N-Methylhydroxylamine hydrochloride

ChemicalBook > CAS DataBase List > N-Methylhydroxylamine hydrochloride

N-Methylhydroxylamine hydrochloride

Product Name: 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
Formula Weight: 83.52
MOL File: 4229-44-1.mol

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N-Methylhydroxylamine hydrochloride Property

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)
EPA Substance Registry System: Methanamine, N-hydroxy-, hydrochloride (4229-44-1)

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Safety

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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: M50400
Product name: N-Methylhydroxylamine hydrochloride
Purity: 98%
Packaging: 5g
Price: $63.5
Updated: 2024/03/01

Sigma-Aldrich

Product number: M50400
Product name: N-Methylhydroxylamine hydrochloride
Purity: 98%
Packaging: 10g
Price: $102
Updated: 2024/03/01

TCI Chemical

Product number: M0804
Product name: N-Methylhydroxylamine Hydrochloride
Purity: >97.0%(T)
Packaging: 5g
Price: $32
Updated: 2024/03/01

TCI Chemical

Product number: M0804
Product name: N-Methylhydroxylamine Hydrochloride
Purity: >97.0%(T)
Packaging: 25g
Price: $125
Updated: 2024/03/01

Alfa Aesar

Product number: L02202
Product name: N-Methylhydroxylamine hydrochloride, 98%
Packaging: 5g
Price: $64.65
Updated: 2024/03/01

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N-Methylhydroxylamine hydrochloride Chemical Properties,Usage,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.

N-Methylhydroxylamine hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from N-Methylhydroxylamine hydrochloride manufacturers

Hebei Duling International Trade Co. LTD

Product: N-Methylhydroxylamine hydrochloride 4229-44-1
Price: US $55.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 5000 tons
Release date: 2023-03-10

Henan Aochuang Chemical Co.,Ltd.

Product: N-Methylhydroxylamine hydrochloride 4229-44-1
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2022-10-13

Qiuxian Baitai New Material Co., LTD

Product: N-Methylhydroxylamine hydrochloride 4229-44-1
Price: US $7.00/g
Min. Order: 100g
Purity: 99%
Supply Ability: 500ton/Month
Release date: 2021-10-25

4229-44-1, N-Methylhydroxylamine hydrochlorideRelated Search:

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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%

42229-44-1

n-methylhydroxylamine hydrochloride CH5NO.HCl

Methanamine,N-hydroxy-,hydrochloride

n-hydroxy-methanaminhydrochloride

N-MethylhydroxylamineHydrochloride&gt

4229-44-1

4229-42-1

4229-44-2

CH5NOHClCH6ClNO

CH5NOCIH

CH3NHOHHCl

ALCOHOL

Building Blocks

Nitrogen Compounds

Organic Building Blocks

Hydroxylamines (N-Substituted)

Hydroxylamines

Hydroxylamines (N-Substituted)

Nitrogen Compounds

Organic Building Blocks

intermediate