Chemistry:N,O-Dimethylhydroxylamine
From HandWiki
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| Names | |
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| Preferred IUPAC name
N-Methoxymethanamine | |
| Other names
Methoxymethylamine; Methylmethoxyamine; HNMeOMe
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| Identifiers | |
3D model (JSmol)
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PubChem CID
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| Properties | |
| C2H7NO | |
| Molar mass | 61.084 g·mol−1 |
| Appearance | Colorless liquid[2] |
| Melting point | −97 °C (−143 °F; 176 K)[3] Hydrochloride salt: 112 to 115 °C (234 to 239 °F; 385 to 388 K) |
| Boiling point | 43.2 °C (109.8 °F; 316.3 K)[3] |
| Hazards | |
| Main hazards | Serious eye irritation |
| GHS pictograms | 
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| GHS Signal word | Warning |
| HH315Script error: No such module "Preview warning".Category:GHS errors, HH319Script error: No such module "Preview warning".Category:GHS errors, HH335Script error: No such module "Preview warning".Category:GHS errors | |
| PP261Script error: No such module "Preview warning".Category:GHS errors, PP264Script error: No such module "Preview warning".Category:GHS errors, PP264+P265Script error: No such module "Preview warning".Category:GHS errors, PP271Script error: No such module "Preview warning".Category:GHS errors, PP280Script error: No such module "Preview warning".Category:GHS errors, PP302+P352Script error: No such module "Preview warning".Category:GHS errors, PP304+P340Script error: No such module "Preview warning".Category:GHS errors, PP305+P351+P338Script error: No such module "Preview warning".Category:GHS errors, PP319Script error: No such module "Preview warning".Category:GHS errors, PP321Script error: No such module "Preview warning".Category:GHS errors, PP332+P317Script error: No such module "Preview warning".Category:GHS errors, PP337+P317Script error: No such module "Preview warning".Category:GHS errors, PP362+P364Script error: No such module "Preview warning".Category:GHS errors, PP403+P233Script error: No such module "Preview warning".Category:GHS errors, PP405Script error: No such module "Preview warning".Category:GHS errors, PP501Script error: No such module "Preview warning".Category:GHS errors | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
 verify (what is   ?)
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| Infobox references | |
Tracking categories (test):
N,O-Dimethylhydroxylamine is an organic compound with the chemical formula CH
3NHOCH
3. Its structure is H
3C–NH–O–CH
3. It is a colorless liquid. It is a methylated hydroxylamine used to form so called 'Weinreb amides' for use in the Weinreb ketone synthesis.[3] It is commercially available as its hydrochloride salt (methoxy(methyl)ammonium chloride [CH
3O(CH
3)NH
2]+
Cl−
).[1]
Synthesis
It may be prepared by reacting ethyl chloroformate (or similar) with hydroxylamine followed by treatment with a methylating agent such as dimethyl sulfate. The N,O-dimethylhydroxylamine is then liberated by acid hydrolysis followed by neutralization.[3]
See also
- Methoxyamine
- N-methylhydroxylamine
References
- ↑ 1.0 1.1 N,O-Dimethylhydroxylamine hydrochloride at Sigma-Aldrich
- ↑ cymitquimica.com. "CAS 1117-97-1: N-methoxymethylamine". https://cymitquimica.com/cas/1117-97-1/.
- ↑ 3.0 3.1 3.2 3.3 Weinreb, Steven M.; Folmer, James J.; Ward, Timothy R.; Georg, Gunda I. (2006). "N,O-Dimethylhydroxylamine". E-EROS Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rd341.pub2. ISBN 0471936235.
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