Product Name

  • Name

    N-Methylhydroxylamine hydrochloride

  • EINECS 224-181-2
  • CAS No. 4229-44-1
  • Article Data11
  • CAS DataBase
  • Density 1.36 g/cm3
  • Solubility 0.1 g/mL in water, clear, very faintly yellow
  • Melting Point 86-88 °C(lit.)
  • Formula CH6ClNO
  • Boiling Point 69.4 °C at 760 mmHg
  • Molecular Weight 83.5177
  • Flash Point 41.9 °C
  • Transport Information UN 1759
  • Appearance White to almost white crystals or cryst. powder
  • Safety 26-36-24/25
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 4229-44-1 (N-Methylhydroxylamine hydrochloride)
  • Hazard Symbols IrritantXi
  • Synonyms Hydroxylamine,N-methyl-, hydrochloride (6CI,7CI,8CI);Methanamine, N-hydroxy-, hydrochloride(9CI);Methylhydroxylamine hydrochloride;Methylhydroxylammonium chloride;N-Hydroxy-N-methanamine hydrochloride;N-Hydroxy-N-methylammonium chloride;N-Hydroxymethanamine hydrochloride;N-Methylhydroxylammonium chloride;
  • PSA 32.26000
  • LogP 0.78790

Synthetic route

C-(2-nitrophenyl)-N-methyl-nitrone
41106-02-9

C-(2-nitrophenyl)-N-methyl-nitrone

A

N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

B

2-nitrobenzaldehyde oxime
3717-25-7, 4836-00-4, 6635-41-2

2-nitrobenzaldehyde oxime

Conditions
ConditionsYield
With hydroxylamine hydrochloride In methanol; diethyl ether at 20℃; for 4h;A 98%
B n/a
4-(N-methylnitrono)-2,2,5,5-tetramethyltetrahydrofuran-3-one E-isomer
67036-74-2, 67036-80-0

4-(N-methylnitrono)-2,2,5,5-tetramethyltetrahydrofuran-3-one E-isomer

A

2,2,5,5-Tetramethyl-furan-3,4-dione
14744-18-4

2,2,5,5-Tetramethyl-furan-3,4-dione

B

N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride Heating;A 46%
B 94%
With hydrogenchloride Heating;A 43%
B 94%
With hydrogenchloride Product distribution; Heating;A 43%
B 94%
nitromethane
75-52-5

nitromethane

N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

Conditions
ConditionsYield
With ammonium chloride; zinc In water for 0.5h;
With ammonium chloride; zinc In water at 0 - 15℃;
hydrogenchloride
7647-01-0

hydrogenchloride

N-methyl-diphenyl-nitrone
7500-79-0

N-methyl-diphenyl-nitrone

A

benzophenone
119-61-9

benzophenone

B

N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

Conditions
ConditionsYield
Hydrolysis;
N,O-Dimesyl-N-methylhydroxylamin
80653-57-2

N,O-Dimesyl-N-methylhydroxylamin

A

1,3,5-Trioxan
110-88-3

1,3,5-Trioxan

B

formaldehyd
50-00-0

formaldehyd

C

N-Methylhydroxylamine
593-77-1

N-Methylhydroxylamine

D

N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

E

methanesulfonic acid sodium salt
2386-57-4

methanesulfonic acid sodium salt

F

NH3

NH3

Conditions
ConditionsYield
With sodium hydroxide In water Mechanism; Product distribution; hydrolysis with basic, neutral and acidic aqu. solutions;A 5 % Spectr.
B n/a
C 1 % Spectr.
D n/a
E 33 % Spectr.
F n/a
(Z)-C-(3,4-dimethoxyphenyl)-N-methyl-nitrone
314768-38-2, 919112-42-8

(Z)-C-(3,4-dimethoxyphenyl)-N-methyl-nitrone

A

3,4-Dimethoxy-benzaldehyde oxime
2169-98-4, 39627-82-2

3,4-Dimethoxy-benzaldehyde oxime

B

N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

Conditions
ConditionsYield
With hydroxylamine hydrochloride In methanol; diethyl ether at 20℃; for 4h;
N-Methylhydroxylamine
593-77-1

N-Methylhydroxylamine

N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water at 25℃; Cooling with ice;333.4 g
N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

N-(p-nitrobenzylidene)methylamine N-oxide
16089-71-7, 57414-31-0, 97792-07-9

N-(p-nitrobenzylidene)methylamine N-oxide

Conditions
ConditionsYield
With 3 A molecular sieve at 20℃; for 0.25h;100%
With sodium hydroxide; silica gel at 20℃; for 0.166667h;96%
With sodium hydrogencarbonate In dichloromethane for 0.1h; microwave irradiation;95%
N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

