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Cas Database |
| Name |
N,O-Dimethylhydroxylamine hydrochloride |
EINECS | 229-642-1 |
| CAS No. | 6638-79-5 | Density | 1 g/cm3 |
| PSA | 21.26000 | LogP | 0.96010 |
| Solubility | Soluble in water | Melting Point |
112-115 °C |
| Formula | C2H7NO.HCl | Boiling Point | 2.9 °C at 760 mmHg |
| Molecular Weight | 97.5446 | Flash Point | N/A |
| Transport Information | N/A | Appearance | white to off-white crystals or crystalline powder |
| Safety | 26-36-24/25 | Risk Codes | 36/38-36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
Methanamine,N-methoxy-, hydrochloride (9CI);Methoxymethylamine hydrochloride;N-Methoxy-N-methylamine hydrochloride;N-Methoxymethylamine hydrochloride;N-Methyl-N-methoxyamine hydrochloride;O,N-Dimethylhydroxylamine hydrochloride;O-Methyl hydroxy(methyl)amine hydrochloride;N,O-Dimethylhydroxylamine hcl; |
Article Data | 16 |
N,O-Dimethylhydroxylamine hydrochloride Synthetic route
| Conditions | Yield |
|---|---|
| With hydrogenchloride | 37.1 g |
- 741712-36-7
4-amino-2-ethylsulfanylpyrimidine-5-carboxylic acid metoxymethylamide
- 202865-58-5
1-bromo-4,5-difluoro-2-methoxybenzene
A
- 741713-37-1
(4-amino-2-ethylsulfanylpyrimidin-5-yl)(2,3-difluoro-6-methoxyphenyl)methanone
B
- 741713-33-7
(4-amino-2-ethylsulfanylpyrimidin-5-yl)(4,5-difluoro-2-methoxyphenyl)methanone
C
- 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride
| Conditions | Yield |
|---|---|
| Stage #1: 1-bromo-4,5-difluoro-2-methoxybenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; Stage #2: 4-amino-2-ethylsulfanylpyrimidine-5-carboxylic acid metoxymethylamide In tetrahydrofuran; hexane at -78 - -35℃; for 2h; |
| Conditions | Yield |
|---|---|
| With hydroxylamine hydrochloride In tetrahydrofuran; toluene at 0℃; Inert atmosphere; |
- 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride
| Conditions | Yield |
|---|---|
| Stage #1: N-methoxy-N-methylbenzenesulfonamide With iodine; magnesium In methanol for 0.5h; Sonication; Stage #2: With hydrogenchloride In water pH=1; | 46% |
B
- 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride
- 103-82-2
phenylacetic acid
- 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride
- 95092-10-7
N-methoxy-N-methyl-2-phenylacetamide
| Conditions | Yield |
|---|---|
| With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide 1) -10 deg C, 0.5 h, 2) r.t., 2.5 h; | 100% |
| With sodium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; water at 20℃; for 3.5h; pH=4.5; | 100% |
| Stage #1: phenylacetic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran for 1h; Stage #2: N,O-dimethylhydroxylamine*hydrochloride With trimethylamine In tetrahydrofuran; acetonitrile for 20h; | 97% |
- 87-51-4
indole-3-acetic acid
- 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride
- 132922-37-3
2-(1H-indol-3-yl)-N-methoxy-N-methyl-acetamide
| Conditions | Yield |
|---|---|
| With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In dichloromethane; ethyl acetate at 20℃; for 1h; | 100% |
| Stage #1: indole-3-acetic acid With 1,1'-carbonyldiimidazole In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere; Stage #2: N,O-dimethylhydroxylamine*hydrochloride In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere; | 97% |
| With triethylamine; dicyclohexyl-carbodiimide In dichloromethane for 2h; Ambient temperature; | 84% |
- 13734-41-3
t-Boc-L-valine
- 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride
- 87694-52-8
tert-butyl (S)-1-(N-methoxy-N-methylcarbamoyl)-2-methylpropylcarbamate
| Conditions | Yield |
|---|---|
| With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 4℃; | 100% |
| With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃; | 100% |
| With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; | 100% |
- 13139-16-7
N-(tert-butyloxycarbonyl)-L-isoleucine
- 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride
- 87694-51-7
N-(tert-butoxycarbonyl)-L-isoleucine N'-methoxy-N'-methylamide
| Conditions | Yield |
|---|---|
| Stage #1: N-(tert-butyloxycarbonyl)-L-isoleucine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 0.25h; Inert atmosphere; Stage #2: N,O-dimethylhydroxylamine*hydrochloride With 4-methyl-morpholine In dichloromethane at 0 - 25℃; for 14h; Inert atmosphere; | 100% |
| Stage #1: N-(tert-butyloxycarbonyl)-L-isoleucine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 0.25h; Inert atmosphere; Stage #2: N,O-dimethylhydroxylamine*hydrochloride With 4-methyl-morpholine In dichloromethane at 25℃; for 14h; Inert atmosphere; | 100% |
| With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 2h; | 91% |
- 13139-15-6
N-tert-butoxycarbonyl-L-leucine
- 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride
- 87694-50-6
N-(tert-butoxycarbonyl)-L-leucine-N'-methoxy-N'-methylamide
| Conditions | Yield |
|---|---|
| Stage #1: N-tert-butoxycarbonyl-L-leucine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 0.25h; Inert atmosphere; Stage #2: N,O-dimethylhydroxylamine*hydrochloride With 4-methyl-morpholine In dichloromethane at 0 - 25℃; for 14h; Inert atmosphere; | 100% |
| Stage #1: N-tert-butoxycarbonyl-L-leucine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 0.25h; Inert atmosphere; Stage #2: N,O-dimethylhydroxylamine*hydrochloride With 4-methyl-morpholine In dichloromethane at 25℃; for 14h; Inert atmosphere; | 100% |
| With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane | 100% |
N,O-Dimethylhydroxylamine hydrochloride Specification
The IUPAC name of N,O-Dimethylhydroxylamine hydrochloride is N-methoxymethanamine hydrochloride. With the CAS registry number 6638-79-5, it is also named as Methanamine, N-methoxy-, hydrochloride; (Methoxyamino)methanhydrochlorid. The product's categories are API intermediates, amination, hydroxylamines, hydroxylamines (N-substituted), hydroxylamines (O-substituted), synthetic organic chemistry, active esters/additives, coupling and synthetic reagents. Furthermore, it is white to off-white crystals or crystalline powder which is soluble in water.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.11; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.04; (4)ACD/LogD (pH 7.4): 0.11; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 23.11; (7)ACD/KOC (pH 7.4): 27.16; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Enthalpy of Vaporization: 25.19 kJ/mol; (12)Vapour Pressure: 1710 mmHg at 25°C; (13)Rotatable Bond Count: 1; (14)Exact Mass: 97.029442; (15)MonoIsotopic Mass: 97.029442; (16)Topological Polar Surface Area: 21.3; (17)Heavy Atom Count: 5.
Uses of N,O-Dimethylhydroxylamine hydrochloride: It is used in pharmaceutical and pesticide synthesis. And it is also used in organic synthesis. For example: It can react with diketene to get N-methoxy-N-methyl-3-oxo-butyramide. This reaction needs reagent NEt3 and solvent toluene and methanol at temperature of 0-5°C. The reaction time is 30 min. The yield is 86%.
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When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin, so people should avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.
People can use the following data to convert to the molecule structure.
1. SMILES: Cl.O(NC)C;
2. InChI: InChI=1/C2H7NO.ClH/c1-3-4-2;/h3H,1-2H3;1H.
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