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- Chemistry
- <img class=img-fluid question-image alt=image src=https://cdn.tardigrade.in/img/question/chemistry/ab178fc8aa72df3ff182fc044d021cf1-.png /> <img class=img-fluid question-image alt=image src=https://cdn.tardigrade.in/img/question/chemistry/66bda6ca226c81eaeb946565018cfc76-.png /> The compound (B) is:
Q.
The compound (B) is:
Alcohols Phenols and Ethers
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Solution:
i. (A) gives colour with $FeCl _{3}$, suggesting phenolic group.
ii. (A) gives positive Tollens reagent test, suggesting (-CHO) group.
iii. (A) contains only one $(- OH )$ group, since it reacts with $1 mol$ of $CH _{3} I$ to form mono methyl ether.
iv. (A) is not steam distilled, which suggests that $(- OH )$ and (-CHO) groups are not in $o$-position.
v. Total $C$ atom and $O$ atom, $6 C$ (benzene) $+- CHO +(- OH )$ group.
vi. Formula of $(A)=C_{8} H_{8} O_{3}$
vii. To count for one additional $C$ atom and one additional $O$ atom, $\left(- OCH _{3}\right)$ group must be present in (A).
viii. A must contain
But the compound $F \left( C _{7} H _{6} Br _{2} O _{2}\right)$ contains $Br _{2}$, which is only possible with compound (II). Therefore, structure (A) is (II).
Reaction
Alternative method of solving the problem:
Start from (D) and proceed reverse to (C). (D) is obtained from (C) by HI, so two structures are possible for (A).
So, (A) is II and then proceed to find out other products.
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