TCI
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Description
TCI G0071 Glutaric Anhydride is a six-membered cyclic anhydride formed by the internal dehydration of glutaric acid, and it is supplied as a crystalline solid. In the laboratory, this compound serves as a highly practical acylating reagent: the anhydride ring opens when it reacts with nucleophiles such as amines or alcohols, producing an amide or ester while simultaneously leaving a free carboxyl group at the end of the chain. This behaviour is what makes it a favoured tool for installing a new carboxylic acid group onto a molecule in a single, compact reaction step.
The advantages that lead chemists to select this reagent are its high yet easily controlled reactivity, the absence of strong acid by-products of the kind generated when acyl chlorides are used, and its solid form, which makes precise weighing straightforward. Its reactions generally proceed under mild conditions, often requiring no more than gentle heating in an aprotic solvent together with an organic base acting as catalyst. The three-carbon chain separating the two carbonyl groups yields a medium-length linker that is widely used to set the spacing between functional groups in molecular design and in the surface modification of materials.
In Indonesia, this reagent is routinely called upon in university research laboratories, in organic synthesis and materials chemistry groups, and in industrial research and development units that prepare functionalised intermediates. It is typically handled at bench scale on a standard synthesis line, weighed out in a fume hood, and carried through reactions under anhydrous conditions. Laboratories that build modified polymers, functionalised supports, or carboxyl-terminated intermediates keep it available as a general-purpose derivatisation reagent.
Laboratory Applications
- Amide synthesis from primary and secondary amines, where the opening anhydride ring delivers an amide bond together with a free terminal carboxyl group in one step.
- Esterification of alcohols and hydroxyl-bearing substrates, taking advantage of mild reaction conditions that avoid the strong acid by-products associated with acyl chloride chemistry.
- Introduction of carboxylic acid functionality onto larger molecules, providing a compact single-step route to a new acid handle for subsequent coupling chemistry.
- Surface modification of materials, where the reagent converts surface amine or hydroxyl groups into carboxyl-terminated sites suitable for further functionalisation work.
- Molecular design requiring controlled spacing, since the three-carbon chain between the two carbonyl groups acts as a medium-length linker between functional groups.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS number: 108-55-4
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Catalogue number: G0071
- Physical form: crystalline solid
- Pack sizes: available in standard TCI laboratory pack sizes; please confirm the required size when ordering
- Storage: keep in a tightly closed container under dry conditions
Handling and Storage
Store the container tightly closed in a cool, dry place, away from moisture, since cyclic anhydrides are readily hydrolysed by atmospheric water back to the corresponding diacid, which reduces reagent performance. Original tightly sealed glass or manufacturer-supplied containers are suitable; secondary storage in a desiccator or under an inert atmosphere is advisable for frequently opened stock. Weigh and transfer the solid in a fume hood, and wear gloves, safety glasses, and a laboratory coat, as anhydrides are irritating to skin, eyes, and the respiratory tract. Keep the material away from water, alcohols, amines, and strong bases during storage, and consult the manufacturer's safety data sheet before use.
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