Substance

ID:717708

Hydroxylamine hydrochloride

Names and Identifiers
Synonyms
Hydroxylammonium chlorideHydroxylamine hydrochloride盐酸羟胺
IUPAC name
hydroxylamine hydrochloride
IUPAC Traditional name
primary amine hydrochloride
Registration numbers
CAS Number
EC Number
MDL Number
Beilstein Number
Merck Index
Properties
Safety Information
TSCA Listed
GHS Hazard statements
H200-H351-H373-H290-H315-H319-H400-H302-H312-H317
European Hazard Symbols
Harmful Harmful (X)
Nature polluting Nature polluting (N)
Explosive Explosive (E)
RTECS
NC3675000
Safety Statements
36/37-61
Storage Warning
Hygroscopic
GHS Pictograms
GHS01
Unstable explosives
Explosives of Divisions 1.1, 1.2, 1.3, 1.4
Self reactive substances and mixtures, Types A,B
Organic peroxides, Types A,B
GHS08
Respiratory sensitization, category 1
Germ cell mutagenicity, categories 1A,1B,2
Carcinogenicity, categories 1A,1B,2
Reproductive toxicity, categories 1A,1B,2
Specific Target Organ Toxicity – Single exposure, categories 1,2
Specific Target Organ Toxicity – Repeated exposure, categories 1,2
Aspiration Hazard, category 1
GHS07
Acute toxicity (oral, dermal, inhalation), category 4
Skin irritation, category 2
Eye irritation, category 2
Skin sensitisation, category 1
Specific Target Organ Toxicity – Single exposure, category 3
GHS05
Corrosive to metals, category 1
Skin corrosion, categories 1A,1B,1C
Serious eye damage, category 1
GHS09
Hazardous to the aquatic environment
Acute hazard, category1
Chronic hazard, categories 1,2
Hazard Class
8
UN Number
UN2923
GHS Precautionary statements
P280H-P273-P406
Packing Group
III
Risk Statements
2-21/22-36/38-40-43-48/22-50
Physical Property
Melting Point
152°C dec.
Density
1.67
Product Information
Purity
99%
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• For a brief feature on uses of this reagent in Organic synthesis, see: Synlett, 1326 (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 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).