ChemicalBook Product Catalog Chemical Reagents Organic reagents Amine salt (ammonium salt) N-Methylhydroxylamine hydrochloride

N-Methylhydroxylamine hydrochloride

N-Methylhydroxylamine hydrochloride Basic information
Product Name:N-Methylhydroxylamine hydrochloride
Synonyms:N-Methylhydroxyaminehydrochloride;N-METHYLHYDROXYLAMINE HCL;N-METHYLHYDROXYLAMINE HYDROCHLORIDE;N-METHYLHYDROXYLAMMONIUM CHLORIDE;N-METHYLHYDROXYAMINEHCL;Methyl hydroxylamine .HCL;HYDROXYLAMINOMETHANE HYDROCHLORIDE;N-Methylhydroxylaminehydrochloride,98%
CAS:4229-44-1
MF:CH6ClNO
MW:83.52
EINECS:224-181-2
Product Categories:Hydroxylamines;Hydroxylamines (N-Substituted);Nitrogen Compounds;Organic Building Blocks;intermediate
Mol File:4229-44-1.mol
N-Methylhydroxylamine hydrochloride Structure
N-Methylhydroxylamine hydrochloride Chemical Properties
Melting point 86-88 °C(lit.)
density 1.36 g/cm3
storage temp. Inert atmosphere,Room Temperature
solubility H2O: 0.1 g/mL, clear, very faintly yellow
form solid
color white
Water Solubility soluble
Sensitive Hygroscopic
BRN 3541409
CAS DataBase Reference4229-44-1(CAS DataBase Reference)
EPA Substance Registry SystemMethanamine, N-hydroxy-, hydrochloride (4229-44-1)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-24/25
RIDADR 1759
WGK Germany 3
F 3-10
TSCA Yes
HazardClass 8
PackingGroup III
HS Code 29280090
MSDS Information
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N-Methylhydroxylamine hydrochloride Usage And Synthesis
Chemical PropertiesWHITE TO ALMOST WHITE CRYSTALS OR CRYST. POWDER
UsesN-Methylhydroxylamine hydrochloride is used as an inorganic catalyst used in the transamidation of primary amides with amines. It is employed in constructing hydroxamates, important functional groups for the complexation of iron.
ReferencesA. Gibson and S. Mirzazadeh. N-methylhydroxylamine inhibits and M&B 22948 potentiates relaxations of the mouse anococcygeus to non-adrenergic, non-cholinergic field stimulation and to nitrovasodilator drugs.British Journal of Pharmacology.1989, 96    637-644.  DOI:10.1111/j.1476-5381.1989.tb11863.x
J. R. Ochoa Gomez. Electrosynthesis of N-methylhydroxylamine.Journal of Applied Electrochemistry.1991, 21     331-334. DOI:10.1007/BF01020218
Reacts with aldehydes and ketones to give nitrones, which undergo 1,3-dipolar addition reactions with alkenes. Cycloaddition to trimethylvinylsilane has been used in a 2-carbon extension of aldehydes to ɑ?-unsaturated aldehydes: J. Org. Chem., 49, 3421 (1984). DOI:10.1021/jo00192a047
Intramolecular cycloaddition has been used as a route to bicyclic systems, e.g. from citronellal: Org. Synth. Coll., 6, 670 (1988).
Reviews: 1,3-Dipolar cycloadditions of nitrones: Synthesis, 205 (1975). The [3+2] nitrone-olefin cycloaddition reaction: Org. React., 36, 1 (1988). Synthetic applications of nitrones: Org. Prep. Proced. Int., 17, 25 (1985).
For conversion to, and reactions of, the N,O-bis(TMS) derivative, see: J. Chem. Soc., Perkin 1, 1823 (1989).
N-Methylformamide (3alpha)-3-chloro-Cholest-4-ene 2-Chloro-3,5-dinitrobenzoic acid 1-Methylimidazole N-Methyl-2-pyrrolidone N,O-Dimethylhydroxylamine hydrochloride Topotecan hydrochloride 4-Chloro-7-nitrobenzofurazan 2-CHLORO-3-NITROPYRIDINE METARAMINOL 2,3,4,5-Tetrachloronitrobenzene 2-CHLORO-3,5-DINITROPYRIDINE 3-CHLORO-5-NITRO-1H-INDAZOLE Hydroxylamine hydrochloride Hydroxylamine sulfate Chlorodimethylpentafluorophenylsilane 2-Chloro-5-nitropyridine N-Methylhydroxylamine hydrochloride
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