1,7-diphenyl-1,7-dicarba-closo-dodecaborane(12)

Base Information

• Chemical Name: 1,7-diphenyl-1,7-dicarba-closo-dodecaborane(12)
• CAS No.: 17805-18-4
• Molecular Formula: C₁₄H₂₀B₁₀
• Molecular Weight: 296.423
• Mol file: 17805-18-4.mol

Synonyms:1,7-diphenyl-1,7-dicarba-closo-dodecaborane(12)

Chemical Property of 1,7-diphenyl-1,7-dicarba-closo-dodecaborane(12)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,7-diphenyl-1,7-dicarba-closo-dodecaborane(12)

There total 2 articles about 1,7-diphenyl-1,7-dicarba-closo-dodecaborane(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: 57.0%

iodobenzene (591-50-4) + 1,7-dicarba-closo-dodecaborane(12) (16986-24-6) → 1-phenyl-1,7-dicarba-closo-dodecaborane(12) (16351-47-6) + 1,7-diphenyl-1,7-dicarba-closo-dodecaborane(12) (17805-18-4)

Guidance literature:

With pyridine; potassium tert-butylate; copper(l) chloride; In 1,2-dimethoxyethane; under N2; CuCl is added to KOtBu in DME with stirring, stirred (3 h, room temp.), pyridine is added followed by the carborane (ratio carborane:CuCl 1:1), stirred (0.5 h, room temp.), the aryl iodide is added, heated and stirred (95°C, 48 h); cooled, allowed to stand for 2 h (or more), filtd., the filtrate is evapd., the residue is sublimed (1-phenyl-compd.), the residue is recrystd. (1,7-diphenyl-compd.);

DOI:10.1016/0022-328X(93)83337-U

Reference yield:

1,2-diphenyl-ortho-carborane (17805-19-5) → 1,7-diphenyl-1,7-dicarba-closo-dodecaborane(12) (17805-18-4)

Guidance literature:

In neat (no solvent); thermolysis (sealed tube, 670 K, 48 h); extraction (pentane), chromy. (pentane), recrystn. on slow evapn. of pentane soln. (290 K);

DOI:10.1107/S0108270196002107

Reference yield: 54.0%

1,7-diphenyl-1,7-dicarba-closo-dodecaborane(12) (17805-18-4) + ethanol (64-17-5) + triethylamine hydrochloride (554-68-7) → HN(C2H5)3(1+)*(C6H5)2(OC2H5)C2B9H9(1-) = [HN(C2H5)3][(C6H5)2(OC2H5)C2B9H9] + HN(C2H5)3(1+)*(C6H5)2(OC2H5)C2B9H9(1-)*0.25CH2Cl2 = [HN(C2H5)3][(C6H5)2(OC2H5)C2B9H9]*0.25CH2Cl2

Guidance literature:

With KOH; CO₂; In ethanol; water; byproducts: K2CO3; (N2); dissoln. of the carboborane and KOH in EtOH, heating in an autoclave (ca. 12 bar, 200°C, 18 h), after cooling bubbling CO2 through the soln. (1 h), filtration, concn. (vac.9, redissoln. (H2O), addn. of aq. (HNEt3)Cl; filtration, recrystn. (CH2Cl2/light petroleum, 3°C); elem. anal.;

DOI:10.1039/a607523a

upstream raw materials:

1,2-diphenyl-ortho-carborane

iodobenzene

1,7-dicarba-closo-dodecaborane⁽¹²⁾

Downstream raw materials:

1,7-C2B10H10-1-(η-C6H5)Cr(CO)3-7-C6H5

Refernces

• 1、 Coult, Robert,Fox, Mark A.,Gill, Wendy R.,Herbertson, Penelope L.,MacBride, J.A. Hugh,Wade, Kenneth. "C-arylation and C-heteroarylation of icosahedral carboranes via their copper(I) derivatives". . p. 19 - 30. Retrieved 2007/10/02.