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N-methylhydroxylamine hydrochloride

HCID 77906
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Basic information

CAS
4229-44-1
Standard SMILES
CNO.Cl
InChIKey
RGZRSLKIOCHTSI-UHFFFAOYSA-N
Molecular formula
CH5NO.ClH
Average molar mass
83.52 g/mol
Monoisotopic mass
83.01379149

Names & identifiers

Preferred name
N-methylhydroxylamine hydrochloride
IUPAC
N-methylhydroxylamine;hydrochloride
English name
N-Methylhydroxylamine hydrochloride
Molecular formula
CH6ClNO
Molecular weight
83.52

Names & synonyms

N-Methylhydroxylamine hydrochloride4229-44-1Methylhydroxylammonium chlorideMethylhydroxylamine hydrochlorideN-Methylhydroxylammonium chlorideMethanamine, N-hydroxy-, hydrochlorideMGW04SJ1LZMethanamine, N-hydroxy-, hydrochloride (1:1)Hydroxylamine, N-methyl-, hydrochlorideNSC-48213DTXSID5063368RefChem:163840
Show more names
42229-44-1N-MethylhydroxylaminN-METHYLHYDROXYAMINEHCLMethyl hydroxylamine .HCLN-Methylhydroxyaminehydrochloriden-hydroxy-methanaminhydrochlorideN-Hydroxymethanamine hydrochloride
DTXCID6040080224-181-2N-METHYLHYDROXYLAMINE HCLMFCD00012597UNII-MGW04SJ1LZEINECS 224-181-2NSC 48213AI3-52591

Database identifiers

CAS
4229-44-1
PubChem CID
77906
DTXSID
DTXSID5063368
UNII
MGW04SJ1LZ
EC Number
224-181-2

Properties

Computed structural properties

Topological polar surface area
32.3 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
4
Formal charge
0
Complexity
4.8

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Hydroxylamines
Physical DescriptionBeige hygroscopic crystalline solid; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point
86 · 86-88 °C(lit.)
Density
1.36 g/cm3 · 1.36 g/cm3
storage temp.
Inert atmosphere,Room Temperature
solubility
2 O: · H2O: 0.1 g/mL, clear, very faintly yellow
form
solid
color
white
Water Solubility
soluble
Sensitive
Hygroscopic
BRN
3541409 · 3541409
InChI
InChI=1S/CH5NO.ClH/c1-2-3;/h2-3H,1H3;1H
InChIKey
RGZRSLKIOCHTSI-UHFFFAOYSA-N
SMILES
N(O)C.Cl
CAS DataBase Reference
4229 · 4229-44-1(CAS DataBase Reference)
FDA UNII
4 SJ1LZ · MGW04SJ1LZ
EPA Substance Registry System
Methanamine, N-hydroxy-, hydrochloride (4229-44-1)
UNSPSC Code
12352100 · 12352100
NACRES
22 · NA.22
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
315 · H315-H319-H335
Precautionary statements
302 · P302+P352-P305+P351+P338
target organs
Respiratory system
PPE
95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes
Xi
Risk Statements
36 · 36/37/38
Safety Statements
26 · 26-36-24/25
RIDADR
1759 · 1759
WGK Germany
3 · 3
F
3 · 3-10
TSCA
TSCA listed
HazardClass
8 · 8
PackingGroup
III
HS Code
29280090 · 29280090
Storage Class
11 · 11 - Combustible Solids
Hazard Classifications
2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

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

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 47 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Chemical: Methanamine, N-hydroxy-, hydrochloride

Methanamine, N-hydroxy-, hydrochloride: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia
Hazards SummaryA skin and strong eye irritant; [Sigma-Aldrich MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

F
3-10
PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
tsca
TSCA listed
ridadr
1759
hs_code
29280090
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xi
safety_code
26-36-24/25
hazard_class
8
Storage Class
11 - Combustible Solids
packing_group
III
target organs
Respiratory system
Hazard statements
H315-H319-H335
Hazard Classifications
Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements
P302+P352-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationMethanamine, N-hydroxy-, hydrochloride (1:1): INACTIVE

Applications

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.

Preparation methods · 1 item

PreparationN-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.

Upstream & downstream products

Upstream raw materials

(E)-methyl[(2-nitrophenyl)methylidene]oxidoazaniumNitromethaneN-MethylhydroxylamineHydrochloric acidWaterCASPASE-1

Downstream products

tert-butyl hydroxy(methyl)carbamateTepoxalin2-Methyl-5-phenylisoxazolidineMethanamine, N-[(2-chlorophenyl)methylene]-, N-oxideN-Hydroxy-N-methylureaMethyl[(4-methylphenyl)methylene]ammoniumolate

Related reactions

216 records
New reaction record
HRID 9831 reaction equation
HRID 9831As reactantuspto-grants-2006_08
HRID 9848 reaction equation
HRID 9848As reactantuspto-grants-2006_08
HRID 36681 reaction equation
HRID 36681As reactantuspto-grants-1995_05
HRID 36685 reaction equation
HRID 36685As reactantuspto-grants-1995_05
HRID 36693 reaction equation
HRID 36693As reactantuspto-grants-1995_05
HRID 36697 reaction equation
HRID 36697As reactantuspto-grants-1995_05
HRID 37718 reaction equation
HRID 37718As reactantuspto-grants-1995_05
HRID 44608 reaction equation
HRID 44608As reactantuspto-grants-2013_09
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Compound notes

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