Description

3-Methoxy-2-methylbenzoyl chloride (CAS No. 24487-91-0) is a high-purity aromatic acyl chloride with the molecular formula C₉H₉ClO₂. This specialized chemical reagent is characterized by its methoxy and methyl substituents on the benzene ring, which enhance its reactivity in electrophilic aromatic substitution and acylation reactions. It is supplied as a clear to pale yellow liquid with a pungent odor, typical of acyl chlorides, and must be stored under inert conditions due to its moisture sensitivity. Ideal for pharmaceutical intermediates, agrochemical synthesis, and advanced material research, this compound is rigorously tested for purity (typically ≥95% by GC) and packaged in amber glass bottles under nitrogen to ensure stability. Hazard statements: H314 – Causes severe skin burns and eye damage.

Properties

• CAS Number: 24487-91-0
• Complexity: 170
• IUPAC Name: 3-methoxy-2-methyl-benzoyl chloride
• InChI: InChI=1S/C9H9ClO2/c1-6-7(9(10)11)4-3-5-8(6)12-2/h3-5H,1-2H3
• InChI Key: BXKZGIVKHPCDFO-UHFFFAOYSA-N
• Exact Mass: 184.0291072
• Molecular Formula: C9H9ClO2
• Molecular Weight: 184.62
• SMILES: CC1=C(C=CC=C1OC)C(=O)Cl
• Topological: 26.3
• Monoisotopic Mass: 184.0291072
• Physical Description: Liquid
• Synonyms: 24487-91-0, 3-methoxy-2-methylbenzoyl chloride, Benzoyl chloride, 3-methoxy-2-methyl-, DTXSID10885269, DTXCID601024659, 607-388-6, 2-Methyl-3-methoxybenzoyl chloride, SCHEMBL64927, 2-Methyl-3-methoxyBenzoylchloride, AKOS015890039, DB-028536, NS00077723

Application

3-Methoxy-2-methylbenzoyl chloride is widely used as a key intermediate in organic synthesis, particularly for constructing complex molecules in pharmaceuticals and agrochemicals. Its acyl chloride group enables efficient Friedel-Crafts acylation reactions to introduce the 3-methoxy-2-methylbenzoyl moiety into target compounds. Researchers also employ it in peptide coupling reactions and as a precursor for photoactive materials. Strict handling under anhydrous conditions is required due to its reactivity with nucleophiles.

Safety and Hazards

GHS Hazard Statements

• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
• H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
• H412 (100%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P260, P261, P264, P264+P265, P272, P273, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P333+P317, P362+P364, P363, P405, and P501

Hazard Classes and Categories

• Skin Corr. 1B (100%)
• Skin Sens. 1 (100%)
• Eye Dam. 1 (100%)
• Aquatic Chronic 3 (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.