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Hydroxylamine hydrochloride

CAS No.
5470-11-1
Chemical Name:
Hydroxylamine hydrochloride
Synonyms
HYDROXYLAMINE HCL;HYDROXYLAMMONIUM CHLORIDE;hydroxyaminehydrochloride;HYDROXYAMMONIUM CHLORIDE;HYDROXYLAMINE HYDROCHLORID;OXAMMONIUM HCL;Hydroxylamine hydroc;HA HCL;HOHCL;Oxammionium
CBNumber:
CB8128885
Molecular Formula:
NH2OH·HCl
Molecular Weight:
69.49
MDL Number:
MFCD00051089
MOL File:
5470-11-1.mol
MSDS File:
SDS
Last updated:2024-10-25 16:21:11

Hydroxylamine hydrochloride Properties

Melting point 155-157 °C (dec.)(lit.)
Density 1.67 g/mL at 25 °C(lit.)
vapor pressure 0.054 Pa (50 °C)
storage temp. Store at +15°C to +25°C.
solubility 470g/l
form Liquid
color White to off-white
PH 2.5-3.5 (25℃, 50mg/mL in H2O)
Water Solubility 560 g/L (20 ºC)
Sensitive Hygroscopic
Merck 14,4828
BRN 3539763
Stability Substances to be avoided include strong oxidizing agents. Heating above 115 C may cause explosion; do not store above 65C. Moisture and air sensitive.
InChIKey WTDHULULXKLSOZ-UHFFFAOYSA-N
LogP -0.810 (est)
CAS DataBase Reference 5470-11-1(CAS DataBase Reference)
EWG's Food Scores 2-5
FDA UNII 5X4ZA62Z4Q
EPA Substance Registry System Hydroxylamine hydrochloride (5470-11-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07,GHS08,GHS09
Signal word  Warning
Hazard statements  H290-H302+H312-H315-H317-H319-H351-H373-H400
Precautionary statements  P273-P280-P301+P312-P302+P352+P312-P305+P351+P338-P308+P313
Hazard Codes  Xn,N,E
Risk Statements  22-36/38-43-48/22-50-40-21/22-2
Safety Statements  22-24-37-61-36/37
RIDADR  UN 2923 8/PG 2
WGK Germany  3
RTECS  NC3675000
21
TSCA  Yes
HazardClass  8
PackingGroup  III
HS Code  28251000
Toxicity LD50 orally in mice: 408 mg/kg (Riemann)
NFPA 704
0
3 1

Hydroxylamine hydrochloride price More Price(68)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 159417 Hydroxylamine hydrochloride ReagentPlus , 99% 5470-11-1 1kg $175 2024-03-01 Buy
Sigma-Aldrich 159417 Hydroxylamine hydrochloride ReagentPlus , 99% 5470-11-1 3kg $362 2024-03-01 Buy
Sigma-Aldrich 1.04616 Hydroxylammonium chloride GR for analysis ACS,ISO,Reag. Ph Eur 5470-11-1 250g $122 2024-03-01 Buy
Sigma-Aldrich 1.04619 Hydroxylammonium chloride for analysis (≤ 0.000001% Hg) ACS,ISO 5470-11-1 250g $441 2024-03-01 Buy
Sigma-Aldrich 1.04616 Hydroxylammonium chloride GR for analysis ACS,ISO,Reag. Ph Eur 5470-11-1 1kg $396 2024-03-01 Buy
Product number Packaging Price Buy
159417 1kg $175 Buy
159417 3kg $362 Buy
1.04616 250g $122 Buy
1.04619 250g $441 Buy
1.04616 1kg $396 Buy

Hydroxylamine hydrochloride Chemical Properties,Uses,Production

Description

Hydroxylamine hydrochloride is a reducing agent that is routinely used for the deacetylation of SATA to form free sulfhydryls (Figure 1), for cleavage of protein cross‐linkers that contain carbonyl groups (i.e. EGS) and for mutagenesis of plasmid DNA.
Generation of free sulfhydryls with SATA and hydroxylamine.
Hydroxylamine converts aldehydes and ketones (carbonyls) to their oxime derivative in weak bases, therefore cross‐linkers and other compounds with carbonyl groups are cleavable with Hydroxylamine hydrochloride.
SATA and SATP are modification reagents that add a sulfhydryl group to primary amines on biomolecules. The initial modification results in the addition of an acetyl‐protected sulfur enabling storage of the biomolecule. To generate a free sulfhydryl the biomolecule is treated with hydroxylamine to remove the protecting acetyl group (see figure).
EGS and sulfo‐EGS are homobifunctional, succinimidyl ester, amine reactive crosslinkers that are resistant to cleavage by denaturants used in SDS‐PAGE conditions, but may be cleaved with hydroxylamine.

