N,O-Dimethylhydroxylamine hydrochloride Cas 6638-79-5
Specification
Items | Specifications | Results |
Appearance | White to slighty-white crystalline powder | Conforms |
Identification | Conforms | Conforms |
DMHA:Water(M/M=1:9) | Colorless transparent,no suspended matter,no impurities | Conforms |
Assay(Titration) | ≥98.5% | 99.56% |
Melting Point | 112℃~116℃ | 112.4-115.8℃ |
Water | ≤0.5% | 0.25% |
Conclusion | The product conforms to the above specifications. |
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N,O-Dimethylhydroxylamine hydrochloride is an organic compound with the formula (CH₃)₂NOH·HCl. It is the stable, solid hydrochloride salt of N,O-dimethylhydroxylamine, widely used as a specialized reagent in synthetic organic chemistry.
Primary Chemical Use: Synthesis of Weinreb Amides
Its most important application is the formation of Weinreb amides. These are stable intermediates that allow for the controlled synthesis of ketones or aldehydes from more reactive carboxylic acid derivatives (like esters or acid chlorides).
Other Applications
Conversion of Aldehydes to Weinreb Enamines: Useful for the equivalent of an acyl anion synthon.
Protection of Aldehydes: Transforms sensitive aldehydes into more stable derivatives for multi-step synthesis.
General N-Nucleophile: Used in various nucleophilic substitution reactions to introduce the N-methoxy-N-methyl (Weinreb) group.
Key Characteristics & Handling
Why it's preferred: It provides exceptional control in carbonyl transformations where traditional methods lead to overreaction (e.g., getting a tertiary alcohol from an ester + 2 equivalents of Grignard reagent).
Physical Form: Typically a white to off-white crystalline solid.
Safety: It is toxic, corrosive, and moisture-sensitive. It must be handled in a fume hood with appropriate personal protective equipment (PPE) due to the release of hydrochloric acid and potential toxicity of the free amine.
In summary, N,O-Dimethylhydroxylamine hydrochloride is an indispensable reagent for the controlled synthesis of ketones via Weinreb amides, a fundamental transformation in modern pharmaceutical and complex molecule synthesis.
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