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Home > Encyclopedia > Hydroxylamine hydrochloride

Hydroxylamine hydrochloride

Hydroxylamine hydrochloride structure

Hydroxylamine hydrochloride 

structure
  • CAS No:

    5470-11-1

  • Formula:

    NH2OH·HCl

  • Chemical Name:

    Hydroxylamine hydrochloride

  • Synonyms:

    OXAMMONIUM HCL;OXAMMONIUM HYDROCHLORIDE;hydroxyaminehydrochloride;hydroxylaminechloride;hydroxylaminechloride(1:1);HydroxyLamine-Hydrochioride;HYDROXYLAMMONIUM CHLORIDE REAGENT (ACS), LOW MERCURY;HYDROXYLAMMONIUM CHLORIDE SOLUTION 50% AQUEOUS W/V

  • Categories:

    Inorganic Chemistry  >  Inorganic Salts

Description

Hydroxyamine hydrochloride is a selective monoamine oxidase (MAO) inhibitor used for inhibiting of platelet aggregation. Hydroxyamine hydrochloride is an intermediate of organic synthesis[1].


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)|OtherSolid; PelletsLargeCrystals|COLOURLESS HYGROSCOPIC CRYSTALS.


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


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.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.


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.

Hydroxylamine hydrochloride Basic Attributes

69.49

68.998138

3539763

226-798-2

5X4ZA62Z4Q

0709

26250

2923

TSCA listed

DTXSID7025425

White to off-white

28251000

Characteristics

46.2

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.

0.83660

White to off-white Liquid

1.67 g/mL at 25 °C(lit.)

155-157 °C (dec.)(lit.)

Decomposes (NTP, 1992)

560 g/L (20 ºC)

Store at RT.

0.054 Pa (50 °C)

LD50 orally in mice: 408 mg/kg (Riemann)

2.5-3.5 (25℃, 50mg/mL in H2O)

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

Salts, Acidic

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

Store at +15°C to +25°C.

Safety Information

III

8

UN 2923 8/PG 2

3

Xn,N,E

22-24-37-61-36/37

NC3675000

Xn,N,E

Dry.

Substances to be avoided include strong oxidizing agents. Heating above 115 C may cause explosion; do not store above 65C. Moisture and air sensitive.

P273-P280-P305 + P351 + P338-P501

Toxic by ingestion, strong irritant to tissue.

UN 2923 8/PG 2

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

|Warning|H290 (99.78%): May be corrosive to metals [Warning Corrosive to Metals]|P201, P202, P234, P260, P261, P264, P270, P272, P273, P280, P281, P301+P312, P302+P352, P305+P351+P338, P308+P313, P312, P314, P321, P322, P330, P332+P313, P333+P313, P337+P313, P362, P363, P390, P391, P404, P405, and P501|Aggregated GHS information provided by 449 companies from 21 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Danger|H290: May be corrosive to metals [Warning Corrosive to Metals]|H301: Toxic if swallowed [Danger Acute toxicity, oral]|P260, P261, P264, P270, P271, P272, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P309+P311, P312, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P403+P233, P405, and P501

Fires involving this material can be controlled using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)|In case of fire in the surroundings, use appropriate extinguishing media.

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should keep this material in a tightly closed container under an inert atmosphere, and store it at refrigerated temperatures. (NTP, 1992)

MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves. RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. Splash proof safety goggles should be worn while handling this chemical. Alternatively, a full face respirator, equipped as above, may be used to provide simultaneous eye and respiratory protection. (NTP, 1992)

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into covered non-metallic containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.

Dry. Cool. Store in an area without drain or sewer access. Provision to contain effluent from fire extinguishing.

Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly when dispersed.

The substance is irritating to the eyes, skin and respiratory tract. The substance may cause effects on the blood. This may result in the formation of methaemoglobin. Medical observation is indicated.

Repeated or prolonged contact may cause skin sensitization. The substance may have effects on the blood. This may result in the formation of methaemoglobin. Tumours have been detected in experimental animals but may not be relevant to humans.

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

Use ventilation (not if powder). Use local exhaust or breathing protection.

Protective gloves.

Wear safety goggles or eye protection in combination with breathing protection if powder.

Drug Information

SYMPTOMS: Symptoms of exposure to this chemical include eye, skin and mucous membrane irritation; burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, vomiting and methemoglobinemia. Inhalation may be fatal as a result of spasm, inflammation and edema of the larynx and bronchi; chemical pneumonitis and pulmonary edema. ACUTE/CHRONIC HAZARDS: This chemical is very irritating to skin, eyes, and mucous membranes. When heated to decomposition, it emits toxic fumes. This compound may react violently when heated to temperatures above 239° F. (NTP, 1992)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. Corrosive chemicals will destroy the membranes of the mouth, throat, and esophagus and, in addition, have a high risk of being aspirated into the victim's lungs during vomiting which increases the medical problems. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. IMMEDIATELY transport the victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. Transport the victim IMMEDIATELY to a hospital. (NTP, 1992)


Fresh air, rest. Refer for medical attention.


Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .


First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Hydroxylamine

The substance can be absorbed into the body by inhalation of its aerosol, through the skin and by ingestion.

Blue lips, fingernails and skin. Headache. Dizziness. Nausea. Confusion. Convulsions. Unconsciousness.


MAY BE ABSORBED! Redness. Pain. Further see Inhalation.


Redness. Pain.

Hydroxylamine hydrochloride Use and Manufacturing

Methods of Manufacturing

The oximation method first adds a certain amount of water to the synthesis kettle, adds a certain amount of sodium nitrite under stirring, adds a certain amount of sodium metabisulfite in portions, and then acidifies with sulfuric acid. The acidified material is sent to the hydrolysis kettle, a certain amount of acetone is added, and then liquid caustic soda is added for neutralization. The neutralization liquid is sucked into the still to distill acetoxime. Acetone oxime and a certain proportion of hydrochloric acid are added to the salt-forming concentrator for reaction to generate hydroxylamine hydrochloride and acetone. Acetone is recovered for hydrolysis. Hydroxylamine hydrochloride is concentrated, cooled and crystallized, centrifuged, and dried to obtain hydroxylamine hydrochloride products. Na2S2O5+H2O→2NaHSO3NaNO2+2NaHS3→HON(SO3Na)2+NaOHNaOH+H2SO4→NaHSO4+H2OHON(SO3Na)2+(CH3)2CO+H2O→(CH3)2CNOH+2NaHSO4(CH3)2CNOH+HCl+H2 HCl+(CH3)2CO

Uses

Inorganic analysis reducing agent, complexing agent, electrical analysis depolarizer, fatty acid and soap antioxidant, analysis of formaldehyde, camphor and glucose, etc., organic analysis of aldehydes and ketones, trace analysis of sulfonic acid, determination of magnesium in steel, Organic synthesis to prepare oximes. Color film washing. catalyst. Swelling agent. Copolymerization inhibitor.


Fuels and fuel additives


Fuels and related products


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.

Production

100,000 - 500,000 lb

Oil and gas drilling, extraction, and support activities|Hydroxylamine, hydrochloride (1:1): ACTIVE

Cosmetics -> Antioxidant

Computed Properties

Molecular Weight:69.49
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:2
Exact Mass:68.9981414
Monoisotopic Mass:68.9981414
Topological Polar Surface Area:46.2
Heavy Atom Count:3
Complexity:2
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes

Price Analysis

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  • Data: 2026-07-27
  • Price: 12000.00Yuan/mt
  • Change: 0

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