
TY  - JOUR
A1  - Dickson, RS 
A1  - Sutcliffe, GD 
T1  - Fluorocarbon-aluminium compounds. IV. Reactions of some chloropolyfluorobenzenes with lithium tetrahydroaluminate
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1973
VL  - 26
IS  - 1
SP  - 63
EP  - 69
KW  - 
UR  - https://doi.org/10.1071/CH9730063 
N2  - The reaction of lithium tetrahydroaluminate with chloropentafluorobenzene yields mainly p-chlorotetrafluorobenzene. The nature of the solvent influences the formation of other fluorocarbon compounds in the reaction. p-Chlorotetrafluoro-benzene reacts further with LiAlH4 in tetrahydrofuran, but not in diethyl ether, to give predominantly 1-chloro-2,3,5-trifluorobenzene and 1-chloro-2,3,6- trifluorobenzene. In turn, the trifluorobenzene compounds react with LiAlH4 in tetrahydrofuran to give mainly 1-chloro-2,5-difluorobenzene. The major products are formed by a combination of (i) direct nucleophilic displacement of fluorine in the chloropolyfluorobenzene compounds by hydride, and (ii) hydrolysis of the compounds LiAl(C6F4Cl)H2F, LiAl(C6F3HCl)H2F, and LiAl(C6F2H2Cl)H2F. The fluorocarbon- aluminium compounds have not been isolated from solution but they were characterized by quantitative determination of the products of hydrolysis and by 1H and 19F N.M.R. spectroscopy. 
ER  -

