hydroxylamine hydrochloride

• ChemBase ID: 90809
• Molecular Formular: ClH4NO
• Molecular Mass: 69.49086
• Monoisotopic Mass: 68.99814143
• SMILES: NO.Cl
• Canonical SMILES: NO.Cl
• InChI: InChI=1S/ClH.H3NO/c;1-2/h1H;2H,1H2
• InChIKey: WTDHULULXKLSOZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: hydroxylamine hydrochloride
• IUPAC Traditional name: hydroxylamine hydrochloride; primary amine hydrochloride
• Synonyms: Hydroxylammonium chloride; Hydroxylamine hydrochloride 99%; Oxammonium Hydrochloride; HYDROXYLAMINE HYDROCHLORIDE; Hydroxylamine hydrochloride; Hydroxylamine hydrochloride, ACS; HYDROXYLAMINE, ACS; 盐酸羟胺; 羟胺 盐酸盐; 盐酸羟胺, ACS; 盐酸羟胺

Database IDs

• CAS Number: 5470-11-1
• EC Number: 226-798-2
• MDL Number: MFCD00051089
• Beilstein Number: 3539763
• Merck Index: 144828
• PubChem SID: 24879418; 162077539; 24849814; 24879416; 24863700; 24855466; 24867012
• PubChem CID: 443297

CALCULATED PROPERTIES

• Acid pKa: 17.64608
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.7521895
• LogD (pH = 7.4): -0.7406456
• Log P: -0.7404964
• Molar Refractivity: 7.8487 cm^3
• Polarizability: 2.923362 Å^3
• Polar Surface Area: 46.25 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: ethanol: clarity passes test; Soluble in water, alcohol, methanol, glycerol
• Apperance: Solid
• Melting Point: 151°C; 152°C dec.; 155-157 °C (dec.)(lit.); 155-157(dec.)°C
• Density: 1.67; 1.67 g/ml at 17°C; 1.67 g/mL at 25 °C(lit.); 1.670
• pH: 2.5-3.5 (25 °C, 50 mg/mL in H2O)

Safety Information

• Storage Condition: Room Temperature (15-30°C), Desiccate, Store Under Nitrogen
• Storage Warning: Hygroscopic; Toxic/Corrosive/Explosive/Carcinogenic/Harmful/Air Sensitive/Hygroscopic/Store under Argon
• RTECS: NC3675000
• European Hazard Symbols: Explosive (E); Nature polluting (N); X; Harmful (Xn)
• UN Number: 2923; UN2923
• German water hazard class: 3
• Hazard Class: 6.1; 8
• Packing Group: 2; II; III
• Australian Hazchem: 2X
• Risk Statements: 2-21/22-36/38-40-43-48/22-50; R:22-36/38-43-48/22-50
• Safety Statements: 36/37-61; S:22-24-37-61
• EU Classification: CT2
• EU Hazard Identification Number: 8B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: 是
• GHS Pictograms: GHS01; GHS05; GHS07; GHS08; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H200-H351-H373-H290-H315-H319-H400-H302-H312-H317; H290-H302-H312-H315-H317-H319-H351-H373-H400
• GHS Precautionary statements: P273-P280-P305 + P351 + P338; P280H-P273-P406
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2923 8/PG 2

Product Information

• Purity: ≥96.0%; ≥95.0%; ≥96.0%; ≥97.0%; ≥98.0% (RT); ≥99.0%; ≥99.0% (RT); ≥99.9995% (metals basis); 96%; 96+%; 98.0%; 99%; 99.999% trace metals basis; 99.9999% trace metals basis
• Grade: ACS; ACS reagent; for AAS; JIS special grade; puriss. p.a.; purum p.a.; REAGENT; ReagentPlus®; SAJ first grade; TraceSELECT®
• Suitability: suitable for determination of toxic metals
• Ignition Residue: ≤0.05%; ≤0.05% (as SO4)
• Impurities: <10 ppm total metallic impurities; ≤0.005% S compounds; ≤0.25 meq/g Titr. free acid; ≤0.25 meq/g Titratable free acid
• Cation Traces: Ag: ≤0.01 mg/kg; Al: ≤0.05 mg/kg; As: ≤0.005 mg/kg; As: ≤0.01 mg/kg; Ba: ≤0.05 mg/kg; Be: ≤0.01 mg/kg; Bi: ≤0.01 mg/kg; Ca: ≤1 mg/kg; Ca: ≤10 mg/kg; Ca: ≤50 mg/kg; Cd: ≤0.01 mg/kg; Cd: ≤5 mg/kg; Cd: ≤50 mg/kg; Co: ≤0.01 mg/kg; Co: ≤5 mg/kg; Co: ≤50 mg/kg; Cr: ≤0.1 mg/kg; Cr: ≤5 mg/kg; Cs: ≤0.01 mg/kg; Cu: ≤0.2 mg/kg; Cu: ≤5 mg/kg; Cu: ≤50 mg/kg; Fe: ≤0.5 mg/kg; Fe: ≤5 mg/kg; Fe: ≤5 ppm; Fe: ≤50 mg/kg; Ga: ≤0.01 mg/kg; heavy metals (as Pb): ≤5 ppm; heavy metals: ≤5 ppm; Hg: ≤0.001 mg/kg; Hg: ≤0.01 mg/kg; In: ≤0.01 mg/kg; K: ≤0.1 mg/kg; K: ≤100 mg/kg; K: ≤50 mg/kg; Li: ≤0.01 mg/kg; Mg: ≤0.2 mg/kg; Mg: ≤5 mg/kg; Mn: ≤0.05 mg/kg; Mn: ≤5 mg/kg; Mo: ≤0.01 mg/kg; Na: ≤1 mg/kg; Na: ≤100 mg/kg; Na: ≤50 mg/kg; NH4+:, passes test; Ni: ≤0.05 mg/kg; Ni: ≤5 mg/kg; Ni: ≤50 mg/kg; Pb: ≤0.01 mg/kg; Pb: ≤5 mg/kg; Pb: ≤50 mg/kg; Rb: ≤0.01 mg/kg; Sb: ≤0.01 mg/kg; Se: ≤0.01 mg/kg; Sn: ≤0.05 mg/kg; Sr: ≤0.01 mg/kg; Tl: ≤0.01 mg/kg; V: ≤0.01 mg/kg; Zn: ≤0.2 mg/kg; Zn: ≤5 mg/kg; Zn: ≤50 mg/kg
• Antion Traces: sulfate (SO42-): ≤50 mg/kg; sulfur compounds (as SO42-): ≤0.005%
• Quality Level: PREMIUM
• Linear Formula: NH2OH · HCl

