1,2,3,4,5-Pentaphenyl-1H-borole

Base Information

• Chemical Name: 1,2,3,4,5-Pentaphenyl-1H-borole
• CAS No.: 20195-59-9
• Molecular Formula: C34H25B
• Molecular Weight: 444.383
• DSSTox Substance ID: DTXSID50505858
• Nikkaji Number: J2.353.216F,J2.935.465K
• Wikidata: Q82361236
• Mol file: 20195-59-9.mol

Synonyms:Pentaphenylborol;1,2,3,4,5-Pentaphenyl-1H-borole;20195-59-9;DTXSID50505858

Chemical Property of 1,2,3,4,5-Pentaphenyl-1H-borole

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 444.2049310
• Heavy Atom Count: 35
• Complexity: 688

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: B1(C(=C(C(=C1C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4)C5=CC=CC=C5)C6=CC=CC=C6

Technology Process of 1,2,3,4,5-Pentaphenyl-1H-borole

There total 14 articles about 1,2,3,4,5-Pentaphenyl-1H-borole 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: 95.0%

1,1-di-n-butyl-2,3,4,5-tetraphenylstannol (75632-74-5) + phenylborondichloride (873-51-8) → dibutyltin chloride (683-18-1) + 1,2,3,4,5-pentaphenyl-1H-borole (20195-59-9)

Guidance literature:

In toluene; To a cooled toluene soln. of stannol was added PhBCl2, stirred for 3 h at room temp. (inert atm.);; filtered, ppt. was washed with toluene, dried in high vac.; elem. anal.;;

DOI:10.1016/S0022-328X(00)93308-4

Reference yield: 82.0%

phenylborondichloride (873-51-8) + 1,1-dimethyl-2,3,4,5-tetraphenylstannole (20195-60-2) → 1,2,3,4,5-pentaphenyl-1H-borole (20195-59-9)

Guidance literature:

In toluene; byproducts: Me2SnCl2; inert atmosphere; 1 equiv. of borane, 25°C;

Reference yield: 80.0%

phenylborondichloride (873-51-8) + (E,E)-(1,2,3,4-tetramethyl-1,3-butadien-1,4-ylidene)-dilithium (21289-08-7,99643-57-9) → 1,2,3,4,5-pentaphenyl-1H-borole (20195-59-9)

Guidance literature:

In diethyl ether; under N2 or Ar, Ph4C4Li2 suspended in anhyd. Et2O at -78°C, PhBCl2 added, warmed to 20°C with stirring, stood for 2 h at 20-25°C; evapd. in vac., anhyd. deoxygenated toluene added, shaked at 60-70°C, cooled sepd. toluene exts.; elem. anal.;

DOI:10.1021/ja00263a006

upstream raw materials:

phenylborondichloride

diphenyl acetylene

1,4-dilithio-1,2,3,4-tetraphenylbutadiene

1,1-dimethyl-2,3,4,5-tetraphenylstannole

Downstream raw materials:

1,2,3,4-tetraphenylbutane-1,4-dione

cis-2,3,4-triphenyl-3-butenophenone

trans-2,3,4-triphenyl-3-butenophenone

(1,5-cyclooctadiene)(pentaphenylborole)platinum