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Chemical product profile

HONGKUN / PRODUCT DIRECTORY

N,O-Dimethylhydroxylamine hydrochloride | CAS 6638-79-5

The N-methoxy-N-methyl amide-forming reagent used in Weinreb-amide chemistry, with one methyl group on each heteroatom and a hydrochloride counterion that must be included in charge calculations.

CAS6638-79-5
Molecular formulaC2H8ClNO
Molecular weight97.54 g/mol

Product overview

N,O-Dimethylhydroxylamine hydrochloride supplies the nitrogen and methoxy pattern characteristic of a Weinreb amide. Unlike N,N-dimethylhydroxylamine, its methyl groups occupy different heteroatoms, leaving an N–H site in the free-base framework for acylation. The hydrochloride is a distinct chemical form rather than a solvent description. In purchasing this reagent, a useful specification connects structural identity with organic assay, chloride balance and water, since a titration result alone may not separate other basic or chloride-containing components from the required molecule.

Chemical identity

Chemical name
N,O-Dimethylhydroxylamine hydrochloride
CAS number
6638-79-5
Molecular formula
C2H8ClNO
Molecular weight
97.54 g/mol

Application context

Weinreb amides are prepared by acylating N,O-dimethylhydroxylamine and are used in synthetic sequences that convert carboxylic-acid derivatives into ketones or aldehydes. The reagent installs the N-methoxy-N-methyl unit in the amide precursor; it is not a complete Weinreb amide until an acyl group is introduced. For a chosen route, salt neutralization and reagent integrity are practical qualification issues. Related hydroxylamines can form alternative amide structures, so a structural identity test and an impurity method offer complementary information to the overall assay.

Chemistry and synthetic role

The free-base skeleton is CH3–NH–O–CH3. Acylation at nitrogen forms the N-methoxy-N-methyl amide motif.

Quality review

Confirm N,O methyl placement

Distinguish N,O substitution from N,N and other hydroxylamine derivatives.

Relate assay to the salt

Define salt-basis assay and chloride assessment for charge calculations.

Check water and related hydroxylamines

Set controls according to the acylating partner and impurity sensitivity.

Preparing a specification

Specify the N,O isomer, hydrochloride, assay method and basis, water and relevant hydroxylamine impurities. Agree the chloride information needed for stoichiometry.

Packaging and storage

Packaging and net weight are agreed for the selected grade, order quantity and destination. Check the actual supplier SDS and label for storage and transport requirements.

Documentation

Request a batch COA, SDS and the analytical methods for the acceptance criteria below. Confirm which supporting chromatograms and identity data are available from the selected manufacturer.

Procurement questions

Is every dimethylhydroxylamine a Weinreb reagent?

The required N-methoxy-N-methyl connectivity must be confirmed.

Is this a preformed Weinreb amide?

No. It becomes an amide after attachment of the route-specific acyl group.

Why review related hydroxylamines?

They can generate structurally different amides during acylation.

Technical sources
  1. PubChem CID 81138NCBI / PubChem
  2. N,O-Dimethylhydroxylamine hydrochlorideTCI
  3. Organic Syntheses checked preparationOrganic Syntheses