31685-21-9

Basic information

• Product Name: (4-fluorophenyl)dichloroborane
• Synonyms: (4-fluorophenyl)dichloroborane
• CAS NO: 31685-21-9
• Molecular Weight: 176.813
• Mol File: 31685-21-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (4-fluorophenyl)dichloroborane(CAS DataBase Reference)
• NIST Chemistry Reference: (4-fluorophenyl)dichloroborane(31685-21-9)
• EPA Substance Registry System: (4-fluorophenyl)dichloroborane(31685-21-9)

Safety Data

• Hazardous Substances Data: 31685-21-9(Hazardous Substances Data)

Upstream product

• 10294-34-5 boron trichloride 
• 33756-42-2 tri-p-fluorophenylstibine 
• 1765-93-1 4-fluoroboronic acid 
• 462-06-6 fluorobenzene 
• 1359224-18-2 Me₂NTol*BCl₃ 

Downstream Products

• 214360-58-4 2-(4-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 225916-39-2 2-(4-fluorophenyl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 1036761-17-7 1-p-FC₆H₄-2,3,4,5-tetraphenylborole 
• 23854-21-9 1,2-C₂B₁₀H₁₁-3-(C₆H₄-4'-F) 
• 42568-55-8 2-(C₆H₄-4-F)-1.7-C₂B₁₀H₁₁ 

Relevant articles and documents

Synthesis of Fluorine-Containing Aryl(halo)boranes from Potassium Aryl(fluoro)borates

Fluorine-containing aryldihalogenoboranes have been obtained by the reaction of boron and aluminum chlorides and bromides with potassium aryltrifluoroborates K[ArBF3] under mild conditions. In a similar way, bis(pentafluorophenyl)halogenoboranes have been synthesized by the reaction with K[(C6F5)2BF2]. The reaction of K[C6F5BF3] with AlBr3 affords a mixture of C6F5BF2 and C6F5BCl2 due to fast conversion of AlBr3 to AlBrCl2. The inductive and resonance parameters of BCl2 and BBr2 groups were calculated.

Regioselective electrophilic borylation of haloarenes

Haloarenes undergo direct borylation using amine:BCl3:AlCl3 in the ratio of 1:1:2. After esterification the pinacol boronate esters are isolated in good yield with regioselectivity controlled by steric and electronic effects.