Nitration of nitrobenzene at high-concentrations of sulfuric acid: Mass transfer and kinetic aspects

AIChE Journal

Volumn 56, Issue 3, 2010, Pages 737-748

  Rahaman, M ^a   Mandal, B ^a   Ghosh, P ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY GUWAHATI   (India)

Author keywords

Activation energy; Aromatic nitration; Isomer distribution; Mass transfer coefficient; Mixed acid; Rate constant; Yield

Indexed keywords

AQUEOUS PHASE; CONCENTRATION OF; HIGH CONCENTRATION; HIGH YIELD; ISOMER DISTRIBUTIONS; KINETIC ASPECTS; LOW SPEED; MASS TRANSFER COEFFICIENT; MIXED ACID; MIXED ACIDS; MODERATE TEMPERATURE;

ACIDS; ACTIVATION ENERGY; AROMATIC COMPOUNDS; ARRHENIUS PLOTS; BATCH REACTORS; CONCENTRATION (PROCESS); ISOMERS; MASS TRANSFER; NITRATION; NITROBENZENE; SULFUR DETERMINATION; SULFURIC ACID;

RATE CONSTANTS;

EID: 76749124019     PISSN: 00011541     EISSN: 15475905     Source Type: Journal    
DOI: 10.1002/aic.11989     Document Type: Article

References (25)

1. Rahaman M, Mandal BP, Ghosh P. Nitration of nitrobenzene at highconcentrations of sulfuric acid. AIChE J. 2007;53:2476-2480.
2. Quadros PA, Oliveira NMC, Baptista CMSG. Continuous adiabatic industrial benzene nitration with mixed acid at a pilot plant scale. Chem Eng J. 2005;108:1-11.
3. Cox PR, Strachan AN. Two-phase nitration of toluene. Part II. Chem Eng J. 1972;4:253-261.
4. Cox PR, Strachan AN. Two phase nitration of chlorobenzene. Chem Eng Sci. 1971;26:1013-1018.
5. Modak SY, Juvekar VA. Role of interfacial reaction in heterogeneous aromatic nitration. Ind Eng Chem Res. 1995;34:4297-4309.
6. Marziano NC, Sampoli M. A simple linear description of rate profiles for the nitration of aromatic compounds in the critical range 80-98 wt% sulphuric acid. J Chem Soc Chem Commun. 1983;9: 523-524.
7. Westheimer FH, Kharasch MS. The kinetics of nitration of aromatic nitro compounds in sulfuric acid. J Am Chem Soc. 1946;68:1871-1876
8. Raverkar SR, Rao NVR. High-performance liquid chromatographic analysis of dinitrobenzene isomers. Chromatographia. 1989;28:412-414.
9. Ruckenstein E. The origin of thermodynamic stability of microemulsions. Chem Phys Lett. 1978;57:517-521.
10. Cussler EL. Diffusion: Mass Transfer in Fluid Systems. Cambridge: Cambridge University Press, 1997.
11. Olah GA, Malhotra R, Narang SC. Nitration: Methods and Mechanisms. New York: Wiley-VCH, 1989.
12. Marziano NC, Cimino GM, Passerini RC. The Mc activity coefficient function for acid-base equilibria. Part 1. New methods for estimating pKa values for weak bases. J Chem Soc Perkin Trans 2. 1973;1915-1922.
13. Marziano NC, Tomasin A, Traverso PG. The Mc activity coefficient function for acid-base equilibria. Part 5. The Mc activity coefficient for a reliable estimate of thermodynamic values. J Chem Soc Perkin Trans 2. 1981;1070-1075.
14. Marziano NC, Tomasin A, Tortato C, Zaldivar JM. Thermodynamic nitration rates of aromatic compounds. Part 4. Temperature dependence in sulfuric acid of HNO3! NO {thorn} 2 equilibrium, nitration rates and acidic properties of the solvent. J Chem Soc Perkin Trans 2. 1998;1973-1982.
15. Deno NC, Peterson HJ, Sacher E. Nitric acid equilibria in water-sulphuric acid. J Phys Chem. 1961;65:199-201.
16. Marziano NC, Traverso PG, De Santis A, Sampoli M. Determination of the basicity of nitric acid in concentrated sulphuric acid by Raman and ultraviolet spectroscopy. J Chem Soc Chem Commun. 1978;20:873-874.
17. Sampoli M, De Santis A, Marziano NC, Pinna F, Zingales A. Equilibria of nitric acid in sulfuric and perchloric acid at 25_C by Raman and UV spectroscopy. J Phys Chem. 1985;89:2864-2869.
18. Ross DS, Kuhlmann KF, Malhotra R. Studies in aromatic nitration 2. 14 N NMR study of the nitric acid/nitronium ion equilibrium in aqueous sulfuric acid. J Am Chem Soc. 1983;105:4299-4302.
19. Edwards HGM, Turner JMC, Fawcett V. Raman spectroscopic study of nitronium ion formation in mixtures of nitric acid, sulfuric acid and water. J Chem Soc Faraday Trans. 1995;91:1439-1443.
20. Perkins LR, Geankoplis CJ. Molecular diffusion in a ternary liquid system with the diffusing component dilute. Chem Eng Sci. 1969; 24:1035-1042.
21. Doraiswamy LK, Sharma MM. Heterogeneous Reactions: Analysis, Examples and Reactor Design, vol. 2. New York: Wiley, 1984
22. Norman ROC, Radda GK. The ortho:para-ratio in aromatic substitution. Part III. A general discussion. J Chem Soc. 1961;3610-3616.
23. Paul MA. Ortho-para directive effects for aromatic nitration in acetic anhydride. J Am Chem Soc. 1958;80:5332-5333.
24. Xiao H, Chen L, Ju X, Ji G. A theoretical study on nitration mechanism of benzene and solvent effects. Sci China B. 2003;46:453-464.
25. Gillespie RJ, Cole RH. Dielectric constant of sulfuric acid. Trans Faraday Soc. 1956;52:1325-1331.