Organic Compounds Containing Halogens Question 118
Question: A compound A has a molecular formula $ C_2Cl_3OH. $ It reduces Fehling solution and on oxidation gives a monocarboxylic acid B. A is obtained by action of chlorine on ethyl alcohol. A is
[CBSE PMT 1994; MP PET 1997; KCET 2005]
Options:
A) Chloral
B) $ CHCl_3 $
C) $ CH_3Cl $
D) Chloroacetic acid
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Answer:
Correct Answer: A
Solution:
$ \underset{A}{\mathop{C_2Cl_3OH}}+Fehlingsol\text{.}\to \underset{Red\ ppt}{\mathop{Cu_2O}} $
It means -CHO group is present.
$ \underset{A}{\mathop{C_2Cl_3OH}}\xrightarrow{Oxidation}\underset{Monocarboxylicacid}{\mathop{CCl_3-COOH}} $
It means only one -CHO group is present.
$ C_2H_5OH+Cl_2\to CH_3CHO+2HCl $
$ CH_3CHO+3Cl_2\to \underset{Chloral}{\mathop{CCl_3CHO}}+3HCl $
BETA
