126223-53-8

Usage

Type of compound

Boron-containing compound

Structure

Cage-like structure consisting of boron and carbon atoms

Common uses

a. Organic synthesis
b. Precursor to various other chemicals

Applications in material science

a. Production of boron-containing polymers and materials
b. Potential use in nanotechnology
c. Building block for designing new materials with specific properties

Other potential uses

a. Fuel additive
b. Development of new types of lubricants

InChI:InChI=1S/C9H26B10/c1-2-3-4-5-6-7-9-8-10(9)12(8)13(8)11(8,9)15(9)14(9,10)16(10,12)18(12,13)17(11,13,15)19(14,15,16)18/h8,10-19H,2-7H2,1H3

Upstream product

• 1227007-91-1 B₁₀H₁₀CC₇H₁₅CSi(CH₃)2C(CH₃)3 
• 24035-02-7 1-(bromoethyl)-1,2-dicarba-closo-dodecaborane 
• 693-25-4 n-pentylmagnesium bromide 
• 6393-56-2 pentylmagnesium chloride 
• 693-03-8 n-butyl magnesium bromide 
• 23940-14-9 1-(3'-chloropropyl)-1,2-dicarba-closo-dodecaborane 
• 3452-09-3 1-nonyne 

Downstream Products

• 1227007-92-2 B₁₀H₁₀CC₇H₁₅CCH₂C₆H₄I 

Relevant academic research and scientific papers

Kinetics of ortho-carborane formation revisited

A kinetic study of ortho-carborane formation focusing on the reaction of various decaborane adducts [B10H12L2; L = Me2S, Ph2S, tert-Bu2S, (C6F5)2S, MeSPh, MeSC6F5, MeS(sec-Bu)] with three acetylenes (propargyl bromide, 2-butyne-1,4-diacetate, 1-nonyne) has been carried out. For a given acetylene, the rate constants decrease with both an increase in the electronegativity and/or an increase in size of substituents on sulfur. Yields of orthocarborane have been shown to increase as the size and/or basicity of the Lewis base increases and, for a given adduct, with the lower basicity of the acetylene.

Copper-catalyzed cross-coupling of 1-haloalkyl-o-carboranes with Grignard reagents: An efficient route to monosubstituted o-carborane derivatives

A convenient and efficient copper-catalyzed reaction has been developed for the synthesis of functionalized o-carborane derivatives by using a Cu/phosphine catalytic system. Cross-coupling of readily available 1-haloalkyl-o-carboranes with Grignard reagents proceeds efficiently under mild conditions, and the corresponding monosubstituted o-carboranes were obtained in good to excellent yields.

Synthesis and properties of carborane-appended C3-symmetrical extended π systems

A series of C3-symmetric π-conjugated compounds containing three to six o-carborane clusters have been synthesized by employing palladium-catalyzed Suzuki coupling reactions and palladium-catalyzed acetylation reactions, followed by silicon tet