CH2ICH2CH2I

1,3-diiodopropane is an organohalogen compound with the chemical formula CH2ICH2CH2I. It is a colorless to pale yellow liquid at room temperature. This compound is characterized by the presence of two iodine atoms attached to a three-carbon propane chain, specifically at the terminal positions. The carbon-iodine bonds are relatively weak, making 1,3-diiodopropane a reactive molecule.

1,3-diiodopropane can be synthesized through various methods, often involving the reaction of 1,3-propanediol with an iodinating agent such as phosphorus triiodide or hydroiodic acid. It is soluble in many organic solvents but has limited solubility in water.

Due to the reactivity of the carbon-iodine bonds, 1,3-diiodopropane is used as a reagent in organic synthesis. It serves as a source of a three-carbon chain for cyclization reactions, particularly in the formation of heterocyclic compounds. For instance, it can react with nucleophiles to introduce the propyl chain. It can also undergo elimination reactions under certain conditions. Its applications are primarily found in laboratory settings for research and the synthesis of more complex molecules. Handling 1,3-diiodopropane requires appropriate safety precautions due to its potential as an irritant.