Kinetics of an interfacial reaction. Hydroxide ion catalyzed C-alkylation of phenylacetonitrile

Industrial and Engineering Chemistry Research

Volumn 35, Issue 8, 1996, Pages 2581-2589

  Sawarkar, Chhaya S ^a   Juvekar, Vinay A ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY BOMBAY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ACETONITRILE; ADSORPTION ISOTHERMS; CATALYSIS; COMPOSITION EFFECTS; INTERFACES (MATERIALS); MATHEMATICAL MODELS; MONOLAYERS; REACTION KINETICS; SURFACE TENSION; THERMAL EFFECTS;

BUTYLATION; LIQUID-LIQUID INTERFACES; PHENYLACETONITRILE;

ALKYLATION;

EID: 0030211671     PISSN: 08885885     EISSN: None     Source Type: Journal    
DOI: 10.1021/ie950524l     Document Type: Article

References (19)

1. Alexander, A. E.; Schulman, J. H. Orientation in films of long chain esters. Proc. R. Soc. London 1937, A161, 115.
2. +-mise en evidence d'intermediaires radicalaires dans les reactions de substitution des halogenures de paranitrobenzyle par des anions oxydables. Tetrahedron Lett. 1973, 623, 1537.
3. Bell, R. P. Reaction velocity at a liquid-liquid interface. J. Phys. Chem. 1928, 32, 882.
4. Davies, J. T. The lactonisation of γ-hydroxystearic acid in a monolayer. Trans. Faraday Soc. 1949, 45, 448.
5. Davies, J. T. Catalysis and reaction kinetics at liquid interfaces. Adv. Catal. 1954, 6, 1.
6. Davies, J. T.; Rideal, E. K. The kinetic salt effect in monolayer reactions. Proc. R. Soc. London 1948, A194, 417.
7. Davies, J. T.; Rideal, E. K. Interfacial phenomena; Academic Press: New York, 1961; p 290.
8. Dehmlow, E. V. Phase transfer catalysed two-phase reactions in preparative organic chemistry. Angew. Chem., Int. Ed. Engl. 1974, 13.
9. Halpern, M.; Sasson, Y.; Rabinowitz, M. Hydroxide ion initiated reactions under phase transfer catalysis conditions. iv. Effect of catalyst structure. Tetrahedron 1982, 38 (21), 3183.
10. Halpern, M.; Sasson, Y.; Rabinowitz, M. Hydroxide Ion initiated reactions under phase transfer catalysis conditions. 5. Isomerisation of allylbenzene via hydroxide ion extraction. J. Org. Chem. 1983, 48, 1022.
11. Halpern, M.; Cohen, Y.; Sasson, Y.; Rabinowitz, M. Hydroxide ion initiated reactions under phase transfer catalysis conditions. 8. Notes on the interfacial mechanism. Nouv. J. Chim. 1984, 8, 443.
12. Hughes, A. H.; Rideal, E. K. Proc. A. Soc. London 1933, A143, 253.
13. Lamperski, S. Surface tension and adsorption from a multicomponent solution. J. Colloid Interface Sci. 1991, 144, 153.
14. Makosza, M. Two phase reactions in the chemistry of carbanions and halocarbenes-a useful tool in organic synthesis. Pure Appl. Chem. 1975, 439.
15. Makosza, M.; Bialecka, E. XXIII. Alkylation of phenylacetonitrile at the interface with aqueous sodium hydroxide. Tetrahedron Lett. 1977, 183.
16. Mason, D.; Magdassi, S.; Sasson, Y. Interfacial activity of quaternary salts as a guide to catalytic performance in phase transfer catalysis. J. Org. Chem. 1990, 55, 2714.
17. Menger, F. M. Interfacial physical organic chemistry. Imidazole Catalysed Ester Hydrolysis at a Water-Heptane Boundary. J. Am. Chem. Soc. 1970, 92, 5965.
18. Rideal, E. K.; Mitchell, J. S. Photochemical reactions in monolayers. I. Photochemical properties of ketoimino linkage. Proc. R. Soc. London 1937, A159, 206.
19. Solaro, R.; D'antone, S.; Chiellini, E. Heterogenous ethylation of phenylacetonitrile. J. Org. Chem. 1980, 45, 4179.