DETAILS

MP Biomedicals - 02101997

Hydrochloride
Slowly decomposes when moist.
Purity: 96% minimum

MP Biomedicals - 02152528

Hydrochloride
ACS Reagent Grade
Purity: ≥96.0%

MP Biomedicals - 05213650

MP Biomedicals Rare Chemical collection

Sigma Aldrich - H2391

Biochem/physiol Actions
MAO 抑制剂;抑制血小板聚集。

Sigma Aldrich - 431362

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.
Features and Benefits
Meets A.C.S. reagent specifications.
Packaging
50, 250 g in poly bottle
Application
Reactant for preparation of:
• Organosilane amines as potent inhibitors and structural probes of influenza A virus M2 proton channel1
• Lamellarin D analogues as inibitors of topoisomerase I and potential antitumor agents2
• Azapeptide tocolytic agents as inhibitors of prostaglandin F2a receptor for preventing preterm labor3
• Thiazolidinones spiro-fused to indolin-2-ones as potent and selective inhibitors of Mycobacterium tuberculosis protein tyrosine phosphatase B4
• Orally bioavailable quinoline-based antidiabetic dipeptidyl peptidase IV inhibitors targeting Lys5545
• Pyrimidine nucleoside derivatives with nitric oxide donors as antiviral agents6
• Benzyladenosine compounds targeting adenosine A2A receptor and adenosine transporter for neuroprotection7
• Naphthol derivatives as inhibitors of the vanilloid receptor TRPV1 with improved potency in rat cystometry models of urinary incontinence8

Sigma Aldrich - 379921

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.
Packaging
5, 25 g in poly bottle
Application
Reactant for preparation of:
• Organosilane amines as potent inhibitors and structural probes of influenza A virus M2 proton channel1
• Lamellarin D analogues as inibitors of topoisomerase I and potential antitumor agents2
• Azapeptide tocolytic agents as inhibitors of prostaglandin F2α receptor for preventing preterm labor3
• Thiazolidinones spiro-fused to indolin-2-ones as potent and selective inhibitors of Mycobacterium tuberculosis protein tyrosine phosphatase B4
• Orally bioavailable quinoline-based antidiabetic dipeptidyl peptidase IV inhibitors targeting Lys5545
• Pyrimidine nucleoside derivatives with nitric oxide donors as antiviral agents6
• Benzyladenosine compounds targeting adenosine A2A receptor and adenosine transporter for neuroprotection7
• Naphthol derivatives as inhibitors of the vanilloid receptor TRPV1 with improved potency in rat cystometry models of urinary incontinence8

Sigma Aldrich - 11514

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.
Legal Information
TraceSELECT is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 55459

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.

Sigma Aldrich - 13-2291

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.

Sigma Aldrich - 13-2290

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.

Sigma Aldrich - 255580

Application
Powerful reducing agent. Converts aldehydes and ketones to oximes, and acid chlorides to hydroxamic acids. Used as catalyst, swelling agent, and copolymerization inhibitor.
Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.
Packaging
100, 500 g in poly bottle
5 g in glass bottle

Sigma Aldrich - 55460

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.

Sigma Aldrich - 13-2280

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.

Sigma Aldrich - 55469

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.

Sigma Aldrich - 159417

Biochem/physiol Actions
MAO inhibitor; inhibits platelet aggregation.
Packaging
100, 500 g in poly bottle
3 kg in poly drum
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

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 110-115^o, 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).