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Hydroxylamine HCl

HCID 21645
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
5470-11-1
Standard SMILES
[Cl-].[NH3+]O
InChIKey
WCYJQVALWQMJGE-UHFFFAOYSA-M
Molecular formula
ClH4NO
Average molar mass
69.49 g/mol
Monoisotopic mass
68.99814143

Overview

See also: Hydroxyamine hydrochloride (annotation moved to).

Names & identifiers

Preferred name
Hydroxylamine HCl
IUPAC
hydroxyazanium chloride
English name
Hydroxylamine hydrochloride
Molecular formula
NH2OH·HCl
Molecular weight
69.49

Names & synonyms

RefChem:1087060Hydroxylamine HCl(N H3 (O H)) ClhydroxylammoniumchloridH4ClNOHydroxylaminhydrochloridHydroxylammoniumchloridehydoxylammonium chloridehydroxy ammonium chloridehydroxy-ammonium chloridehydroxyl ammonium chloridehydroxyl-ammonium chloride
Show more names
HYDROXYLAMMONIUM CHLORIDEHYDROXYLAMINE HYDROCHLORIDhydroxyaminehydrochlorideHYDROXYAMMONIUM CHLORIDEHydroxylamine hydrocOXAMMONIUM HCLOXAMMONIUM HYDROCHLORIDEHA HCLOxammionium
UNII-5X4ZA62Z4QCCRIS 4323EINECS 226-798-2Tox21_202970AKOS024256075NCGC00260516-01CAS-5470-11-1AI3-08779

Database identifiers

CAS
5470-11-1
PubChem CID
21645
DTXSID
DTXSID7025425

Properties

Computed structural propertiesFilling in

Topological polar surface area
47.9 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
3
Formal charge
0
Complexity
2

Experimental & physicochemical properties

CosmeticsAntioxidant

Physicochemical properties

Melting point
155 · 155-157 °C (dec.)(lit.)
Density
1.67 g/mL · 1.67 g/mL at 25 °C(lit.)
bulk density
900 kg/m3 · 900kg/m3
vapor pressure
0.054 Pa · 0.054 Pa (50 °C)
storage temp.
15 °C · Store at +15°C to +25°C.
solubility
470 g/l · 470g/l
form
Liquid
color
White to off-white
PH
2.5 · 2.5-3.5 (25℃, 50mg/mL in H2O)
Water Solubility
560 g/L · 560 g/L (20 ºC)
Sensitive
Hygroscopic
Merck
14 · 14,4828
BRN
3539763 · 3539763
Stability
115 C · Substances to be avoided include strong oxidizing agents. Heating above 115 C may cause explosion; do not store above 65C. Moisture and air sensitive.

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

F
21
wgk
3
tsca
TSCA listed
rtecs
NC3675000
ridadr
UN 2923 8/PG 2
hs_code
28251000
Toxicity
LD50 orally in mice: 408 mg/kg (Riemann)
risk_code
22-36/38-43-48/22-50-40-21/22-2
Signal word
Warning
Symbol(GHS)
GHS05,GHS07,GHS08,GHS09
hazard_code
Xn,N,E
safety_code
22-24-37-61-36/37
hazard_class
8
Storage Class
4.1A - Other explosive hazardous materials
packing_group
III
target organs
spleen
Hazard statements
H290-H302+H312-H315-H317-H319-H351-H373-H400
Limited Quantities
5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations
Active
Hazard Classifications
Acute Tox. 4 DermalAcute Tox. 4 OralAquatic Acute 1Aquatic Chronic 2Carc. 2Eye Irrit. 2Met. Corr. 1Skin Irrit. 2Skin Sens. 1STOT RE 2 Oral
Precautionary statements
P273-P280-P301+P312-P302+P352+P312-P305+P351+P338-P308+P313

Chemistry & industry

Uses & manufacturing

Use ClassificationCosmetics -> Antioxidant
Applications · 3 items

DescriptionHydroxylamine 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.

UsesHydroxylamine 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.

