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Hydroxylamine hydrochloride

Catalog No. A15398 Name Alfa Aesar
CAS Number 5470-11-1 Website
M. F. ClH4NO Telephone
M. W. 69.49086 Fax
Purity 99% Email
Storage Chembase ID: 90809

SYNONYMS

Title
盐酸羟胺
IUPAC name
hydroxylamine hydrochloride
IUPAC Traditional name
primary amine hydrochloride
Synonyms
Hydroxylammonium chloride

DATABASE IDS

EC Number 226-798-2
CAS Number 5470-11-1
MDL Number MFCD00051089
Merck Index 144828
Beilstein Number 3539763

PROPERTIES

Purity 99%
Density 1.67
Melting Point 152°C dec.
GHS Pictograms GHS01
GHS Pictograms GHS05
GHS Pictograms GHS07
GHS Pictograms GHS08
GHS Pictograms GHS09
GHS Hazard statements H200-H351-H373-H290-H315-H319-H400-H302-H312-H317
European Hazard Symbols X
European Hazard Symbols Explosive Explosive (E)
European Hazard Symbols Nature polluting Nature polluting (N)
GHS Precautionary statements P280H-P273-P406
Risk Statements 2-21/22-36/38-40-43-48/22-50
RTECS NC3675000
Safety Statements 36/37-61
Storage Warning Hygroscopic
TSCA Listed
Hazard Class 8
UN Number UN2923
Packing Group III

DETAILS

REFERENCES

  • For examples of preparation of oximes from carbonyl compounds, see: Org. Synth. Coll., 2, 70, 313 (1955); 7, 149 (1990). Dehydration of aldoximes is a valuable route to nitriles. The preparation of an oxime, and dehydration with acetic anhydride, are exemplified for veratraldehyde: Org. Synth. Coll., 2, 622 (1943). For other methods of dehydrating oximes to nitriles, see Benzaldoxime, A12053. Procedures for the one-pot conversion of aldehydes to nitriles, without isolation of the intermediate oxime, include: refluxing the aldehyde with hydroxylamine hydrochloride in formic acid/ sodium acetate: J. Chem. Soc., 1564 (1965); formic acid alone: Synthesis, 112 (1979); in pyridine and toluene, with azeotropic water removal: Synthesis, 190 (1982); in DMF (reflux; aromatics only): Z. Chem., 15, 302 (1975); heating in NMP at 110-115o, effective for aromatic and aliphatic substrates; under these conditions, DMF gave only 20-30% conversion: Synthesis, 586 (1999). A more recent ambient temperature one-pot procedure utilizes DBU in combination with ethyl dichlorophosphate: Synlett, 1317 (2007).
  • For a one-pot synthesis of pyrazoles from aldehydes by cyclization of the intermediate oxime in acidic medium with potassium dihyrogen phosphate, see: Tetrahedron Lett., 47, 43 (2006).
  • For a brief feature on uses of this reagent in Organic synthesis, see: Synlett, 1326 (2007).