N,O-DIMETHYLHYDROXYLAMINE HCL AS A REAGENT FOR SELECTIVE ACYLATION

N,O-Dimethylhydroxylamine HCl as a Reagent for Selective Acylation

N,O-Dimethylhydroxylamine HCl as a Reagent for Selective Acylation

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N,O-Dimethylhydroxylamine Hydrochloride: A Key Reagent in Modern Organic Synthesis


In the world of synthetic chemistry, certain reagents become indispensable due to their versatility, efficiency, and reliability. One such compound is N,O-Dimethylhydroxylamine Hydrochloride (DMHA HCl) — a small but powerful reagent that plays a pivotal role in ketone synthesis, pharmaceutical development, and fine chemical manufacturing.


Whether you’re working in early-stage medicinal chemistry or large-scale industrial process development, DMHA HCl offers a clean, scalable solution to a classic synthetic challenge.






 What Is N,O-Dimethylhydroxylamine Hydrochloride?


N,O-Dimethylhydroxylamine Hydrochloride is the hydrochloride salt of N,O-dimethylhydroxylamine, a secondary hydroxylamine compound widely used in organic chemistry.


N,O-Dimethylhydroxylamine HCL






































Property Details
Chemical Formula C₂H₈ClNO
Molecular Weight 97.55 g/mol
CAS Number 6638-79-5
Appearance White crystalline powder
Solubility Soluble in water and polar solvents
Stability Hygroscopic; stable when dry




DMHA HCl is valued for its stability, ease of handling, and broad reactivity profile, especially in the synthesis of Weinreb amides.






The Role of DMHA HCl in Organic Synthesis


???? Formation of Weinreb Amides


DMHA HCl is best known for its use in producing Weinreb amides, which are key intermediates in the selective synthesis of ketones. When acid chlorides or esters are treated with DMHA, the resulting amides can react with organometallic reagents to give ketones without over-addition, which is often a problem in traditional Grignard or organolithium reactions.


General Reaction:




R–COCl + MeN(OMe)H•HCl → R–C(=O)–N(Me)(OMe) (Weinreb Amide) R–C(=O)–N(Me)(OMe) + R'MgBr → R–C(=O)–R' (Ketone)


This methodology allows chemists to:





  • Avoid over-reduction




  • Achieve high selectivity




  • Work under mild conditions




  • Scale reactions efficiently




 Additional Uses




  • Synthesis of pharmaceutical intermediates




  • Agrochemical development




  • Custom synthesis of substituted ketones




  • Stepwise construction of complex molecules







 Applications in Industry


DMHA HCl is widely used in the pharmaceutical, agrochemical, and fine chemical industries:





  • Pharma: Enables scalable synthesis of APIs (active pharmaceutical ingredients) and small-molecule drug candidates.




  • Agrochemicals: Used to build robust ketone-based intermediates in pesticides and herbicides.




  • Materials Science: Useful in the design of ketone-functionalized polymers and specialty materials.




Its role in controlled carbon–carbon bond formation makes it essential for drug discovery, development, and process chemistry.






 Safety, Handling & Storage


DMHA HCl is relatively stable and safe when handled properly. However, as with all amine-based reagents, appropriate precautions are necessary.


Handling Tips:





  • Store in a cool, dry, airtight container




  • Avoid contact with moisture or acids




  • Use gloves, goggles, and a lab coat




  • Work in a fume hood




Always refer to the Safety Data Sheet (SDS) for specific hazard and first aid information.






 Availability & Sourcing


N,O-Dimethylhydroxylamine Hydrochloride is commercially available from a wide range of chemical suppliers and contract manufacturers. It’s typically offered in:





  • ≥98% purity




  • Research and bulk-scale quantities




  • Regulatory-grade options for GMP and pharma use




Leading Suppliers Include:




  • Sigma-Aldrich / Merck




  • TCI Chemicals




  • Alfa Aesar




  • Thermo Fisher




  • Custom chemical manufacturers for bulk needs







 Why Chemists Choose DMHA HCl

































Feature Benefit
Stable, crystalline hydrochloride form Easy to weigh, store, and handle
High selectivity in ketone synthesis Reduces by-products and purification
Widely available Accessible from global suppliers
Suitable for scale-up From milligram R&D to kilo-lab production
Compatible with organometallics Ideal for controlled carbonyl chemistry







 Conclusion


N,O-Dimethylhydroxylamine Hydrochloride is one of those behind-the-scenes reagents that helps chemists build molecules with precision, consistency, and efficiency. From small-scale discovery work to large-scale production, its role in Weinreb amide chemistry has earned it a permanent place in the synthetic toolbox.




If your route to ketones requires control, scalability, and clean transformations, DMHA HCl is the strategic choice.






 Need It for Your Next Synthesis?


Looking for high-quality DMHA HCl? Need help with sourcing or custom synthesis?


???? Contact us today to learn more, request a quote, or discuss bulk procurement options.

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