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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
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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N-Methylhydroxylamine hydrochloride Suppliers

TOKYO CHEMICAL INDUSTRY CO., LTD.
Tel
03-36680489
Fax
03-3668-0520
Email
Sales-JP@TCIchemicals.com
Country
Japan
ProdList
28387
Advantage
80
TCI Japan
Tel
--
Fax
--
Email
@TCIchemicals.com
Country
Japan
ProdList
2741
Advantage
58
Kanto Chemical Co., Inc.
Tel
--
Fax
--
Email
reag-info@gms.kanto.co.jp
Country
Japan
ProdList
6756
Advantage
74
Wako Pure Chemical Industries, Ltd.
Tel
--
Fax
--
Email
labchem-tec@wako-chem.co.jp
Country
Japan
ProdList
6819
Advantage
80
Nacalai Tesque, Inc.
Tel
--
Fax
--
Email
info-tech@nacalai.co.jp
Country
Japan
ProdList
6046
Advantage
75
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View Lastest Price from N-Methylhydroxylamine hydrochloride manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
N-Methylhydroxylamine hydrochloride 4229-44-1
Price
US $20.00-100.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
200000KG
Release date
2024-08-15
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

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