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Description
3,5-Dimethylbenzoyl Chloride is an aromatic acid chloride carrying two methyl groups at the 3 and 5 positions of the benzene ring. As a non-heterocyclic building block, it serves as a highly active acylating reagent in organic synthesis laboratories. Its carbonyl chloride group reacts readily with amines to give amides, with alcohols and phenols to give esters, and with electron-rich aromatic rings through Friedel–Crafts acylation assisted by a Lewis acid catalyst. The compound therefore provides a direct route for installing the 3,5-dimethylbenzoyl unit into a target molecule without requiring an additional coupling reagent.
The property that makes this reagent a preferred choice is the high reactivity of the acyl chloride group combined with its distinctive double meta substitution pattern. The two methyl groups are mildly electron-donating and sit symmetrically on either side of the ring, so they do not block the carbonyl centre yet still add lipophilic bulk and steric protection to the ring. This symmetry also simplifies the interpretation of NMR spectra, making reaction monitoring more straightforward. Because the reactions proceed quickly and generally run at mild temperature in the presence of a base, the reagent fits routine bench-scale synthetic work.
In Indonesian laboratories, this TCI building block is typically used in university and institutional research groups working on organic synthesis, in medicinal and materials chemistry programmes preparing amide and ester derivatives, and in analytical or method-development work where a defined acyl group must be introduced into a substrate. It is supplied under the TCI brand within the Chemistry > Building Blocks > Non-Heterocyclic Building Blocks category, and is handled with standard moisture-exclusion practice common to acid chloride reagents.
Laboratory Applications
Amide synthesis — the acyl chloride reacts directly with primary and secondary amines under mild conditions with a base, giving 3,5-dimethylbenzamide derivatives without any separate coupling reagent.
Ester and aryl ester preparation — alcohols and phenols are acylated readily, allowing the 3,5-dimethylbenzoyl unit to be attached to hydroxyl-bearing substrates in short, easily monitored reaction steps.
Friedel–Crafts acylation — with a Lewis acid catalyst the reagent acylates electron-rich aromatic rings, building unsymmetrical diaryl ketone frameworks from simple aromatic starting materials.
Medicinal chemistry intermediates — the two methyl groups add lipophilic bulk and steric protection to the ring, which is useful when preparing analogue series around an aroyl scaffold.
Reaction monitoring and structure confirmation work — the symmetrical 3,5-substitution simplifies NMR spectra, so conversion and product identity can be checked quickly during method development.
Specifications
Brand: TCI
Catalogue reference: D3550
CAS number: 6613-44-1
Chemical name: 3,5-Dimethylbenzoyl Chloride
Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes: available in standard TCI laboratory pack sizes; please confirm the required size when ordering
Storage: keep tightly closed and protected from moisture, in line with normal acid chloride handling
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated place, away from moisture, water sources, and incompatible materials such as bases, alcohols, and amines. Keep the reagent in its original tightly sealed bottle or in a suitable moisture-resistant container with a chemically compatible closure; sealing under dry inert gas is good practice once the bottle has been opened. Handle in a fume hood using safety glasses, gloves, and a laboratory coat, since acid chlorides are corrosive and can release hydrogen chloride on contact with moisture. Transfer with dry glassware and dry syringes or cannulas, avoid inhalation of vapours, and follow the manufacturer's safety data sheet together with your own institutional chemical waste and spill procedures.
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