2,2-Dimethylsuccinic anhydride, CAS No. 17347-61-4

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17347-61-4

Catalog No. EBD12830

CAS 17347-61-4

Name 2,2-Dimethylsuccinic anhydride

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Basic Information

Synonyms: 2,2-dimethylsuccinicanhydride 3,3-Dimethyl-dihydro-furan-2,5-dione dihydro-3,3-dimethylfuran-2,5-dione 2,2-DIMETHYLSUCCINICACIDANHYDRIDE

Molecular Formula: C6H8O3

Molecular Weight: 128.13

MDL Number: MFCD00022608

Categories: Materials Chemistry > Polymers and Macromolecular Materials > Polyester and Bio-based Polymer Precursors Synthetic Chemistry > Organic Building Blocks > Carboxylic Acids and Esters

Product Description:

2,2-Dimethylsuccinic anhydride is a cyclic anhydride derived from 2,2-dimethylsuccinic acid. It is a white to off-white crystalline solid. The molecule features a five-membered anhydride ring with two methyl groups attached to the central carbon atom, which influences its reactivity and the properties of its derivatives. Its primary industrial application is as a monomer or co-monomer in the synthesis of polymers, particularly polyesters, polyamides, and alkyd resins. The presence of the gem-dimethyl group introduces steric hindrance, which can be used to tailor the thermal properties, solubility, and rigidity of the resulting polymers. It is also utilized in the production of plasticizers, corrosion inhibitors, and as an intermediate for pharmaceuticals and agrochemicals. As a reactive anhydride, it readily undergoes ring-opening reactions with nucleophiles such as alcohols and amines, making it a valuable building block in organic synthesis for introducing the 2,2-dimethylsuccinyl moiety.

Physical Properties

Melting Point: 29-31 °C(lit.)

Boiling Point: 219-220 °C(lit.)

Flash Point: 108 °C

Density: 1.135 g/mL at 25 °C(lit.)

Analytical Data

Appearance: white low melting solid