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Merck
CN

159417

Hydroxylamine hydrochloride

ReagentPlus®, 99%

Synonym(s):

Hydroxylammonium chloride

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About This Item

Linear Formula:
NH2OH · HCl
CAS Number:
Molecular Weight:
69.49
UNSPSC Code:
12352300
NACRES:
NA.21
PubChem Substance ID:
EC Number:
226-798-2
Beilstein/REAXYS Number:
3539763
MDL number:
Assay:
99%
Form:
crystalline
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vapor pressure

0.001 hPa ( 50 °C)

product line

ReagentPlus®

assay

99%

form

crystalline

technique(s)

inhibition assay: suitable

pH

2.5-3.5 (20 °C, 50 g/L)

mp

155-157 °C (dec.) (lit.)

density

1.67 g/mL at 25 °C (lit.)

SMILES string

Cl.NO

InChI

1S/ClH.H3NO/c;1-2/h1H;2H,1H2

InChI key

WTDHULULXKLSOZ-UHFFFAOYSA-N

General description

Hydroxylamine hydrochloride (Hydroxylammonium chloride) participates in the synthesis of 1,2,4-oxadiazoles, secondary amides and tertiary amides.
Hydroxylamine hydrochloride (NH2OH.HCl) is a hygroscopic salt widely used as a reactant in electrophilic substitution reactions, oxidation, and reduction reactions. It is also used in the synthesis of nitriles, pyrazoles, isoxazoles, nitrones, and pyridine.

Application

Hydroxylamine hydrochloride can be used as a reactant:
  • in the synthesis of primary amides from aldehydes in the presence of cesium carbonate (Cs2CO3) as a catalyst.
  • in the conversion of alicyclic /aliphatic carbonyl compounds and the aromatic aldehydes into corresponding oximes.
  • in the one-pot synthesis of nitriles from aldehydes in the presence of sodium sulfate (anhyd) and sodium bicarbonate catalysts.
  • It can also be used as a reducing agent in the preparation of single-layer reduced graphene oxide (RGO) sheets and films.

Biochem/physiol Actions

MAO inhibitor; inhibits platelet aggregation.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany


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Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 2 - Carc. 2 - Eye Irrit. 2 - Met. Corr. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 2

target_organs

spleen

flash_point_f

Not applicable

flash_point_c

Not applicable

Storage Class

8B - Non-combustible corrosive hazardous materials



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Articles

Optimize serum samples for LC-MS/MS-based free testosterone determination using Supel™ BioSPME 96-pin device and validated equilibrium dialysis methods.


Dongwoo Kim et al.
Analytical chemistry, 81(21), 9183-9187 (2009-10-31)
We report the use of electroless gold deposition as a light scattering signal enhancer in a multiplexed, microarray-based scanometric immunoassay using gold nanoparticle probes. The use of gold development results in greater signal enhancement than the typical silver development, and
Braedon McDonald et al.
Cell host & microbe, 28(5), 660-668 (2020-08-19)
Eradication of pathogens from the bloodstream is critical to prevent disseminated infections and sepsis. Kupffer cells in the liver form an intravascular firewall that captures and clears pathogens from the blood. Here, we show that the catching and killing of
Magnesia-supported hydroxylamine hydrochloride in the presence of sodium carbonate as an efficient reagent for the synthesis of 1, 2, 4-oxadiazoles from nitriles.
Kaboudin B and Saadati F.
Tetrahedron Letters, 48(16), 2829-2832 (2007)



Global Trade Item Number

SKUGTIN
159417-1KG04061838744524
159417-500G04061838744548
159417-100G04061835276554
159417-3KG04061838744531