α-(2-nitrophenyl)-N-methylnitrone
41106-02-9

α-(2-nitrophenyl)-N-methylnitrone

Conditions
ConditionsYield
With 3 A molecular sieve at 20℃; for 0.25h;100%
With sodium hydroxide; silica gel at 20℃; for 0.166667h;98%
With potassium carbonate In methanol Reflux;96.5%
With ethanol; potassium acetate
N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

3a-(3,4-dimethoxyphenyl)-5,5-(ethylenedioxy)-3,3a,4,5,6,7-hexahydro-2H-inden-2-one
88176-86-7

3a-(3,4-dimethoxyphenyl)-5,5-(ethylenedioxy)-3,3a,4,5,6,7-hexahydro-2H-inden-2-one

3a-(3,4-dimethoxyphenyl)-5,5-(ethylenedioxy)-3,3a,4,5,6,7-hexahydro-2H-inden-2-one N-methylnitrone
91713-15-4

3a-(3,4-dimethoxyphenyl)-5,5-(ethylenedioxy)-3,3a,4,5,6,7-hexahydro-2H-inden-2-one N-methylnitrone

Conditions
ConditionsYield
With sodium acetate In ethanol for 40h; Heating;100%
N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

benzaldehyde
100-52-7

benzaldehyde

N-methyl-α-phenylnitrone
3376-23-6

N-methyl-α-phenylnitrone

Conditions
ConditionsYield
With benzophenone Product distribution; Further Variations:; Reagents;100%
With sodium hydrogencarbonate In dichloromethane at 50℃; for 4.5h;100%
With magnesium oxide at 20℃; for 0.0416667h; Grinding; Neat (no solvent);98%
N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

5,6,7-trideoxy-2,3-O-isopropylidene-α,β-D-lyxo-hept-6-enofuranose

5,6,7-trideoxy-2,3-O-isopropylidene-α,β-D-lyxo-hept-6-enofuranose

C11H19NO4
158227-57-7

C11H19NO4

Conditions
ConditionsYield
With pyridine for 20h; Ambient temperature;100%
N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

(2R*,3R*)-1-(4-methoxyphenyl)-3-methyl-4-oxoazetidine-2-carbaldehyde
133505-00-7

(2R*,3R*)-1-(4-methoxyphenyl)-3-methyl-4-oxoazetidine-2-carbaldehyde

C13H16N2O3

C13H16N2O3

Conditions
ConditionsYield
With triethylamine In benzene at 20℃; for 16h;100%
N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

5,11,17,23-Tetraformyl-25,26,27,28-tetrapropoxycalix[4]arene
159910-49-3, 638199-75-4, 154497-06-0

5,11,17,23-Tetraformyl-25,26,27,28-tetrapropoxycalix[4]arene

p-propyloxycalix[4]arenenitrone

p-propyloxycalix[4]arenenitrone

Conditions
ConditionsYield
With sodium hydroxide In ethanol at 20℃;100%
C7H5N3O2
1256824-45-9

C7H5N3O2

N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

1-(4-fluorobenzyl)-N-hydroxy-N-methyl-1H-pyrazolo[3,4-c]pyridine-5-carboxamide

1-(4-fluorobenzyl)-N-hydroxy-N-methyl-1H-pyrazolo[3,4-c]pyridine-5-carboxamide

Conditions
ConditionsYield
With triethylamine; HATU In DMF (N,N-dimethyl-formamide)100%
2-iodobenzaldehyde
26260-02-6

2-iodobenzaldehyde

N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

(Z)-N-(2-iodobenzylidene)methylamine N-oxide
1037396-94-3

(Z)-N-(2-iodobenzylidene)methylamine N-oxide

Conditions
ConditionsYield
With sodium hydrogencarbonate at 20℃; for 2h;100%
2-formylbenzo[b]furan
4265-16-1

2-formylbenzo[b]furan

N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

(Z)-N-(benzofuran-2-ylmethylidene)methylamine N-oxide
1037397-11-7

(Z)-N-(benzofuran-2-ylmethylidene)methylamine N-oxide

Conditions
ConditionsYield
With sodium hydrogencarbonate at 20℃; for 0.5h;100%
N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

p-(iodophenyl)carboxaldehyde
15164-44-0

p-(iodophenyl)carboxaldehyde

(Z)-1-(4-iodo phenyl)-N-methylmethanimine oxide
1037396-90-9, 33499-28-4

(Z)-1-(4-iodo phenyl)-N-methylmethanimine oxide

Conditions
ConditionsYield
With sodium hydrogencarbonate at 20℃; for 1h;100%
With magnesium sulfate; triethylamine In dichloromethane at 0 - 20℃; for 48h;91%
pentanal
110-62-3

pentanal

N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

N-methylpentan-1-imine oxide

N-methylpentan-1-imine oxide

Conditions
ConditionsYield
With sodium hydrogencarbonate; calcium chloride In diethyl ether; water for 1h;100%
N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

