Carbonylation of isobutylene, its oligomers, and N-olefins by carbon monoxide in the presence of BF3 complexes with propionic, acetic or chloroacetic acids

Author(s):  
S. D. Pirozhkov ◽  
K. V. Puzitskii ◽  
T. N. Myshenkova ◽  
K. G. Ryabova ◽  
Ya. T. �idus
1980 ◽  
Vol 58 (5) ◽  
pp. 485-493 ◽  
Author(s):  
Wilkins Reeve ◽  
James R. McKee ◽  
Robert Brown ◽  
Sitarama Lakshmanan ◽  
Gertrude A. McKee

Phenyl(trichloromethyl)carbinol undergoes an unimolecular, predominantly intramolecular conversion into potassium α-chlorophenylacetate on stirring with 10 % aqueous potassium hydroxide at 0 °C for several days. Besides providing an interesting example of a 1–2 chlorine shift, the reaction is of potential importance for the synthesis of α-chloro acids. The study of a variety of (trichloromethyl)carbinols shows the reaction is general for secondary (trichloromethyl)carbinols as well as trichloroethanol. The mechanism of the reaction involves the preliminary formation of an epoxide. Several mechanisms are considered for the conversion of the epoxide to the α-chloroacetate anion, but none accounts for all of the experimental facts. Tertiary carbinols break down at the epoxide stage into a ketone and carbon monoxide.


2000 ◽  
Vol 12 (4) ◽  
pp. 354-357
Author(s):  
David R Smart ◽  
Paul D Mark

1981 ◽  
Vol 78 ◽  
pp. 927-932 ◽  
Author(s):  
F.J.C.M. Toolenaar ◽  
G.J. van der Poort ◽  
F. Stoop ◽  
V. Ponec

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