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.
$$\underset{Chloroform}{CHC{l}_3}+\underset{acetone}{C{H}_3-CO-C{H}_3}\to \underset{Chloretone}{{(C{H}_3)}_{2}C(OH)-CC{l}_3}$$
- 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.