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255580

Sigma-Aldrich

Hydroxylamine hydrochloride

ACS reagent, 98.0%

Synonym(s):

Hydroxylammonium chloride

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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:
329752798
NACRES:
NA.21

grade

ACS reagent

Quality Level

200

vapor pressure

0.001 hPa ( 50 °C)

assay

98.0%

form

powder, crystals or chunks

reaction suitability

reaction type: C-H Activation
reagent type: catalyst

technique(s)

inhibition assay: suitable

impurities

≤0.005% S compounds
≤0.25 meq/g Titr. free acid

ign. residue

≤0.05%

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.)

anion traces

sulfur compounds (as SO42-): ≤0.005%

cation traces

Fe: ≤5 ppm
NH4+:, passes test
heavy metals: ≤5 ppm (by ICP)

storage temp.

room temp

SMILES string

Cl.NO

InChI

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

InChI key

WTDHULULXKLSOZ-UHFFFAOYSA-N

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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.

signalword

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

Certificates of Analysis (COA)

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William J Barnes et al.
Bio-protocol, 7(5), e2149-e2149 (2017-03-05)
Lignin is the second most abundant biopolymer on Earth, providing plants with mechanical support in secondary cell walls and defense against abiotic and biotic stresses. However, lignin also acts as a barrier to biomass saccharification for biofuel generation (Carroll and
One-step Beckmann rearrangement from carbonyl compounds and hydroxylamine hydrochloride in Al2O3/CH3SO3H (AMA) as a new reagent.
Sharghi H and Sarvari MH.
J. Chem. Res. (M), 2001(10), 446-449 (2001)
Selective dissolution of manganese oxides from soils and sediments with acidified hydroxylamine hydrochloride.
Chao TT.
Soil Science Society of America Journal. Soil Science Society of America, 36(5), 764-768 (1972)
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)
Transamidation of primary amides with amines using hydroxylamine hydrochloride as an inorganic catalyst.
C Liana Allen et al.
Angewandte Chemie (International ed. in English), 51(6), 1383-1386 (2012-01-04)
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