Description

4-Chloro-N-methoxy-N-methylbenzamide (CAS No. 122334-37-6) is a high-purity organic compound with the molecular formula C₉H₁₀ClNO₂. This specialized benzamide derivative is widely utilized in pharmaceutical and agrochemical research due to its versatile reactivity as an intermediate. The compound features a chloro-substituted benzene ring coupled with a methoxy-methyl amide functional group, offering unique electronic and steric properties for synthetic applications. Our product is rigorously tested to ensure ≥98% purity (HPLC) and is supplied as a white to off-white crystalline powder under inert packaging to maintain stability. Ideal for nucleophilic substitution reactions, cross-coupling methodologies, and medicinal chemistry projects. Available in research quantities from 100mg to 10kg with optional COA and NMR spectra upon request.

Properties

• CAS Number: 122334-37-6
• Complexity: 178
• IUPAC Name: 4-chloro-N-methoxy-N-methyl-benzamide
• InChI: InChI=1S/C9H10ClNO2/c1-11(13-2)9(12)7-3-5-8(10)6-4-7/h3-6H,1-2H3
• InChI Key: LHUOAIXJPPMULP-UHFFFAOYSA-N
• Exact Mass: 199.0400063
• Molecular Formula: C9H10ClNO2
• Molecular Weight: 199.63
• SMILES: CN(C(=O)C1=CC=C(C=C1)Cl)OC
• Topological: 29.5
• Monoisotopic Mass: 199.0400063
• Synonyms: 4-CHLORO-N-METHOXY-N-METHYLBENZAMIDE, 122334-37-6, DTXSID40460861, DTXCID30411680, 833-594-2, Benzamide, 4-chloro-N-methoxy-N-methyl-, 4-chloro-N-methyl-N-methoxybenzamide, N-methoxy-N-methyl-4-chlorobenzamide, MFCD02684308, 4-Chloro-N-methoxy-N-methylacetamide, 4-chloro-N-methoxy-N-methyl-benzamide, SCHEMBL623946, LHUOAIXJPPMULP-UHFFFAOYSA-N, XEA33437, AB8891, N-methyl-N-methoxy-4-chlorobenzamide, AKOS008953070, DS-3384, AC-16375, SY227014, DB-062030, C3486, CS-0123018, EN300-1228428, F1903-0131, 4-Chloro-N-methoxy-N-methylbenzamide; 4-Chloro-N-methyl-N-methoxybenzamide;

Application

4-Chloro-N-methoxy-N-methylbenzamide serves as a key building block in the synthesis of Weinreb amides for ketone formation via Grignard reactions. It is employed in pharmaceutical research for developing protease inhibitors and kinase modulators due to its stable amide bond. The chloro substituent enables further functionalization through palladium-catalyzed cross-coupling reactions in drug discovery pipelines.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.