29386-25-2

Basic information

• Product Name: 8,9-diiodo-1,2-dicarba-closo-dodecarborane⁽¹²⁾
• CAS NO: 29386-25-2
• Molecular Weight: 396.02
• Mol File: 29386-25-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 8,9-diiodo-1,2-dicarba-closo-dodecarborane⁽¹²⁾(CAS DataBase Reference)
• NIST Chemistry Reference: 8,9-diiodo-1,2-dicarba-closo-dodecarborane⁽¹²⁾(29386-25-2)
• EPA Substance Registry System: 8,9-diiodo-1,2-dicarba-closo-dodecarborane⁽¹²⁾(29386-25-2)

Safety Data

• Hazardous Substances Data: 29386-25-2(Hazardous Substances Data)

Upstream product

• 16872-09-6 1,2-dicarba-closo-dodecaborane⁽¹²⁾ 
• 7553-56-2 iodine 
• 17830-03-4 9-iodo-o-carborane 
• 26375-71-3 8-iodo-1,2-dicarba-closo-dodecaborane 

Relevant articles and documents

Synthesis and deborination of polyhalo-substituted ortho-carboranes

Tetraiodo-1,2-dicarba-closo-dodecaborane and 9-bromo-8,10,12-triiodo-1,2- dicarba-closo-dodecaborane were synthesized by oxidative iodination of 1,2-dicarba-closo-dodecaborane and 9-bromo-1,2-dicarba-closododecaborane, respectively, in AcOH using a mixture of nitric and sulfuric acid as an oxidant of iodine. The intermediates in the ortho-carborane iodination were identified. By the action of elemental bromine on 9-iodo- 1,2-dicarba-closo-dodecaborane in the presence of aluminum chloride catalyst 9-iodo-8,10,12-tribromo-1,2- dicarba-closo-dodecaborane was obtained. Deborination of the synthesized substances with an alcohol solution of KOH led to formation of 1,5,6,10-tetraiodo-5-bromo-1,6,10-triiodo- and 5-iodo-1,6,10-tribromo-7,8- dicarbaundecaborates methylammonium salts. Pleiades Publishing, Ltd., 2011.

A solvent-free regioselective iodination route of ortho-carboranes

Tetraiodo-ortho-Carborane based x-ray contrast agents was prepared n a high yield, fast, clean, regioselective fashion by a solvent-free reaction of ortho-carboranes with iodine in sealed tubes. ortho-Carborane and its derivatives can be iodinated under electrophilic conditions using Lewis or Bronsted acid catalysts. The Pyrex tube was opened and gaseous HI removed by evaporation leaving the crude product as a solid. Almost all the excess iodine could be removed from the mixture by sublimation under reduced pressure avoiding the need for quenching with sodium metabisulfite and allowing further reuse of reagents. This solvent-free approach to the iodination of ortho-Carboranes is feasible and appears to be fairly generic for the synthesis of tetraiodinated products.