General DescriptionHydroxylamine 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)

Preparation methods

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

Related reactions

2,184 records
New reaction record
HRID 32249 reaction equation
HRID 32249As reactantuspto-grants-2008_09
HRID 39917 reaction equation
HRID 39917As reactantuspto-grants-2013_09
HRID 51980 reaction equation
HRID 51980As reactantuspto-grants-1997_04
HRID 56624 reaction equation
HRID 56624As reactantuspto-grants-2016_09
HRID 67945 reaction equation
HRID 67945As reactantuspto-grants-1982_08
HRID 68310 reaction equation
HRID 68310As reactantuspto-grants-2014_09
HRID 68319 reaction equation
HRID 68319As reactantuspto-grants-2014_09
HRID 78120 reaction equation
HRID 78120As reactantuspto-grants-2014_09
Page 1 of 273

Compound notes

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Cosmetics Ingredients Functions
ANTIOXIDANT
InChI
1S/ClH.H3NO/c;1-2/h1H;2H,1H2
InChIKey
WTDHULULXKLSOZ-UHFFFAOYSA-N
SMILES
Cl.NO
LogP
-0.81 · -0.810 (est)
CAS DataBase Reference
5470 · 5470-11-1(CAS DataBase Reference)
EWG's Food Scores
2 · 2-5
FDA UNII
5 X4ZA62Z4Q · 5X4ZA62Z4Q
EPA Substance Registry System
Hydroxylamine hydrochloride (5470-11-1)
UNSPSC Code
12352301 · 12352301
NACRES
24 · NB.24
Symbol(GHS)
5 · GHS05,GHS07,GHS08,GHS09
Signal word
Warning
Hazard statements
290 · H290-H302+H312-H315-H317-H319-H351-H373-H400
Precautionary statements
273 · P273-P280-P301+P312-P302+P352+P312-P305+P351+P338-P308+P313
target organs
spleen
Hazard Codes
Xn,N,E
Risk Statements
22 · 22-36/38-43-48/22-50-40-21/22-2
Safety Statements
22 · 22-24-37-61-36/37
RIDADR
2923 · UN 2923 8/PG 2
WGK Germany
3 · 3
RTECS
3675000 · NC3675000
F
21 · 21
TSCA
TSCA listed
HazardClass
8 · 8
PackingGroup
III
HS Code
28251000 · 28251000
Storage Class
4.1 A · 4.1A - Other explosive hazardous materials
Hazard Classifications
4 DermalAcute · Acute Tox. 4 DermalAcute Tox. 4 OralAquatic Acute 1Aquatic Chronic 2Carc. 2Eye Irrit. 2Met. Corr. 1Skin Irrit. 2Skin Sens. 1STOT RE 2 Oral
Toxicity
50 orally · LD50 orally in mice: 408 mg/kg (Riemann)
REACH Registrations
Active
Limited Quantities
5 L · 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Upstream & downstream products

Upstream raw materials

NitromethaneWaterSodium nitriteAcetone oximeSodium metabisulfiteDimethyl sulfate

Downstream products

2-ChlorobenzaloximePyrazole-1,3-dimethyl-5-phenoxy-4-carboxaldehyde oximeMethyl 3-amino-4-methylthiophene-2-carboxylate4-(Methylthio)benzylamine4-Amino-1,2,5-oxadiazole-3-carbonitrile2-Pyridylamid oxime5-Aminoisoxazole-4-carboxylic acid ethyl esterEthyl 5-methylisoxazole-3-carboxylate5α-Chloro-6β,19-epoxy-3 B -hydroxy-5α-androstan-17-one4-Pyridylamidoxime5-Chloro-3,6-dihydroxy-5-androstan-17-one 3-acetateEthyl 3-(2,6-dichloro-phenyl)-5-methyl-isoxazole-4-carboxylate3,4,5-TrimethoxybenzylamineEpiandrosterone acetate3-(2,6-Dichlorophenyl)-5-methylisoxazole-4-carboxylic acid2-Butanone oxime5-Methyl-4-isoxazolesulfonyl chlorideNEMONAPRIDE5-Methyl-3-phenylisoxazole2,6-Dicyano-4-NitroanilineDiphenylglyoxime6-Amino-2-methyl-2-heptanol3-(2-Chlorophenyl)-5-methylisoxazole-4-carbonyl chloride6-Bromoisatin4-Aminotetrahydropyran hydrochloride5-Methyl-3-phenylisoxazole-4-carbonyl chloride3-Methylthiophene-2-carbonitrile(2,6-Dimethylphenoxy)acetoxime3-(2-Chlorophenyl)-5-methylisoxazole-4-carboxylic acid3-Methyl-5-phenylisoxazoleAdrafinil3-PyridylamidoximeEthyl 5-methyl-3-phenylisoxazole-4-carboxylateBenzamidoxime hydrochloride2,3-Dimethoxybenzonitrileheptanal oxime17-Ethinylandrost-5-ene-3,17-diolN-Hydroxysulfosuccinimide sodium salt3-Methyl-5-phenyl-4-isoxazolecarboxylic acid2-Amino-5,6-dichlorobenzoic acid

Additional notes

DefinitionChEBI: 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.