2-phenoxybenzoic acid
2243-42-7

2-phenoxybenzoic acid

C14H13NO3

C14H13NO3

Conditions
ConditionsYield
Stage #1: 2-phenoxybenzoic acid With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 23℃;
Stage #2: N-methylhydroxyamine hydrochloride With triethylamine In tetrahydrofuran; dichloromethane; water at 23℃;
100%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

N-(tert-butoxycarbonyl)-N-methylhydroxylamine
19689-97-5

N-(tert-butoxycarbonyl)-N-methylhydroxylamine

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃;99%
With potassium carbonate In tetrahydrofuran; water at 0 - 20℃; for 5h;97%
With potassium carbonate In tetrahydrofuran; water at 0 - 20℃; for 5h;97%
N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

3a-(2,3-dimethoxyphenyl)-5,5-(ethylenedioxy)-3,3a,4,5,6,7-hexahydro-2H-inden-2-one
91712-97-9

3a-(2,3-dimethoxyphenyl)-5,5-(ethylenedioxy)-3,3a,4,5,6,7-hexahydro-2H-inden-2-one

3a-(2,3-dimethoxyphenyl)-5,5-(ethylenedioxy)-3,3a,4,5,6,7-hexahydro-2H-inden-2-one N-methylnitrone
91712-99-1

3a-(2,3-dimethoxyphenyl)-5,5-(ethylenedioxy)-3,3a,4,5,6,7-hexahydro-2H-inden-2-one N-methylnitrone

Conditions
ConditionsYield
With sodium acetate In ethanol Heating;99%
N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

N-Methyl-N-((E)-1-methyl-3-phenyl-allyl)-hydroxylamine
118149-83-0

N-Methyl-N-((E)-1-methyl-3-phenyl-allyl)-hydroxylamine

Conditions
ConditionsYield
With sodium hydroxide; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran99%
N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

hydrocinnamic acid chloride
645-45-4

hydrocinnamic acid chloride

N-hydroxy-N-methyl-3-phenylpropanamide
111750-23-3

N-hydroxy-N-methyl-3-phenylpropanamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere;99%
With triethylamine In dichloromethane for 1h; Ambient temperature;88%
With sodium hydrogencarbonate In dichloromethane at 0 - 20℃; Inert atmosphere;75%
N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

benzyl chloroformate
501-53-1

benzyl chloroformate

benzyl hydroxy(methyl)carbamate
15058-52-3

benzyl hydroxy(methyl)carbamate

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃;99%
With sodium hydrogencarbonate In dichloromethane at 0 - 20℃; for 15.5h;3%
N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

C-(2-nitrophenyl)-N-methyl-nitrone
41106-02-9

C-(2-nitrophenyl)-N-methyl-nitrone

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 4h;99%
N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

benzaldehyde
100-52-7

benzaldehyde

N-(benzylidene)methylamine N-oxide
3376-23-6, 7372-59-0, 59862-60-1

N-(benzylidene)methylamine N-oxide

Conditions
ConditionsYield
In sodium hydroxide at 20℃; for 0.5h;99%
With sodium hydrogencarbonate In ethanol at 60℃; for 18h;71%
2-formylbenzene boronic acid
40138-16-7

2-formylbenzene boronic acid

N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

1,2-dihydro-1,1-dihydroxy-3-methyl-1H-2,3,1,-benzoxazaborine

1,2-dihydro-1,1-dihydroxy-3-methyl-1H-2,3,1,-benzoxazaborine

Conditions
ConditionsYield
With aq. NaOH In ethanol; water standing (pH=7, room temp., 12 h); evapn. (50°C), dissolution (MeOH), filtration, evapn., dissolution (water), evapn., washing (Me2CO), drying;99%
N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

Allyl chloroformate
2937-50-0

Allyl chloroformate

allyl hydroxy(methyl)carbamate
15151-43-6

allyl hydroxy(methyl)carbamate

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃;99%
N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

ethyl hydroxyl(methyl)carbamate
3016-84-0

ethyl hydroxyl(methyl)carbamate

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃;99%
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃;
C25H26O4

C25H26O4

N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

C26H29NO4

C26H29NO4

Conditions
ConditionsYield
Stage #1: C25H26O4 With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide
Stage #2: N-methylhydroxyamine hydrochloride With triethylamine In tetrahydrofuran; dichloromethane; water at 23℃;
99%
(E)-3-(m-tolyl)acrylaldehyde
66223-54-9, 93614-80-3

