1,3-Diiodo-5,5-dimethylimidazolidine-2,4-dione, CAS No. 2232-12-4

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2232-12-4

Catalog No. EBD957766

CAS 2232-12-4

Name 1,3-Diiodo-5,5-dimethylimidazolidine-2,4-dione

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Basic Information

Synonyms: 1,3-diiodo-5,5-dimethylimidazolidine-2,4-dione 1,3-Diiodo-5,5-dimethylhydantoin 2,4-imidazolidinedione,1,3-diiodo-5,5-dimethyl- n,n'-diiodo-5,5'-dimethylhydantoin 1,3-diiodo-5,5-dimethyl-2,4-imidazolidinedione 1,3-diiodo-5,5-dimet dih 1,3-diiodo-5,5-dimethylhydantoin>=96%

Molecular Formula: C5H6I2N2O2

Molecular Weight: 379.92

MDL Number: MFCD00020867

Categories: Synthetic Chemistry > Basic Synthetic Reagents > Halogenation Reagents Synthetic Chemistry > Organic Building Blocks > Halogenated Compounds

Product Description:

1,3-Diiodo-5,5-dimethylhydantoin is a halogenated heterocyclic compound belonging to the class of N-haloimides. It is a white to off-white crystalline powder. Structurally, it features two iodine atoms attached to the nitrogen atoms of a 5,5-dimethylhydantoin ring, making it a potent and versatile iodinating reagent. Its primary application is in organic synthesis as a highly effective and selective source of electrophilic iodine (“I⁺”). It is widely used for the iodination of aromatic compounds, alkenes, alkynes, and various heterocycles under mild conditions. Compared to molecular iodine (I₂), it offers advantages such as better solubility in organic solvents, higher reactivity, and often improved regioselectivity. It is also employed in the synthesis of other iodine-containing compounds and can function as an oxidizing agent in certain transformations. Due to its reactive iodine atoms, it should be handled with care, avoiding contact with skin and eyes, and used in a well-ventilated area or fume hood. It is a commercially available specialty reagent valued for its utility in constructing complex molecules in pharmaceutical and materials research.

Physical Properties

Boiling Point: 298.359 °C at 760 mmHg

Flash Point: 134.243 °C

Density: 2.695 g/cm3

Storage: −20°C

Safety Information

Packing Level: II

Hazard Category: 8(5.1)

Transport Codes: 3085