ChemicalBook--->CAS DataBase List--->7803-49-8

7803-49-8

7803-49-8 Structure

7803-49-8 Structure
IdentificationMore
[Name]

HYDROXYLAMINE
[CAS]

7803-49-8
[Synonyms]

FH-50
FH-50TM
HYDROXYLAMINE
hydroxylamine,freebase
hydroxylaminefree-base
NH2OH
Oxammonium
Oxyammonia
Hydroxylamine solution
HYDROXYLAMINE, 50 WT. % SOLUTION IN WATE R
HYDROXYLAMINE, 99.999%, 50 WT. SOLUTION IN WATER
HYDROXYLAMINE SOLUTION, ~50% IN WATER
Hydroxylamine, 50% aq. soln.
HYDROXYLAMINE,FREEBASE,50%AQUEOUSSOLUTION
HYDROXYLAMINE: 50% AQUEOUS SOLUTION
Hydroxyamine
[EINECS(EC#)]

232-259-2
[Molecular Formula]

H3NO
[MDL Number]

MFCD00044522
[Molecular Weight]

33.03
[MOL File]

7803-49-8.mol
Chemical PropertiesBack Directory
[Appearance]

slightly yellow liquid
[Melting point ]

7°C
[Boiling point ]

>100 °C
[density ]

1.078 g/mL at 25 °C
[vapor pressure ]

9 mm Hg ( 40 °C)
[refractive index ]

n20/D 1.393
[RTECS ]

NC2975000
[storage temp. ]

Store below +30°C.
[solubility ]

Water
[form ]

white flakes or needles
[pka]

pK (20°) 7.97
[color ]

white orthorhombic flakes or needles
[Stability:]

Stable. Incompatible with oxidizing agents, potassium dichromate, chromium trioxide, zinc, calcium, copper, sodium, ammonia, carbonyls, phosphorus halides, pyridine, hypochlorites.
[Water Solubility ]

Miscible with water, liquid ammonia and methanol. Slightly miscible with ether, benzene, carbon disulfide and chloroform.
[Merck ]

13,4853
[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.
[InChIKey]

AVXURJPOCDRRFD-UHFFFAOYSA-N
[Uses]

Reducing agent, organic synthesis.
[CAS DataBase Reference]

7803-49-8(CAS DataBase Reference)
[NIST Chemistry Reference]

Hydroxylamine(7803-49-8)
[EPA Substance Registry System]

7803-49-8(EPA Substance)
Hazard InformationBack Directory
[Chemical Properties]

slightly yellow liquid
[Definition]

ChEBI: The simplest hydroxylamine, consisting of ammonia bearing a hydroxy substituent. It is an intermediate in the biological nitrification by microbes like bacteria.
[General Description]

Odorless white crystalline solid. Sinks and mixes with water.
[Reactivity Profile]

HYDROXYLAMINE(7803-49-8) is a white solid, thermally unstable, decomposes rapidly at room temperature or when dissolved in hot water by internal oxidation-reduction. HYDROXYLAMINE(7803-49-8) should be stored below 10° C [Bailar, 1973, vol. 2, p. 272]. Explosive reaction with strong oxidizers (chromium trioxide, potassium dichromate) or powdered zinc upon heat. Reaction with zinc or calcium produces explosive bishydroxylamides. HYDROXYLAMINE(7803-49-8) ignites on contact with cupric sulfate, alkali metals (sodium, potassium), oxidants (e.g., barium oxide, barium peroxide, lead dioxide, potassium permanganate, chlorine), phosphorus trichloride and pentachloride. HYDROXYLAMINE(7803-49-8) reacts vigorously with hypochlorites, pyridine, carbonyls [Sax, 9th ed., 1996, p. 1875]. On contact with organic materials in thin layer (e.g., crystals on filter paper), HYDROXYLAMINE(7803-49-8) may ignite spontaneously in air. HYDROXYLAMINE(7803-49-8) explodes when heated above 70° C [Brauer, 1963, vol. 1, p. 502]. During a distillation process, an explosion occurred. Potassium hydroxide is thought to be involved in the explosion. Employees in the plant complained of chest pains and suffered chemical burns. Five people were killed by the explosion.
[Air & Water Reactions]

Decomposes rapidly at room temperature or when dissolved in hot water by internal oxidation-reduction. Reacts with water or steam to produce heat and corrosive liquids.
[Hazard]

