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Sigma-Aldrich

Hydroxylamine hydrochloride

Hydroxylamine hydrochloride

ReagentPlus®, 99%

Synonym(s):

Hydroxylammonium chloride

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100 G
$45.50
500 G
$99.60
1 KG
$118.80
3 KG
$373.00

About This Item

Linear Formula:
NH2OH · HCl
CAS Number:
5470-11-1
Molecular Weight:
69.49
Beilstein/REAXYS Number:
3539763
EC Number:
226-798-2
MDL number:
MFCD00051089
UNSPSC Code:
12352300
PubChem Substance ID:
329751008
NACRES:
NA.21
assay:
99%
form:
crystalline

$45.50

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vapor pressure

0.001 hPa ( 50 °C)

Quality Level

100

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

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General description

Hydroxylamine hydrochloride (Hydroxylammonium chloride) participates in the synthesis of 1,2,4-oxadiazoles,[1] secondary amides and tertiary amides.[2]
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 Oral

target_organs

spleen

Storage Class

4.1A - Other explosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW6772
MKCX0792
MKCV9098
MKCV5161
MKCV2672

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ZAP-70 is a tyrosine kinase essential for T cell immune responses. Upon engagement of the T cell receptor (TCR), ZAP-70 is recruited to the specialized plasma membrane domains, becomes activated, and is released to phosphorylate its laterally segregated targets. A
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)
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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