c) d) 6. b) a) Which is likely to be on top, the aqueous or the organic layer*? "hint: which is more dense? CH3- The organic base 4-toluidine is prepared by reduction of 4-nitrote (which is not basic). Both solids dissolve readily in dichloromethane (density = 1.316 g/mL), but poorly in water. A student trying to prepare 4-toluidine found that the reaction had not gone to completion. She then used solvent extraction to separate the 4-toluidine from unreacted 4-nitrotoluene as illustrated. Complete the balanced ionic equation for the reaction in step 2. 4-toluidine add NaOH to fraction 1 and filter Circle the best way to recover 4-toluidine from this experiment add NaOH to fraction 1 and filter -NH₂ + H3O+ add NaOH to fraction 2 and filter add HCI to fraction 1 and filter add NaOH to fraction 2 and filter add HCI to fraction 2 and filter Circle the best way to recover 4-nitrotoluene from this experiment add HCI to fraction 1 and filter dry and evaporate fraction 1 add HCI to fraction 2 and filter dry and evaporate fraction 1 Add 2M HCl to convert the organic base to its salt. Shake gently, then allow water and organic phases to separate... dry and evaporate fraction 2 2M HCI step 2 Separate the layers... dry and evaporate fraction 2 step 3 fraction 1 fraction 2

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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c)
b)
d)
6.
a) Which is likely to be on top, the aqueous or the organic layer*?
*hint: which is more dense?
CH3-
The organic base 4-toluidine is prepared by reduction of 4-nitrotoluene
(which is not basic). Both solids dissolve readily in dichloromethane
(density = 1.316 g/mL), but poorly in water.
A student trying to prepare 4-toluidine found that the reaction had not
gone to completion. She then used solvent extraction to separate the
4-toluidine from unreacted 4-nitrotoluene as illustrated.
Complete the balanced ionic equation for the reaction in step 2.
4-toluidine
add NaOH
to fraction 1
and filter
add NaOH
to fraction 1
and filter
Circle the best way to recover 4-toluidine from this experiment
-NH₂ + H3O+
add NaOH
to fraction 2
and filter
add HCI
to fraction 1
and filter
add NaOH
to fraction 2
and filter
add HCI
to fraction 2
and filter
Circle the best way to recover 4-nitrotoluene from this experiment
add HCI
to fraction 1
and filter
dry and
evaporate
fraction 1
add HCI
to fraction 2
and filter
dry and
evaporate
fraction 1
Add 2M HCl to convert
the organic base to its
salt. Shake gently, then
allow water and organic
phases to separate...
dry and
evaporate
fraction 2
2M HCI
dry and
evaporate
fraction 2
step 2
Separate the layers...
step 3
fraction 1
fraction 2
Demonstrator's
Transcribed Image Text:c) b) d) 6. a) Which is likely to be on top, the aqueous or the organic layer*? *hint: which is more dense? CH3- The organic base 4-toluidine is prepared by reduction of 4-nitrotoluene (which is not basic). Both solids dissolve readily in dichloromethane (density = 1.316 g/mL), but poorly in water. A student trying to prepare 4-toluidine found that the reaction had not gone to completion. She then used solvent extraction to separate the 4-toluidine from unreacted 4-nitrotoluene as illustrated. Complete the balanced ionic equation for the reaction in step 2. 4-toluidine add NaOH to fraction 1 and filter add NaOH to fraction 1 and filter Circle the best way to recover 4-toluidine from this experiment -NH₂ + H3O+ add NaOH to fraction 2 and filter add HCI to fraction 1 and filter add NaOH to fraction 2 and filter add HCI to fraction 2 and filter Circle the best way to recover 4-nitrotoluene from this experiment add HCI to fraction 1 and filter dry and evaporate fraction 1 add HCI to fraction 2 and filter dry and evaporate fraction 1 Add 2M HCl to convert the organic base to its salt. Shake gently, then allow water and organic phases to separate... dry and evaporate fraction 2 2M HCI dry and evaporate fraction 2 step 2 Separate the layers... step 3 fraction 1 fraction 2 Demonstrator's
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