1-Phenyl-2,5-dihydro-1H-borole

Base Information

• Chemical Name: 1-Phenyl-2,5-dihydro-1H-borole
• CAS No.: 84017-49-2
• Molecular Formula: C10H11B
• Molecular Weight: 142.008
• DSSTox Substance ID: DTXSID60513828
• Wikidata: Q82373833
• Mol file: 84017-49-2.mol

Synonyms:1-Phenyl-2,5-dihydro-1H-borole;84017-49-2;DTXSID60513828

Chemical Property of 1-Phenyl-2,5-dihydro-1H-borole

Chemical Property:

• PSA: 0.00000
• LogP: 1.95820
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 142.0953805
• Heavy Atom Count: 11
• Complexity: 137

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(CC=CC1)C2=CC=CC=C2

Technology Process of 1-Phenyl-2,5-dihydro-1H-borole

There total 1 articles about 1-Phenyl-2,5-dihydro-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: 58.0%

butadiene magnesium * 2 tetrahydrofurane + phenylborondichloride (873-51-8) → 1-phenyl-2,5-dihydro-1H-borole (84017-49-2)

Guidance literature:

In diethyl ether; to suspn. of PhBCl2 in Et2O slowly added MgC4H6*2THF at -80 °C with stirring under N2, stirred for 2 h at -80 °C and for 1 h at 20°C; filtered, evapd. in vac., distd. bei 40-60 °C at 1E-6 bar; elem.anal.;

DOI:10.1016/S0022-328X(00)85582-5

Reference yield: 98.0%

1-phenyl-2,5-dihydro-1H-borole (84017-49-2) + diphenyl ketene (525-06-4) → 5-Benzhydrylidene-4-eth-(E)-ylidene-2-phenyl-[1,2]oxaborolane (143447-16-9)

Guidance literature:

In 1,1,2,2-tetrachloroethylene; dropping soln. of 3-borolene in tetrachloroethylene to soln. of ketene in tetrachloroethylene, -15°C, stirring, under N2; warming 5 h at 40°C;; removal of solvent in vac.; recrystn. from diethyl ether;;

Reference yield: 96.0%

1-phenyl-2,5-dihydro-1H-borole (84017-49-2) + 4-methyl-benzaldehyde (104-87-0) → cis-5-p-tolyl-2-phenyl-4-vinyl-1,2-oxaborolane (143446-90-6)

Guidance literature:

In diethyl ether; dropping aldehyde to soln. of 3-borolene in diethyl ether at -78°C, stirring, under N2; slow warming to room temp.; mechanism discussed;; removal of solvent in vac.; distn. in vac.; elem. anal.;;

upstream raw materials:

phenylborondichloride

Downstream raw materials:

1-phenyl-2-borolene

(3-butenyl)methoxyphenylborane

η-benzene-η5-(1-phenylborole)ruthenium

{Ru(η6-C6Me6)(η5-C4H4BC6H5)}