1. In making the 3,5 dinitrobenzoate ester derivative, what compounds could be p
ID: 1010381 • Letter: 1
Question
1. In making the 3,5 dinitrobenzoate ester derivative, what compounds could be present besides the ester? indicate any step in the procesure that is intended to remove a possible impuritiy
2. How is it possible for the Lucas test to give false positive? that is, if you see a second layer of insoluble organic liquid, what could the unknown be in addition to a teritary alcohol?
3. Most alcohols are soluble in methanol or ethanol. explain why these compounds are not used as solvents in the TCICA test
4. Briefly explain why it is necessary to run the TCICA test in acetronitrile instead of water
Explanation / Answer
Answer to Q1.
It depends on the starting materials and the quantities used. If acid chloride and an alcohol is used to make 3,5 dinitrobenzoate ester then usually excess alcohol is used. This excess alcohol remains in the reaction solution along with the product ester. The excess alcohol can be readily removed from the product mixture by giving excess water wash to the reaction mixture during work up procedure.
Answer to Q2.
The second layer of insoluble organic liquid may have the product ester along with some tertiary alcohol.
Answer to Q3.
Because trichloroisocyanuric acid (TCICA) test is used for distinguishing primary and secondary alcohols. Methanol and Ethanol are also primary alcohols and they will also be oxidized by TCICA. Hence they are not used as solvents for TCICA test instead acetonitrile is used as solvent for this test.
Answer to Q4.
TCICA is readily hydrolysed in water to cyanuric acid. Hence TCICA test is done in acetonitrile.
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