Question

Antiseptic chloroxylenol is:
(A) 4-chloro-3,5-dimethylphenol
(B) 3-chloro-4,5-dimethylphenol
(C) 4-chloro-2,5-dimethylphenol
(D) 5-chloro-3,4-dimethylphenol

Answer 1

Hint: To attempt such questions, first draw the structure of the compound and then start numbering according to IUPAC preference order and finally name it according to IUPAC.

Complete step by step solution:
Chloroxylenol is a disinfectant and antiseptic agent used for cleaning surgical instruments, wound cleaner and skin disinfection. It is also commonly named as para-chloro-meta-xylenol (PCMX). The structure of Chloroxylenol is:

Based on the IUPAC preferences, priority would be given to the alcohol group rather than chloro- or a methyl group. So, the numbering will start from OH-group as depicted in Figure. Therefore, the IUPAC formula would be 4-chloro-3,5-dimethylphenol.

So, the correct answer is option (A).

Additional Information:
Chloroxylenol can be used either with water or alcohol. This organic compound is highly effective against gram-positive bacterium as it works by disrupting the cell wall of bacteria and stops the functionality of enzymes. Chloroxylenol has certain side effects such as skin irritation and may trigger skin allergy to some people. This is not considered toxic to human beings and is also non-toxic to birds. However, it is moderately toxic for freshwater invertebrates and highly toxic to cats, fish, and some of the amphibians.

Note: Antiseptics are chemical antimicrobial substances that slow or inhibit the microorganisms' growth on the external surfaces of the human body to reduce the risk of infections, putrefaction or sepsis. Some of antiseptics are alcohols, chloroxylenol, chlorhexidine gluconate, iodine, etc.