Name | N,O-Dimethylhydroxylamine hydrochloride |
Synonyms | DMHH N,O-DiMethylhydroxylaMine Hyd N,O-dimehtylhydroxylamine.HCL O-Dimethylhydroxylamine hydrochloride Methanamine, N-methoxy-, hydrochloride N,O-Dimethylhydroxyamine hydrochloride N,O-Dimethylhydroxylamine hydrochloride N,O-Dimethylhydroxylamine Hydrochloride O,N-Dimethylhydroxylamine hydrochloride |
CAS | 6638-79-5 |
EINECS | 229-642-1 |
InChI | InChI=1/C2H7NO.ClH/c1-3-4-2;/h3H,1-2H3;1H |
InChIKey | USZLCYNVCCDPLQ-UHFFFAOYSA-N |
Molecular Formula | C2H8ClNO |
Molar Mass | 97.54 |
Melting Point | 112-115°C |
Boling Point | 2.9°C at 760 mmHg |
Water Solubility | SOLUBLE |
Solubility | Soluble in DMSO and Methanol |
Vapor Presure | 1710mmHg at 25°C |
Appearance | White Crystal. |
Color | White to off-white |
BRN | 3650353 |
Storage Condition | Store below +30°C. |
Sensitive | Hygroscopic |
MDL | MFCD00012485 |
Physical and Chemical Properties | Melting point 112-116°C water-SOLUBLE SOLUBLE easily SOLUBLE in water, SOLUBLE in alcohol, the solution is acidic. white crystalline solid |
Use | For medicine, Pesticide Synthesis. |
Hazard Symbols | Xi - Irritant |
Risk Codes | R36/38 - Irritating to eyes and skin. R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
TSCA | Yes |
HS Code | 29280090 |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Background | for industrial production of N,O-dimethylhydroxylamine hydrochloride, usually the content ≤ 95%(GC detection, the impurity is the crude N,O-dimethylhydroxylamine hydrochloride salt of methoxamine hydrochloride), and the purity of the crude product obtained by the process route of methanol recrystallization is still less than or equal to 95%(GC). In the case where the recrystallization process scheme is not feasible, the conventional purification scheme is to first dissolve the crude product in water, add the alkaline substance to neutralize, and distill off the methoxyamine and N, an aqueous solution of the O-dimethylhydroxylamine mixture is then subjected to a distillation column separation to obtain N,O-dimethylhydroxylamine hydrochloride. |
Application | N,O-dimethylhydroxylamine hydrochloride is widely used and expensive, and is an important fine chemical intermediate, for the synthesis of Weinreb amide, medicine and pesticide. |
preparation | a safe method for preparing pure N,O-dimethylhydroxylamine hydrochloride, the steps are as follows:(1) take dried N,O-dimethylhydroxylamine hydrochloride crude 5.4% G, dissolve in g water, sampling gas chromatography detection for methoxyamine 94.5%, N,O-dimethylhydroxylamine; potentiometric titration method to calculate the mass percentage of methoxyamine hydrochloride accounted for 8%, N,O-dimethylhydroxylamine hydrochloride accounted for 92%; Calculate the sample contains N,O-dimethylhydroxylamine hydrochloride about 1.0mol, methoxyamine hydrochloride about 0.1mol; 30wt%NaOH solution 146g(1.1mol) was added in ice water bath, O-dimethylhydroxylamine;(2) to the solution of step (1) is added 5.2g of acetone (0.09mol), stirred for 30min and then added 30wt% hydrochloric acid 154g (1.2mol), stirring normal pressure heating reflux 6h, the non-condensable gas generated during reflux is smoothly discharged from the reaction system, so that the system maintains normal pressure;(3) during the reaction, continuous sampling for gas chromatography detection, when the methoxyamine 0.1% is sampled, the reflux operation is converted to the evaporation of water, and the solid obtained after evaporation of water is dissolved in methanol, the methanol solution was filtered and recrystallized, and the crystals were concentrated, cooled and precipitated, centrifuged, and dried to obtain a solid product. After testing, the chromatographic content of the prepared solid product was 99.5%, and the melting point was 112.5 ℃ ~ 115.0 ℃, which met the quality standard of N,O-dimethylhydroxylamine hydrochloride. |
Application | N,O-dimethylhydroxylamine hydrochloride is an important intermediate of fine chemical industry, for the synthesis of Weinreb amide, medicine and pesticide. used in the synthesis of pharmaceuticals and pesticides organic intermediates. A reagent for the preparation of Weinreb amide, Weinreb amide was recently used for the synthesis of 2-acyloxazole from 2-oxazole magnesium chloride. |