Description

3,5-Dichloro-N-methoxy-N-methylbenzamide (CAS No. 259796-12-8) is a high-purity specialty chemical with the molecular formula C₉H₉Cl₂NO₂. This compound is a versatile N-methoxy-N-methylbenzamide (Weinreb amide) derivative, widely utilized in organic synthesis and pharmaceutical research. Its unique structure features dichloro substitution at the 3,5-positions, enhancing reactivity in cross-coupling reactions and serving as a key intermediate for the preparation of ketones, aldehydes, and heterocyclic compounds. Suitable for use in Grignard reactions, lithiation, and other nucleophilic additions, this product is rigorously tested for purity and consistency, making it ideal for researchers requiring reliable performance in complex synthetic pathways. Packaged under inert conditions to ensure stability and longevity.

Properties

• CAS Number: 259796-12-8
• Complexity: 203
• IUPAC Name: 3,5-dichloro-N-methoxy-N-methyl-benzamide
• InChI: InChI=1S/C9H9Cl2NO2/c1-12(14-2)9(13)6-3-7(10)5-8(11)4-6/h3-5H,1-2H3
• InChI Key: RDWTUJWXGUBIQW-UHFFFAOYSA-N
• Exact Mass: 233.0010339
• Molecular Formula: C9H9Cl2NO2
• Molecular Weight: 234.08
• SMILES: CN(C(=O)C1=CC(=CC(=C1)Cl)Cl)OC
• Topological: 29.5
• Monoisotopic Mass: 233.0010339
• Synonyms: 3,5-Dichloro-N-methoxy-N-methylbenzamide, 259796-12-8, Benzamide, 3,5-dichloro-N-methoxy-N-methyl-, MFCD18839886, SCHEMBL2250431, DTXSID30730222, RDWTUJWXGUBIQW-UHFFFAOYSA-N, AKOS008716669, BS-16322, DA-07594, SY262833, 3,5-dichloro-N-methoxy-N-methyl benzamide, CS-0151366, Y11314

Application

3,5-Dichloro-N-methoxy-N-methylbenzamide is primarily employed as a Weinreb amide precursor in organic synthesis, enabling the controlled formation of ketones and aldehydes via nucleophilic addition reactions. Its dichloro-substituted aromatic ring enhances electrophilicity, making it valuable in palladium-catalyzed cross-coupling methodologies such as Suzuki-Miyaura or Buchwald-Hartwig reactions. Researchers also utilize this compound in the development of pharmaceutical intermediates and agrochemicals due to its robust reactivity profile.

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