ChemicalBook >> CAS DataBase List >>N-Methylhydroxylamine hydrochloride

N-Methylhydroxylamine hydrochloride

CAS No.
4229-44-1
Chemical Name:
N-Methylhydroxylamine hydrochloride
Synonyms
42229-44-1;N-Methylhydroxylamin;N-METHYLHYDROXYAMINEHCL;N-METHYLHYDROXYLAMINE HCL;Methyl hydroxylamine .HCL;Methylhydroxylammonium chloride;N-Methylhydroxyaminehydrochloride;N-METHYLHYDROXYLAMMONIUM CHLORIDE;n-hydroxy-methanaminhydrochloride;N-Hydroxymethanamine hydrochloride
CBNumber:
CB9403590
Molecular Formula:
CH6ClNO
Molecular Weight:
83.52
MDL Number:
MFCD00012597
MOL File:
4229-44-1.mol
MSDS File:
SDS
Last updated:2023-10-28 21:29:05

N-Methylhydroxylamine hydrochloride 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 Reference 4229-44-1(CAS DataBase Reference)
FDA UNII MGW04SJ1LZ
EPA Substance Registry System Methanamine, N-hydroxy-, hydrochloride (4229-44-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-24/25
RIDADR  1759
WGK Germany  3
3-10
TSCA  Yes
HazardClass  8
PackingGroup  III
HS Code  29280090
NFPA 704
1
2 1

N-Methylhydroxylamine hydrochloride price More Price(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich M50400 N-Methylhydroxylamine hydrochloride 98% 4229-44-1 5g $63.5 2024-03-01 Buy
Sigma-Aldrich M50400 N-Methylhydroxylamine hydrochloride 98% 4229-44-1 10g $102 2024-03-01 Buy
TCI Chemical M0804 N-Methylhydroxylamine Hydrochloride >97.0%(T) 4229-44-1 5g $32 2024-03-01 Buy
TCI Chemical M0804 N-Methylhydroxylamine Hydrochloride >97.0%(T) 4229-44-1 25g $125 2024-03-01 Buy
Alfa Aesar L02202 N-Methylhydroxylamine hydrochloride, 98% 4229-44-1 5g $64.65 2024-03-01 Buy
Product number Packaging Price Buy
M50400 5g $63.5 Buy
M50400 10g $102 Buy
M0804 5g $32 Buy
M0804 25g $125 Buy
L02202 5g $64.65 Buy

N-Methylhydroxylamine hydrochloride Chemical Properties,Uses,Production

Chemical Properties

The substance appears as white to almost white crystals or crystalline powder. It exhibits solubility in water.

Uses

N-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.

Preparation

N-methylhydroxylamine hydrochloride (N-MHA) was synthesized by a high pressure catalytic hydrogenation method using noble metal Pd/C and Pt-Rh/C as the catalyst. During the synthesis process, the catalyst was easily poisoned and the products would be deeply reduced to methylamine. Therefore, the purity of N-MHA is low and the cost is high. An industrial electrolytic cell was designed for the electrochemical synthesis of N-methylhydroxylamine hydrochloride (N-MHA). Copper was used as the cathode, graphite as the anode, and a cation membrane as the separator. The results show that N-MHA with a high purity of 99% can be electrosynthesized directly from nitromethane in HCl solution.

Reactions

N-methylhydroxylamine hydrochloride was widely used in the 1,3-dipolar cycloaddition and N-methylation reaction. For example, it has been considered an extremely important intermediate in the synthesis of biological active azetidinone and isoxazole compounds such as piperylone, isopyrine, and muscimole.

References

[1] A. 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
[2] J. R. Ochoa Gomez. Electrosynthesis of N-methylhydroxylamine.Journal of Applied Electrochemistry.1991, 21     331-334. DOI:10.1007/BF01020218
[3] 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
[4] Intramolecular cycloaddition has been used as a route to bicyclic systems, e.g. from citronellal: Org. Synth. Coll., 6, 670 (1988).
[5] 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).
[6] For conversion to, and reactions of, the N,O-bis(TMS) derivative, see: J. Chem. Soc., Perkin 1, 1823 (1989).
[7] GAN Y, WENKUI Z, HUANG H, et al. Industrial Synthesis of N-Methylhydroxylamine Hydrochloride by Electrochemical Reduction of Nitromethane[J]. Chinese Journal of Chemical Engineering, 2006, 14: 649-653. DOI:10.1016/S1004-9541(06)60129-8.

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View Lastest Price from N-Methylhydroxylamine hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-Methylhydroxylamine hydrochloride pictures 2023-03-11 N-Methylhydroxylamine hydrochloride
4229-44-1
US $55.00 / kg 1kg 99% 5000 tons Hebei Duling International Trade Co. LTD
N-Methylhydroxylamine hydrochloride pictures 2022-10-14 N-Methylhydroxylamine hydrochloride
4229-44-1
US $0.00-0.00 / KG 1KG 98% 1ton Henan Aochuang Chemical Co.,Ltd.
N-Methylhydroxylamine hydrochloride pictures 2021-11-15 N-Methylhydroxylamine hydrochloride
4229-44-1
US $7.00 / g 100g 99% 500ton/Month Qiuxian Baitai New Material Co., LTD
N-Methylhydroxyaminehydrochloride N-METHYLHYDROXYLAMINE HCL N-METHYLHYDROXYLAMINE HYDROCHLORIDE N-METHYLHYDROXYLAMMONIUM CHLORIDE N-METHYLHYDROXYAMINEHCL Methyl hydroxylamine .HCL HYDROXYLAMINOMETHANE HYDROCHLORIDE N-Methylhydroxylaminehydrochloride,98% Methylhydroxylammonium chloride N-Hydroxymethanamine hydrochloride N-Methylhydroxylamin N-Hydroxy-N-MethanaMine Hydrochloride N-Hydroxy-N-MethylaMMoniuM Chloride N-MethylhydroxylaMine hydrochloride 98% Methanamine,N-hydroxy-,hydrochloride n-hydroxy-methanaminhydrochloride 42229-44-1 n-methylhydroxylamine hydrochloride CH5NO.HCl N-MethylhydroxylamineHydrochloride> 4229-44-1 4229-44-2 4229-42-1 CH5NOHClCH6ClNO CH5NOCIH CH3NHOHHCl ALCOHOL Building Blocks Nitrogen Compounds Organic Building Blocks Hydroxylamines (N-Substituted) Hydroxylamines Hydroxylamines Hydroxylamines (N-Substituted) Nitrogen Compounds Organic Building Blocks intermediate