Decomposes rapidly at room temperature, violently when heated, detonates in flame-heated test tube. Irritant to tissue.
[Health Hazard]

INHALATION: Moderately toxic by inhalation and oral routes with the following symptoms possible: headache, vertigo, tinnitus, dyspnea, nausea and vomiting, cyanosis, proteinuria and hematuria, jaundice, restlessness, and convulsion. Methemoglobinemia has been reported. EYES: Corrosive-highly irritating. SKIN: Irritating or corrosive to skin. INGESTION: Moderately toxic by inhalation and oral routes with the following symptoms possible; headache, vertigo, tinnitus, dyspnea, nausea and vomiting, cyanosis, proteinuria and hematuria, jaundice, restlessness, and convulsion. Methemoglobinemia has been reported.
[Physical properties]

White crystalline solid; orthogonal plates or needles; unstable; density 1.21g/cm3at 20°C; melts at 33°C; vaporizes at 58°C; very soluble in water, liquidammonia and lower alcohols; sparingly soluble in most other organic solvents;decomposes in hot water; pKa5.94 at 25°C.
[Preparation]

Hydroxylamine is unstable as a free base. It is prepared from hydroxy-lamine hydrochloride, NH2OH?HCl, which is obtained by electrolytic reduc-tion of ammonium chloride solution. The hydrochloride undergoes alkalinedecomposition to hydroxylamine, which is collected by vacuum distillation.
[Potential Exposure]

Potential Exposure:Mutagen.Those involved in chemical synthesis or use of hydroxyI-amine. Used as a reducing agent.
[First aid]

If this chemical gets into the eyes, remove any con-tact lenses at once and irrigate immediately for at least 15 min,occasionally lifting upper and lower lids. Seek medical atten-tion immediately. If this chemical contacts the skin, removecontaminated clothing and wash immediately with soap andwater. Seek medical attention immediately. If this chemicalhas been inhaled, remove from exposure, begin rescue breath-ing (using universal precautions, including resuscitation mask)if breathing has stopped and CPR if heart action has stopped.Transfer promptly to a medical facility. When this chemicalhas been swallowed, get medical attention. If victim is con-scious, administer water or milk. Do not induce vomiting.Note to physician: Treat for methemoglobinemia. Test urineformethemoglobinemia. Spectrophotometry may berequired for precise determination of levels of methemoglo-bin in urine.
[Carcinogenicity]

Carcinogenicity of hydroxylamine and its salts has not been demonstrated. Several studies have shown a decreased incidence of spontaneous mammary tumors in mice exposed to the sulfate and hydrochloride.3–7 There was some indication of an increase in the incidence of spontaneous mammary tumors when the sulfate was administered to older animals whose mammary glands were already well developed.
[Environmental Fate]

The large-scale production and use of hydroxylamine may result in its release to the environment through various waste streams. Hydroxylamine will exist solely as a vapor in the ambient atmosphere, and will be degraded in the atmosphere by reaction with photochemically produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 18 h.
Abiotic degradation of hydroxylamine by photochemically produced peroxy radicals is an important environmental fate process in surface waters, with the half-life of the reaction measured at approximately 2 h. An estimated bioconcentration factor of 3 suggests that the potential for bioconcentration in aquatic organisms is low. If released terrestrially, hydroxylamine will most likely exist in its protonated form due to its pKa of 5.94; the protonated form is nonvolatile. Koc estimates of 14 for hydroxylamine suggest that it may have very high mobility in soil.
[storage]

(1) Color Code- Yellow Stripe (strong reducingagent): Reactivity Hazard; Store separately in an area iso-lated from flammables, combustibles, or other yellow-codedmaterials. (2) Color Code- Blue: Health Hazard/Poison:Store in a secure poison location. Prior to working with thischemical you should be trained on its proper handling andstorage. Protect against physical damage. Store in cool, non-combustible buildings and separate from oxidizing materi-als. Open airtight containers occasionally to relieve pressurefrom decomposition products.
[Shipping]

Toxic solid, corrosive, inorganic, n.o.s. requires ashipping label of“POISONOUS/TOXIC MATERIALS,CORROSIVE.”It falls in DOT/UN Hazard Class 6.1 andPacking Group II.
[Purification Methods]

Crystallise it from n-butanol at -10o, collect it by vacuum filtration and wash it with cold diethyl ether. Harmful vapours. [Hurd Inorg Synth I 87 1939, Semon in Org Synth Coll Vol I 318 1932.]
[Toxicity evaluation]

