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CAS 109480-78-6

N-Methoxy-N-methylbutyramide TCI M3097

N-Methoxy-N-methylbutyramide TCI M3097

Chemical Identity

CAS No.
109480-78-6
Formula
C6H13NO2
Molecular weight
131.17 g/mol
Purity
>98.0%(GC)
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
N-methoxy-N-methylbutanamide
SMILES
CCCC(=O)N(C)OC
InChIKey
KHNDGDMDYRDYBR-UHFFFAOYSA-N
PubChem
CID 13704543
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TCI M3097 N-Methoxy-N-methylbutyramide is a Weinreb amide derived from butyric acid that serves as a butanoyl acyl group donor in organic synthesis. This non-heterocyclic building block extends the range of available Weinreb amide reagents with an alkyl chain one carbon longer than its propionate counterpart, allowing researchers to select the chain length that matches the molecular framework of their target compound. In the laboratory, the reagent is used primarily to construct carbon-carbon bonds at the carbonyl position in a controlled manner, giving butyl ketones that are difficult to obtain cleanly through conventional acylation reactions with esters or acyl chlorides.

The advantage of this reagent is rooted in the characteristic chelation mechanism of Weinreb amides, in which the methoxy oxygen and the carbonyl oxygen together bind the metal of an organometallic nucleophile and form a stable tetrahedral intermediate. This stability halts the reaction precisely at the stage of single addition, so the ketone is obtained in high yield with few side products. The propyl chain on the acyl group provides moderate lipophilicity that is useful when designing molecules with a particular solubility profile. Supplied by TCI, a manufacturer whose reagents are widely relied upon for organic synthesis work, the material fits readily into established laboratory procedures.

In Indonesian laboratories, this building block is typically handled in university organic chemistry research groups, medicinal chemistry programmes, and industrial research units working on synthetic intermediates. It is usually drawn upon for small-scale reactions where the selectivity of the acylation step matters more than throughput, and it sits alongside other Weinreb amide reagents on the shelf so that the chemist can choose the acyl chain that fits the planned route. Routine cold-chain handling practices common in the region apply.

  • Ketone synthesis via organometallic addition: the chelated tetrahedral intermediate stops the reaction after a single addition, so Grignard or organolithium reagents deliver butyl ketones without over-addition to tertiary alcohols.
  • Carbon-carbon bond construction at the carbonyl position: the reagent installs a butanoyl unit with predictable regiochemistry, which is valuable when building a carbon skeleton step by step in a multi-stage route.
  • Preparation of synthetic intermediates in medicinal chemistry: the butanoyl fragment introduces a moderately lipophilic four-carbon unit that can be used to adjust the solubility profile of a candidate molecule.
  • Controlled acylation as an alternative to acyl chlorides and esters: where conventional acylating agents give mixtures, this Weinreb amide provides a cleaner route with fewer side products to separate.
  • Methodology development and reaction screening: the reagent serves as a well-behaved model substrate for testing new organometallic couplings, since its reaction outcome at the carbonyl is reliable and easy to interpret.

Brand TCI
CAS number 109480-78-6
Molecular formula —
Purity —
Category Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes available in the catalogue pack sizes offered by TCI for this item; please confirm the size required when ordering.
Physical form —
Storage —
  • Product code: M3097
  • Chemical name: N-Methoxy-N-methylbutyramide

Store the reagent in its original tightly closed container in a cool, dry place away from direct sunlight, heat sources, and incompatible materials, following the storage conditions stated by the manufacturer on the product label and safety data sheet. Keep the container sealed when not in use to limit exposure to atmospheric moisture, and allow a chilled container to reach room temperature before opening to avoid condensation on the contents. Handle the material in a fume hood using appropriate personal protective equipment, including safety glasses, gloves, and a laboratory coat. Transfer with clean, dry glassware or syringes to preserve the quality of the remaining stock. Consult the manufacturer's safety data sheet before first use and dispose of residues in accordance with applicable laboratory waste procedures.

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