Chemical Properties

Hydroxylamine Hydrochloride(NH2OH.HCl) is an inorganic compound that is the hydrochloric acid salt of hydroxylamine. It is highly hygroscopic and decomposes when exposed to dampness above 151℃. This compound is primarily used as a reducing agent and imaging agent and is instrumental in the preparation of oximes in organic synthesis. It can convert aldehydes and ketones to oximes and acid chlorides to hydroxamic acids. However, This product is highly toxic and irritating to the skin.

Physical properties

It is a colorless monoclinic crystal that is hygroscopic and decomposes slowly in moist air. It has a density of 1.67 g/cm3 at a temperature of 17°C and melts at 151°C with decomposition. It is highly soluble in water, with a solubility of 84g/100g at 20°C, and is also soluble in lower alcohols and glycols. A 0.1 molar solution of this substance has a pH of 3.4.

Characteristics

Features of Hydroxylamine hydrochloride:
Quench amine-labeling or crosslinking reactions (e.g., with NHS esters)
Expose protected sulfhydryl groups on SATA-modified molecules
Cleave carbonyl-containing crosslinkers such as EGS and Sulfo-EGS

Uses

Hydroxylamine hydrochloride is a monomoamine oxidase inhibitor. It is used to prepare oximes and hydroxmic acids in organic synthesis. It acts as a copolymerization inhibitor. It can be used to remove bromine and polybromide from a solution during extraction of lignin from lignocellulosic biomass. It is key starting material for the preparation of pharmaceuticals and agrochemicals. It plays a vital role in rubber and plastic industries as an antioxidant, a vulcanization accelerator and a radical scavenger. It is also used as a color stabilizer and emulsion additive in color films.

Definition

ChEBI: Hydroxylamine hydrochloride is an organic molecular entity. It is a colorless inorganic compound (HONH2) used in organic synthesis and as a reducing agent, due to its ability to donate nitric oxide.

Preparation

Hydroxylamine hydrochloride is prepared by electrolytic reduction of ammonium chloride. Or by the action of nitromethane with hydrochloric acid and water to obtain hydroxylamine hydrochloride.

Biotechnological Applications

Hydroxylamine hydrochloride is a strong reducing agent that is useful in biochemical crosslinking applications, including the deacetylation of SATA and chemical cleavage of EGS and Sulfo-EGS. Hydroxylamine converts carbonyl compounds (aldehydes and ketones) to their oxime derivatives in the presence of a weak base. Therefore, crosslinkers and other compounds that contain a carbonyl within their structure are cleavable with hydroxylamine?HCl.
MAN0011201_HydroxylamineHCl_UG.pdf

General Description

Hydroxylamine hydrochloride appears as colorless or off-white crystalline solid. pH (0.1 molar aqueous solution) 3.4. pH (0.2 molar aqueous solution) 3.2. (NTP, 1992)

Air & Water Reactions

Hygroscopic. Sensitive to prolonged exposure to air. Water soluble. Reacts slowly with water.

Reactivity Profile

A powerful reducing agent. Reacts with bases and oxidizing agents.

Hazard

Toxic by ingestion, strong irritant to tissue.

Fire Hazard

Flash point data for Hydroxylamine hydrochloride are not available; however, Hydroxylamine hydrochloride is probably combustible.

Biochem/physiol Actions

MAO inhibitor; inhibits platelet aggregation.

Contact allergens

Hydroxylamine and its salts are used in various branches of industry, as reducing agents in color film developers or as reagents in laboratories.

Purification Methods

Crystallise the salt from aqueous75% ethanol or boiling methanol, and dry it under vacuum over CaSO4 or P2O5. It has also been dissolved in a minimum of water and saturated with HCl; after three such crystallisations, it is dried under a vacuum over CaCl2 and NaOH. Its solubility at 20o is 85% in H2O, 6% in EtOH and 12% in MeOH. [Hurd Inorg Synth I 87 1939, Semon in Org Synth Coll Vol I 318 1941.]

100-64-1
5470-11-1
Synthesis of Hydroxylamine hydrochloride from Cyclohexanone oxime

Hydroxylamine hydrochloride Preparation Products And Raw materials

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View Lastest Price from Hydroxylamine hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Hydroxylamine hydrochloride pictures 2024-11-22 Hydroxylamine hydrochloride
5470-11-1
US $990.00-800.00 / ton 1ton 99% 5000 HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Hydroxylamine hydrochloride pictures 2024-11-22 Hydroxylamine hydrochloride
5470-11-1
US $10.00 / ASSAYS 1ASSAYS 99% 100kg Dorne Chemical Technology co. LTD
Hydroxylamine hydrochloride pictures 2024-11-22 Hydroxylamine hydrochloride
5470-11-1
US $100.00-65.00 / kg 1kg 99% 20ton Hebei Zhuanglai Chemical Trading Co.,Ltd
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