14. which of the tollowing might be used to oynthesize e-b 4 (2) NaOH/, 0 ,0 FeB

Question

14. which of the tollowing might be used to oynthesize e-b 4 (2) NaOH/, 0 ,0 FeBr, R, s0, P Fepry a. 1 b. 2 3. 3 d. 1 and 2 e 2 and 3 15. The best synthesis ot n-dibromobenzene would be? 2. Aniline, Br. 20 then HONOj then Cube 3. Nitrobenzene, HNO,, H, So, heat: then Fe/HCl (excess) then 2 HONO, then 2 CuBe ene, HNO , 8, So,: then Pe, NCL, CH, O,reElux re, lici, C2HsOH, flux 4. Bromobenzene, HNO)/ H,so,; then then HONO: then CuBr b. 2 C. 3 d. 4 e 3 and 4 any ways gans g tissues howe the change 16 Compound W has the molecular formula C HaN. Treatment of w with benzenesulfonyl chloride in base gives no reaction. Acidification of the resulting mixture gives a clear solution. The 1H NMR spectrum of w consists of a triplet at 1.o, a quartet at 2.5, a singlet at 3.6 (28), and a nultiplet at 87.3 (5H. The most likely structure for W is: ing the hange a. Cs B, CH2 CH, CH, NHCH, CH tracel as the te the CH2 CH C. C6 H5 CH2 CH2 NCH2 CH, n the d. C Hy CH2 CH2 CH2 N(CH, )2 p-CH3CgH4 N (CH2CH3)2 e,

Explanation / Answer

1. The correct option is c. (3)

Benzoic acid (C6H5COOH) on treatment with Br2 and FeBr3 results in bromination at meta position of benzoic acid.

After that on treatment with SOCl2, -COOH group changes to -COCl. After that on treatment with NH3, -COCl changes to CONH2 and at last on treatment with Br2 and NaOH, -CONH2 changes to -NH2

Therefore the product for the series of reaction is m-bromoaniline

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