20740-05-0

Basic information

• Product Name: 1-hexyl-1,2-dicarbadodecaborane(12)
• Synonyms: 1-hexyl-1,2-dicarbadodecaborane(12);1-Hexyl-o-carborane
• CAS NO: 20740-05-0
• Molecular Formula: C₈H₂₄B₁₀
• Molecular Weight: 228.42
• EINECS: 244-003-7
• Mol File: 20740-05-0.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-hexyl-1,2-dicarbadodecaborane(12)(CAS DataBase Reference)
• NIST Chemistry Reference: 1-hexyl-1,2-dicarbadodecaborane(12)(20740-05-0)
• EPA Substance Registry System: 1-hexyl-1,2-dicarbadodecaborane(12)(20740-05-0)

Safety Data

• Hazardous Substances Data: 20740-05-0(Hazardous Substances Data)

Usage

General Description

1-hexyl-1,2-dicarbadodecaborane(12) is a chemical compound with the molecular formula C8H17B10. It is a boron-containing compound, and its structure consists of a boron cluster surrounded by hexyl groups. This chemical is used in various applications, including as a precursor in the synthesis of other boron-containing compounds and as a reagent in organic synthesis. It has also been studied for its potential applications in the field of materials science and as a potential anti-tumor agent due to its unique structure and properties. 1-hexyl-1,2-dicarbadodecaborane(12) is highly reactive and requires careful handling due to its potential for hazardous reactions.

InChI:InChI=1S/C8H24B10/c1-2-3-4-5-6-8-7-9(8)11(7)12(7)10(7,8)14(8)13(8,9)15(9,11)17(11,12)16(10,12,14)18(13,14,15)17/h7,9-18H,2-6H2,1H3

Upstream product

• 17702-41-9 nido-decaborane 
• 629-05-0 n-octyne 
• 19496-84-5 1-bromomethyl-1,2-dicarba-closo-dodecaborane⁽¹²⁾ 
• 693-25-4 n-pentylmagnesium bromide 
• 24035-02-7 1-(bromoethyl)-1,2-dicarba-closo-dodecaborane 
• 693-04-9 butyl magnesium bromide 
• 693-03-8 n-butyl magnesium bromide 

Relevant articles and documents

Nickel-catalyzed cross-coupling of sterically hindered 1-bromomethyl-o-carborane with alkyl and aryl Grignard reagents

A convenient and efficient Ni-catalyzed reaction has been developed for synthesis of mono-substituted o-carboranes, involving cross-coupling of readily available and sterically hindered 1-bromomethyl-o-carborane with various alkyl and aryl Grignard reagents under mild conditions, and the corresponding o-carborane derivatives were obtained in good to excellent yields. This method should provide a new strategy for construction of diverse and useful functionalized boron cluster compounds for medicinal chemistry and material chemistry.

Palladium-catalyzed regioselective synthesis of B(4,5)-or B(4)-substituted: O-carboranes containing α,β-unsaturated carbonyls

With the help of a carboxylic acid directing group, Pd-catalyzed regioselective synthesis of B(4,5)-or B(4)-substituted o-carboranes containing α,β-unsaturated carbonyls has been reported. The-COOH, removed during the course of the reaction, is responsible for controlling the regioselectivity. The desired products could be obtained in moderate to good yields.

Straightforward synthesis of radioiodinated Cc-substituted o-carboranes: Towards a versatile platform to enable the in vivo assessment of BNCT drug candidates

Due to their high boron content and rich chemistry, dicarba-closo-dodecaboranes (carboranes) are promising building blocks for the development of drug candidates with application in Boron Neutron Capture Therapy. However, the non-invasive determination of their pharmacokinetic properties to predict therapeutic efficacy is still a challenge. Herein, we have reported the unprecedented preparation of mono-[125I] iodinated decaborane via a catalyst-assisted isotopic exchange. Subsequent reactions of the radiolabelled species with acetylenes in acetonitrile under microwave heating yield the corresponding 125I-labelled, Cc-substituted o-carboranes with good overall radiochemical yields in short reaction times. The same synthetic strategy was successfully applied to the preparation of 131I-labelled analogues, and further extension to other radioisotopes of iodine such as 124I (positron emitter) or 123I (gamma emitter) can be envisaged. Hence, the general strategy reported here is suitable for the preparation of a wide range of radiolabelled Cc-substituted o-carborane derivatives. The labelled compounds might be subsequently investigated in vivo by using nuclear imaging techniques such as Single Photon Emission Computerized Tomography or Positron Emission Tomography.