following reactions take place in the reactor: C,H,CH, + H, → CH + CH4 toluene (E benzene C,H,(CH,), + H, → C,H¿CH, + CH4 xylene (F toluene C,H,(CH,), + H, → C,H,(CH,), + CH, pseudocumene (F xylene

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter5: Alkenes: Bonding, Nomenclature, And Properties
Section: Chapter Questions
Problem 5.31P
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'4.26 Hydrodealkylation is a process in which side chain alkyl groups
(like methyl) are removed from aromatics by reaction with hydrogen. The
following reactions take place in the reactor:
C,H,CH, + H, → C,H, + CH,
toluene
(R1)
benzene
CH,(CH,), + H, → C,H;CH; + CH,
xylene
(R2)
toluene
C,H,(CH,), + H, → CH,(CH,), + CH,
pseudocumene xylene
(R3)
In addition, an unwanted side reaction occurs, in which two benzenes
react to form diphenyl:
(R4)
2C,H, → C,H,C,H, + H,
diphenyl
benzene
A process stream containing 5 mol% benzene (CgH), 20 mol% toluene
(C,H,CH,), 35 mol% xylene [C,H,(CH,),], and 40 mol% pseudocumene
[C,H,(CH,),] is fed at a rate of 100 gmol/h to a hydrodealkylation plant.
This process stream is mixed with 500 gmol H,/h before being fed to the
reactor. Hydrogen and methane are separated from the remaining com-
pounds (lumped together as aromatics). The aromatics are analyzed and
found to contain 28 mol% pseudocumene, 1 mol% diphenyl, 19% ben-
zene, and 1% toluene. Calculate the extents of reaction and fractional
conversions of all reactants, the methane production rate, and the mol%
methane in the gas stream.
Transcribed Image Text:'4.26 Hydrodealkylation is a process in which side chain alkyl groups (like methyl) are removed from aromatics by reaction with hydrogen. The following reactions take place in the reactor: C,H,CH, + H, → C,H, + CH, toluene (R1) benzene CH,(CH,), + H, → C,H;CH; + CH, xylene (R2) toluene C,H,(CH,), + H, → CH,(CH,), + CH, pseudocumene xylene (R3) In addition, an unwanted side reaction occurs, in which two benzenes react to form diphenyl: (R4) 2C,H, → C,H,C,H, + H, diphenyl benzene A process stream containing 5 mol% benzene (CgH), 20 mol% toluene (C,H,CH,), 35 mol% xylene [C,H,(CH,),], and 40 mol% pseudocumene [C,H,(CH,),] is fed at a rate of 100 gmol/h to a hydrodealkylation plant. This process stream is mixed with 500 gmol H,/h before being fed to the reactor. Hydrogen and methane are separated from the remaining com- pounds (lumped together as aromatics). The aromatics are analyzed and found to contain 28 mol% pseudocumene, 1 mol% diphenyl, 19% ben- zene, and 1% toluene. Calculate the extents of reaction and fractional conversions of all reactants, the methane production rate, and the mol% methane in the gas stream.
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