Alcohols and Ethers - Result Question 29

32. The correct statement(s) about the following reaction sequence is (are)

Cumene $\left(C _9 H _{12}\right) \xrightarrow[\text { (ii) } H _3 O^{+}]{\text {(i) } O _2} P \xrightarrow{CHCl _3 / NaOH}$

$Q$ (major) $+R$ (minor), $Q \underset{PhCH _2 Br}{NaOH} S$

(2016 Adv.)

(a) $R$ is steam volatile

(b) $Q$ gives dark violet colouration with $1 %$ aqueous $FeCl _3$ solution

(c) $S$ gives yellow precipitate with 2, 4-dinitrophenylhydrazine

(d) $S$ gives dark violet colouration with $1 %$ aqueous $FeCl _3$ solution

Show Answer

Answer:

Correct Answer: 32. (b,c)

Solution:

<img src=“https://temp-public-img-folder.s3.amazonaws.com/sathee.prutor.images/sathee_image/cropped_2024_01_16_b4fdca9f34924034e8d8g-360_jpg_height_1084_width_744_top_left_y_1376_top_left_x_1258.jpg"width="400">

(a) $R$ is not steam volatile, but $Q$ is steam volatile thus, incorrect.

(b) $Q$ has enolic group thus, gives violet colour with $1 %$ aqueous $FeCl _3$ solution thus, correct.

(c) $S$ has carbonyl group hence, gives yellow precipitate with 2, 4-DNP thus, correct.

(d) $S$ does not give colour with $FeCl _3$ thus, incorrect.



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