Question

Chloretone is:
A. $CC{{l}_{3}}N{{O}_{2}}$
B. $C{{H}_{3}}COC{{H}_{2}}CHC{{l}_{2}}$
C. ${{\left( C{{H}_{3}} \right)}_{2}}COCHC{{l}_{2}}$
D. ${{\left( C{{H}_{3}} \right)}_{2}}C\left( OH \right)CC{{l}_{3}}$

Answer 1

Hint: Chloretone is going to form by the condensation of chloroform with acetone. Chloretone has a functional group of hydroxyl and contains three chlorine atoms in it. Chloretone is also called chlorobutanol.

Complete answer:
- Chloretone has antibacterial and antifungal properties.
- The molecular formula of chloretone is ${{C}_{4}}{{H}_{7}}C{{l}_{3}}O$ .
- Chlorine reacts with acetone and forms chloretone and the chemical reaction of chlorine with acetone is as follows.
\[\underset{Chloroform}{\mathop{CHC{{l}_{3}}}}\,+\underset{acetone~}{\mathop{C{{H}_{3}}-CO-C{{H}_{3}}}}\,\to \underset{Chloretone~}{\mathop{{{(C{{H}_{3}})}_{2}}C(OH)-CC{{l}_{3}}}}\,\]
- The structure of the chloretone is as follows.

- Therefore the molecular formula of chloretone is ${{\left( C{{H}_{3}} \right)}_{2}}C\left( OH \right)CC{{l}_{3}}$ .

So, the correct option is D.

Additional information:
- The other name of chloretone is Hypnotic Chloretone. Very less amount (0.5 %) of chloretone is sufficient to kill the bacteria and fungus.
- The IUPAC name of chloretone is 1,1,1-trichloro-2-methyl-2-propanol.
- Chloretone is a white colored solid having a smell of methanol.
- Chloretone is formed by the nucleophilic addition of chloroform and acetone in the presence of a strong base.
- It is soluble in acetone and less soluble in water.
- It is sometimes used as a preservative with zero surfactant activity.
- After the preparation of chloretone from acetone and chloroform, the formed chloretone contains some impurities. The impurities have to be removed by a process called sublimation.

Note: The general name of chloretone is chlorobutanol. Chloretone is a white color volatile solid. It is highly toxic to the liver and it irritates the eye. It was first synthesized by Conrad Willgerodt in 1881.