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Phenylboronic acid or benzeneboronic acid, abbreviated as PhB(OH) 2 where Ph is the phenyl group C 6 H 5 - and B(OH) 2 is a boronic acid containing a phenyl substituent and two hydroxyl groups attached to boron. Phenylboronic acid is a white powder and is commonly used in organic synthesis.
An early report (1949) describes the photochemical reaction of iodotrifluoromethane with ethylene to 3-iodo-1,1,1-trifluoropropane. [53] Reagents that have been reported for the direct trifluoromethylation of arenes are CF 3 I, CF 3 Br (thermal or photochemical), silver trifluoroacetate /TiO 2 (photochemical) and sodium ...
Trifluoromethyl group covalently bonded to an R group. The trifluoromethyl group is a functional group that has the formula-CF 3. The naming of is group is derived from the methyl group (which has the formula -CH 3), by replacing each hydrogen atom by a fluorine atom. Some common examples are trifluoromethane H– CF 3, 1,1,1-trifluoroethane H ...
Dipole moments compare less favorably: 1.89 and 2.86 D for dichloromethane and trifluorotoluene, respectively. Replacing dichloromethane is advantageous when conditions require higher boiling solvents, since trifluorotoluene boils at 103 °C it has a higher boiling point than dichloromethane, which has a boiling point of ~40 °C.
Organotrifluoroborates are tolerant of air and moisture [1] and are easy to handle and purify. [2] They are often used in organic synthesis as alternatives to boronic acids (RB(OH) 2), boronate esters (RB(OR′) 2), and organoboranes (R 3 B), particularly for Suzuki-Miyaura coupling. [3] [4]
4-Trifluoromethylbenzaldehyde is the organofluorine compound with the formula CF 3 C 6 H 4 CHO. Two other isomers are also known: 2-trifluoromethylbenzaldehyde and 3-trifluoromethylbenzaldehyde. These compounds are derivatives of benzaldehyde with trifluoromethyl substituents.
Compounds of the type BR n (OR) 3-n are called borinic esters (n = 2), boronic esters (n = 1), and borates (n = 0). Boronic acids are key to the Suzuki reaction. Trimethyl borate, debatably not an organoboron compound, is an intermediate in sodium borohydride production.
The boron atom of a boronic ester or acid is sp 2 hybridized possessing a vacant p orbital, enabling these groups to act as Lewis acids. The C–B bond of boronic acids and esters are slightly longer than typical C–C single bonds with a range of 1.55-1.59 Å.
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