ADDITION REACTIONS OF THE PHOSPHORUS HALIDES. VII. THE ADDITION OF ALKOXY AND AROXY CHLOROPHOSPHINES TO CARBONYL COMPOUNDS

1923 ◽  
Vol 45 (3) ◽  
pp. 762-768 ◽  
Author(s):  
J. B. Conant ◽  
V. H. Wallingford ◽  
S. S. Gandheker
Keyword(s):  
Carbonyl Compounds ◽  
Addition Reactions ◽  
Phosphorus Halides

ADDITION REACTIONS OF PHOSPHORUS HALIDES. VI. THE 1,2 AND 1,4 ADDITION OF DIPHENYL-CHLOROPHOSPHINE

1923 ◽  
Vol 45 (1) ◽  
pp. 165-171 ◽  
Author(s):  
J. B. Conant ◽  
J. B. S. Braverman ◽  
R. E. Hussey
Keyword(s):  
Addition Reactions ◽  
Phosphorus Halides

TiCl4-mediated conjugate addition reactions of stannylallenes to α,β-unsaturated carbonyl compounds

1989 ◽  
pp. 1065-1066 ◽  
Author(s):  
Jun-ichi Haruta ◽  
Koichi Nishi ◽  
Satoshi Matsuda ◽  
Yasumitsu Tamura ◽  
Yasuyuki Kita
Keyword(s):  
Carbonyl Compounds ◽  
Conjugate Addition ◽  
Addition Reactions

scholarly journals Carbonyl Addition Reactions: Factors Affecting the Hydrate–Hemiacetal and Hemiacetal–Acetal Equilibrium Constants

1975 ◽  
Vol 53 (6) ◽  
pp. 898-906 ◽  
Author(s):  
J. Peter Guthrie
Keyword(s):  
Aqueous Solution ◽  
Carbonyl Compounds ◽  
Equilibrium Constants ◽  
Substituent Effects ◽  
Steric Effects ◽  
Addition Reactions ◽  
Free Energies ◽  
Electronic Effects ◽  
Factors Affecting ◽  
Analogous Formula

Equilibrium constants for hydrate–hemiacetal interconversion in aqueous solution at 25° have been measured for four fluorinated carbonyl compounds: compound, alcohol, K4 (M−1): CF3CHO, C2H5OH, 2.3; CF3COCH3, CH3OH, 1.0; CF3COPh, CH3OH, 3.5; CF3COCF3, CH3OH, 0.14. These values, combined with values from the literature, permit an examination of substituent effects upon the equilibrium constant for[Formula: see text]The free energy change for this process, corrected for symmetry and steric effects, follows the equation[Formula: see text]Thus electronic effects upon this equilibrium are generally small and in fact are often smaller than steric effects.This analysis permits and justifies the calculation of free energies of formation of [Formula: see text] compounds from the (more generally measurable) free energies of formation of the analogous [Formula: see text] compounds.

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