.77
    vinylene carbonate 4.81
    1,1,2-trichlorotrifluoroethane 21.63
    DMS 0.78
    cumene 0.04
    2-octanol 0.24
    2-hexanone 0.18
    octyl acetate 0.27
    limonene 0.2
    1,2-dimethoxyethane 2.65
    ethyl orthosilicate 0.54
    tributyl phosphate 0.55
    diacetone alcohol 1.18
    N,N-dimethylaniline 0.29
    acrylonitrile 2.73
    aniline 0.61
    1,3-propanediol 29.81
    bromobenzene 0.08
    dibromomethane 0.5
    1,1,2,2-tetrachloroethane 1.19
    2-methyl-cyclohexyl acetate 0.43
    tetrabutyl urea 0.99
    diisobutyl methanol 0.27
    2-phenylethanol 0.8
    styrene 0.04
    dioctyl adipate 0.43
    dimethyl sulfate 6.13
    ethyl butyrate 0.53
    methyl lactate 6.55
    butyl lactate 1.64
    diethyl carbonate 0.49
    propanediol butyl ether 4.75
    triethyl orthoformate 0.59
    p-tert-butyltoluene 0.14
    methyl 4-tert-butylbenzoate 1.15
    morpholine 3.42
    tert-butylamine 0.62
    n-dodecanol 0.2
    dimethoxymethane 3.34
    ethylene carbonate 2.7
    cyrene 5.2
    2-ethoxyethyl acetate 0.64
    2-ethylhexyl acetate 0.29
    1,2,4-trichlorobenzene 0.39
    4-methylpyridine 0.56
    dibutyl ether 0.14
    2,6-dimethyl-4-heptanol 0.27
    DEF 2.57
    dimethyl isosorbide 3.41
    tetrachloroethylene 1.52
    eugenol 2.2
    triacetin 1.0
    span 80 3.35
    1,4-butanediol 10.62
    1,1-dichloroethane 0.21
    2-methyl-1-pentanol 0.43
    methyl formate 19.2
    2-methyl-1-butanol 1.03
    n-decane 0.03
    butyronitrile 0.63
    3,7-dimethyl-1-octanol 0.26
    1-chlorooctane 0.07
    1-chlorotetradecane 0.04
    n-nonane 0.03
    undecane 0.02
    tert-butylcyclohexane 0.02
    cyclooctane 0.03
    cyclopentanol 2.44
    tetrahydropyran 0.47
    tert-amyl methyl ether 0.17
    2,5,8-trioxanonane 4.76
    1-hexene 0.05
    2-isopropoxyethanol 1.78
    2,2,2-trifluoroethanol 49.59
    methyl butyrate 0.62

    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