1-hexyl-1,2-dicarbadodecaborane(12)

Base Information

• Chemical Name: 1-hexyl-1,2-dicarbadodecaborane(12)
• CAS No.: 20740-05-0
• Molecular Formula: C8H24B10
• Molecular Weight: 228.389
• Mol file: 20740-05-0.mol

Synonyms:1-hexyl-1,2-C2B10H11;1-(n-hexyl)-ortho-closocarborane-12;1-(n-hexyl)-1,2-dicarba-closo-dodecaborane;1-C6H13-1,2-C2B10H11;

Chemical Property of 1-hexyl-1,2-dicarbadodecaborane(12)

Chemical Property:

• PSA: 0.00000
• LogP: -3.73580

Purity/Quality:

99%, ^*data from raw suppliers

1-Hexyl-o-carborane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-hexyl-1,2-dicarbadodecaborane(12)

There total 7 articles about 1-hexyl-1,2-dicarbadodecaborane(12) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

n-butyl magnesium bromide (693-03-8) + 1-(bromoethyl)-1,2-dicarba-closo-dodecaborane (24035-02-7) → 1-(n-hexyl)-1,2-dicarba-closo-dodecaborane (20740-05-0)

Guidance literature:

With triphenylphosphine; copper dichloride; In tetrahydrofuran; at 25 ℃; for 6h; Reagent/catalyst; Solvent; Inert atmosphere;

DOI:10.1016/j.tet.2015.11.019

Reference yield: 91.0%

1-(bromoethyl)-1,2-dicarba-closo-dodecaborane (24035-02-7) + butyl magnesium bromide (693-04-9) → 1-(n-hexyl)-1,2-dicarba-closo-dodecaborane (20740-05-0)

Guidance literature:

With triphenylphosphine; copper dichloride; In tetrahydrofuran; at 25 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.tet.2015.11.019

Reference yield: 91.0%

nido-decaborane (17702-41-9) + n-octyne (629-05-0) → 1-(n-hexyl)-1,2-dicarba-closo-dodecaborane (20740-05-0)

Guidance literature:

With 1-butyl-3-methylimidazolium chloride; In further solvent(s); byproducts: H2; under Ar; B10H14 and 1-octyne in biphasic toluene - 1-butyl-3-methylimidazolium chloride stirred at 120°C for ca. 7 min; top org. layer sepd. by pipette; ionic liq. layer extd. with ether; combined toluene and ether extracts vac. concd.; flash filtered (silica gel column, hexanes); elem. anal.;

DOI:10.1021/ic800999y

upstream raw materials:

nido-decaborane

n-octyne

1-bromomethyl-1,2-dicarba-closo-dodecaborane⁽¹²⁾

n-pentylmagnesium bromide

Refernces

• 1、 Kusari, Upal,Li, Yuqi,Bradley, Mark G.,Sneddon, Larry G.. "Polyborane reactions in ionic liquids: New efficient routes to functionalized decaborane and o-carborane clusters". . p. 8662 - 8663. Retrieved 2004.
• 2、 Lu, Ju-You,Du, Yongmei,Zhao, Bo,Lu, Jian. "Copper-catalyzed cross-coupling of 1-haloalkyl-o-carboranes with Grignard reagents: An efficient route to monosubstituted o-carborane derivatives". supporting information. p. 161 - 169. Retrieved 2015/12/23.