Hydroxylamine

Hydroxylamine (also known as hydroxyammonia) is an inorganic compound with the chemical formula NH2OH. The compound is in a form of a white hygroscopic crystals. Hydroxylamine is almost always provided and used as an aqueous solution. It is consumed almost exclusively to produce Nylon-6. The oxidation of NH3 to hydroxylamine is a step in biological nitrification.

Hydroxylamine
Names
IUPAC name
Azinous acid
Preferred IUPAC name
Hydroxylamine (only preselected)
Other names
  • Aminol
  • Azanol
  • Hydroxyammonia
  • Hydroxyamine
  • Hydroxyazane
  • Hydroxylazane
  • Nitrinous acid
Identifiers
3D model (JSmol)
3DMet
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.029.327
EC Number
  • 232-259-2
478
KEGG
MeSH Hydroxylamine
PubChem CID
RTECS number
  • NC2975000
UNII
  • InChI=1S/H3NO/c1-2/h2H,1H2 Y
    Key: AVXURJPOCDRRFD-UHFFFAOYSA-N Y
  • InChI=1/H3NO/c1-2/h2H,1H2
    Key: AVXURJPOCDRRFD-UHFFFAOYAD
SMILES
  • NO
Properties
NH2OH
Molar mass 33.030 g·mol−1
Appearance Vivid white, opaque crystals
Density 1.21 g cm−3 (at 20 °C)
Melting point 33 °C (91 °F; 306 K)
Boiling point 58 °C (136 °F; 331 K) /22 mm Hg (decomposes)
Soluble
log P −0.758
Acidity (pKa) 6.03 ([NH3OH]+)
Basicity (pKb) 7.97
Structure
Tricoordinated at N, dicoordinated at O
Molecular shape
Trigonal pyramidal at N, bent at O
0.67553 D
Thermochemistry
46.47 J/(K·mol)
Std molar
entropy (S298)
236.18 J/(K·mol)
Std enthalpy of
formation fH298)
−39.9 kJ/mol
Hazards
GHS labelling:
Danger
H200, H290, H302, H312, H315, H317, H318, H335, H351, H373, H400
P201, P202, P234, P260, P261, P264, P270, P271, P272, P273, P280, P281, P301+P312, P302+P352, P304+P340, P305+P351+P338, P308+P313, P310, P312, P314, P321, P322, P330, P332+P313, P333+P313, P362, P363, P372, P373, P380, P390, P391, P401, P403+P233, P404, P405, P501
NFPA 704 (fire diamond)
2
1
3
Flash point 129 °C (264 °F; 402 K)
265 °C (509 °F; 538 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose)
408 mg/kg (oral, mouse); 59–70 mg/kg (intraperitoneal mouse, rat); 29 mg/kg (subcutaneous, rat)
Safety data sheet (SDS) ICSC 0661
Related compounds
Related hydroxylammonium salts
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
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