(E)-3-(m-tolyl)acrylaldehyde

N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

(Z)-N-((E)-3-(m-tolyl)allylidene)methanamine oxide

(Z)-N-((E)-3-(m-tolyl)allylidene)methanamine oxide

Conditions
ConditionsYield
With sodium sulfate; triethylamine In dichloromethane at 0℃;99%
5-(tertbutyldiphenylsilyloxymethyl)furfural
1528764-16-0

5-(tertbutyldiphenylsilyloxymethyl)furfural

N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

(Z)-1-(5-(((tert-butyldiphenylsilyl)oxy)methyl)furan-2-yl)-N-methylmethanimine oxide

(Z)-1-(5-(((tert-butyldiphenylsilyl)oxy)methyl)furan-2-yl)-N-methylmethanimine oxide

Conditions
ConditionsYield
With sodium hydrogencarbonate; magnesium sulfate In isopropyl alcohol at 20℃; for 16h;99%
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

(Z)-1-(5-(hydroxymethyl)furan-2-yl)-N-methylmethanimine oxide

(Z)-1-(5-(hydroxymethyl)furan-2-yl)-N-methylmethanimine oxide

Conditions
ConditionsYield
With sodium hydrogencarbonate; magnesium sulfate In isopropyl alcohol at 20℃; for 16h;99%
N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

α-(3-nitrophenyl)-N-methylnitrone
16089-77-3, 54420-44-9, 54420-46-1

α-(3-nitrophenyl)-N-methylnitrone

Conditions
ConditionsYield
With 3 A molecular sieve at 20℃; for 0.25h;98%
With sodium hydrogencarbonate In dichloromethane for 0.1h; microwave irradiation;96%
With sodium hydroxide; silica gel at 20℃; for 0.166667h;96%
N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

ortho-anisaldehyde
135-02-4

ortho-anisaldehyde

N-(2-methoxybenzylidene)methanamine N-oxide
33499-30-8

N-(2-methoxybenzylidene)methanamine N-oxide

Conditions
ConditionsYield
With triethylamine In chloroform for 22h;98%
With magnesium oxide at 20℃; for 0.05h; Grinding; Neat (no solvent);95%
With sodium hydrogencarbonate In dichloromethane for 0.25h; microwave irradiation;88%
furfural
98-01-1

furfural

N-methylhydroxyamine hydrochloride
4229-44-1

N-methylhydroxyamine hydrochloride

N-[2-furylmethylene]methanamine N-oxide
41106-11-0, 91328-46-0, 925933-52-4

N-[2-furylmethylene]methanamine N-oxide

Conditions
ConditionsYield
With triethylamine In chloroform for 22h;98%
With sodium sulfate; sodium carbonate at 20℃; for 0.05h; Neat (no solvent);94%
With magnesium oxide at 20℃; for 0.0833333h; Grinding; Neat (no solvent);92%

N-Methylhydroxylamine hydrochloride Chemical Properties

Molecular Formula: CH6ClNO
Molecular Weight: 83.52
EINECS: 224-181-2
Polar Surface Area: 12.47 Å2
Flash Point: 41.9 °C 
Sensitive  Hygroscopic
Melting Point: 86-88 °C(lit.)
Enthalpy of Vaporization: 36.27 kJ/mol 
Boiling Point: 69.4 °C at 760 mmHg 
Vapour Pressure: 96.6 mmHg at 25°C 
IUPAC Name: N-methylhydroxylamine hydrochloride                             
Solubility: H2O: 0.1 g/mL, clear, very faintly yellow
Water Solubility of N-Methylhydroxylamine hydrochloride (CAS NO.4229-44-1): soluble
Synonyms of N-Methylhydroxylamine hydrochloride (CAS NO.4229-44-1): Methanamine,n-hydroxy-,Hydrochloride ; N-hydroxy-methanaminhydrochloride ; N-methylhydroxyaminehydrochloride ; Hydroxylaminomethane hydrochloride ; N-methylhydroxylamine hcl ; N-methylhydroxylamine hydrochloride ; N-methylhydroxylammonium chloride ; N-methylhydroxylaminehydrochloride,98%                                        
Following is the molecular structure of N-Methylhydroxylamine hydrochloride (CAS NO.4229-44-1):

N-Methylhydroxylamine hydrochloride Safety Profile

Safety Information of N-Methylhydroxylamine hydrochloride (CAS NO.4229-44-1):
Hazard Codes: Xi
Xi: Irritant
Risk Statements: 36/37/38
36/37/38: Irritating to eyes, respiratory system and skin 
Safety Statements: 26-36-24/25
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
24/25:  Avoid contact with skin and eyes 
RIDADR: 1759
WGK Germany: 3

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