33616-59-0

Usage

Boron-containing compound

Yes

Used in

Synthesis of boron-based materials and derivatives

Family

Carborane family (clusters of boron and carbon atoms)

Known for

Unique structure and potential applications in various fields

Fields of application

Pharmaceuticals, organometallic chemistry, and nanomaterials

Source of

Chlorine for organic synthesis

Reactions

Can undergo various reactions to form new compounds with different properties and characteristics

Potential

Various applications in chemical research and development

Upstream product

• 20693-67-8 1,6-dicarba-closo-hexaborane⁽⁶⁾ 
• 20693-69-0 2,4-dicarba-closo-heptaborane 

Relevant academic research and scientific papers

Relative reactivities of the small closo carboranes 1,6-C2B4H6 and 2,4-C2B5H7 and of closo-1,10-C2B8H10 toward electrophilic reagents

The relative reactivities of the closo carboranes C2BnHn+2 (n = 4, 5, 8), and some of their derivatives, toward electrophilic reagents of the type RX/AlCl3 (RX = CH3Cl, C2H5Cl, Cl2, Br2) are reported from competition studies. Among the three parent carborane compounds, closo-2,4-C2B5H7 is the most reactive toward an electrophilic type of substitution. Alkyl substituents on closo-2,4-C2B5H7 enhance the reactivity of the compound toward an electrophilic substitution, whereas halogen substituents decrease the reactivity. However, in the closo-1,6-C2B4H6 system, the reactivity of the chloro-substituted compound, 2-Cl-1,6-C2B4H5, toward an electrophilic substitution is greater, at the 4-position, than that of the parent carborane. The nature (halogen or alkyl) and cage position of a substituent on closo-2,4-C2B5H7 appear to have little or no influence on the site of electrophilic substitution.

A study on the preparation and rearrangement of the halogenated closo-carboranes ClnC2B4H6-n (n = 1, 2) and ClnC2B5H7-n (n = 1, 2)

Dichloro as well as monochloro derivatives of 1,6-C2B4H6 and 2,4-C2B5H7 are prepared, and the effect of the first chlorine substituent on the position of the entering second chlorine substituent is discussed. Both mono- and dichloro derivatives of C2B5H; rearrange at approximately 300°C to a mixture of isomers.