Hydroxylamine

Hydroxylamine
Stereo, skeletal formula of hydroxylamine with all explicit hydrogens added
Stereo, skeletal formula of hydroxylamine with all explicit hydrogens added
Ball-and-stick model of hydroxylamine
Ball-and-stick model of hydroxylamine
Stereo, skeletal formula of hydroxylamine with all explicit hydrogens added and assorted dimensions
Names
IUPAC name
Azinous acid
Preferred IUPAC name
Hydroxylamine (only preselected[1])
Other names
  • Aminol
  • Azanol
  • Hydroxyammonia
  • Hydroxyamine
  • Hydroxyazane
  • Hydroxylazane
  • Nitrinous acid
Identifiers
3D model (JSmol)
3DMet
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.029.327 Edit this at Wikidata
EC Number
  • 232-259-2
478
KEGG
MeSH Hydroxylamine
RTECS number
  • NC2975000
UNII
  • InChI=1S/H3NO/c1-2/h2H,1H2 checkY
    Key: AVXURJPOCDRRFD-UHFFFAOYSA-N checkY
  • InChI=1/H3NO/c1-2/h2H,1H2
    Key: AVXURJPOCDRRFD-UHFFFAOYAD
  • NO
Properties
NH2OH
Molar mass 33.030 g·mol−1
Appearance Vivid white, opaque crystals
Density 1.21 g cm−3 (at 20 °C)[2]
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
Trigonal pyramidal at N, bent at O
0.67553 D
Thermochemistry
46.47 J/(K·mol)
236.18 J/(K·mol)
−39.9 kJ/mol
Hazards
GHS labelling:
GHS01: ExplosiveGHS05: CorrosiveGHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
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)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 3: Capable of detonation or explosive decomposition but requires a strong initiating source, must be heated under confinement before initiation, reacts explosively with water, or will detonate if severely shocked. E.g. hydrogen peroxideSpecial hazards (white): no code
2
1
3
Flash point 129 °C (264 °F; 402 K)
265 °C (509 °F; 538 K)
Lethal dose or concentration (LD, LC):
408 mg/kg (oral, mouse); 59–70 mg/kg (intraperitoneal mouse, rat); 29 mg/kg (subcutaneous, rat)[3]
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 checkY☒N ?)

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.[4] 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.[5]

  1. ^ "Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 993. doi:10.1039/9781849733069-FP001 (inactive 2024-04-26). ISBN 978-0-85404-182-4.{{cite book}}: CS1 maint: DOI inactive as of April 2024 (link)
  2. ^ Lide, David R., ed. (2006). CRC Handbook of Chemistry and Physics (87th ed.). Boca Raton, FL: CRC Press. ISBN 0-8493-0487-3.
  3. ^ Martel, B.; Cassidy, K. (2004). Chemical Risk Analysis: A Practical Handbook. Butterworth–Heinemann. p. 362. ISBN 978-1-903996-65-2.
  4. ^ Greenwood and Earnshaw. Chemistry of the Elements. 2nd Edition. Reed Educational and Professional Publishing Ltd. pp. 431–432. 1997.
  5. ^ Lawton, Thomas J.; Ham, Jungwha; Sun, Tianlin; Rosenzweig, Amy C. (2014-09-01). "Structural conservation of the B subunit in the ammonia monooxygenase/particulate methane monooxygenase superfamily". Proteins: Structure, Function, and Bioinformatics. 82 (9): 2263–2267. doi:10.1002/prot.24535. ISSN 1097-0134. PMC 4133332. PMID 24523098.

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