Hydroxylamine acts as a reducing agent when absorbed systemically, producing methemoglobin and the formulation of Heinz bodies in the blood. It can induce hemolytic anemia. It inhibits platelet aggregation and is a nitric oxide vasodilator. Oxylamines such as hydroxylamine and methoxylamine disturb DNA replication and act as potent mutagens, causing nucleotide transition from one purine to another or one pyrimidine to another.
Allergic reactions of the skin following dermal exposure to hydroxylamine resemble contact eczema, or possibly urticaria of Quincke’s edema. The pathogenesis of this reaction appears to be mediated by a delayed type T-lymphocyte reaction.
[Incompatibilities]

Self reactive. Contaminants, tempera-tures above 129.4℃, or open flame can cause explosivedecomposition, especially in the presence of moisture andcarbon dioxide. Incompatible with strong acids, organicanhydrides, isocyanates, aldehydes, sodium, finely dividedzinc, some metal oxides. Aqueous solution is a weak base.Contact with strong oxidizers may cause a fire and explo-sion hazard. Attacks some metals. Contact with calcium orzinc forms a heat-sensitive explosive [bis(hydroxylamide)](Sax).
Safety DataBack Directory
[Hazard Codes ]

Xn,N
[Risk Statements ]

R5:Heating may cause an explosion.
R22:Harmful if swallowed.
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
R43:May cause sensitization by skin contact.
R48/22:Harmful: danger of serious damage to health by prolonged exposure if swallowed .
R50:Very Toxic to aquatic organisms.
[Safety Statements ]

S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S47:Keep at temperature not exceeding ... E C (to be specified by the manufacturer) .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S22:Do not breathe dust .
[RIDADR ]

UN 3082 9/PG 3
[WGK Germany ]

3
[F ]

4.8
[TSCA ]

Yes
[HazardClass ]

8
[PackingGroup ]

II
[HS Code ]

28251090
[Hazardous Substances Data]

7803-49-8(Hazardous Substances Data)
[Toxicity]

LD50 i.p. in mice: 1.83 mmol/kg (Smith, Layne)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sodium ethoxide-->ACETALDEHYDE AMMONIA-->HYDROXYLAMINE PHOSPHATE
[Preparation Products]

Acetic acid hydroxyammonium salt-->3-Amino-3-(2-nitrophenyl)propanoic acid-->(NE)-N-pentan-2-ylidenehydroxylamine-->Dimethyl Oxazole-->FORMAMIDOXIME-->4-PHENYLAZO-1-NAPHTHYLAMINE-->Bufexamac-->Acetaldoxime
Questions And AnswerBack Directory
[Description]

Hydroxylamine is the hydroxyl derivative of ammonia. Hydroxylamine is used as a nucleophile in aromatic substitution reactions and as a reducing agent. By the reaction with aldehydes, hydroxylamine forms oximes, which are intermediates in the commercial production of polyamide plastics. Some hydroxylamine converted oximes are used in smaller amounts as pharmaceuticals, pesticides, and varnishes to prevent formation of a skin. With it is reduction ability, hydroxylamine is used as an antioxidant in photographic developers, to stabilize polymerization monomers, and to reduce Cu2+ in the dyeing of acrylic fibers. Hydroxylamine can be converted into hydroxylamine-O-sulphonic acid, which is a good aminating agent. Hydroxylamine can also be used as an intermediate in nitrification. It is further used in semiconductor industry in the cleaning formations, such as for aluminum interconnect.
[References]

  1. Stephen A. Lawrence, Amines: Synthesis, Properties and Applications, 2004, ISBN 0521782848
  2. Howard Lees, Hydroxylamine as an intermediate in nitrification, Nature, 1951, vol. 169, 156-157
  3. Egon Wiberg and Nils Wiberg, Inorganic Chemistry, 2001, ISBN 0123526515
  4. https://www.britannica.com/science/hydroxylamine
  5. Karen A. Reinhardt and Richard F. Reidy, Handbook for Cleaning for Semiconductor Manufacturing: Fundamentals and Applications, 2011, ISBN 9780470625958
Spectrum DetailBack Directory
[Spectrum Detail]

HYDROXYLAMINE(7803-49-8)ESR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

Hydroxylamine, 50% aq. soln.(7803-49-8)
[Sigma Aldrich]

7803-49-8(sigmaaldrich)
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