compound A

Compound B

Q.1. Given below is the spectral data for two compounds A and B. Both the compounds are structural isomers to each other. Deduce the structure of A and B based upon your knowledge of basic spectrosocpy, IR, MS and H-NMR. Explain your choice in detail. (20 marks) Compound A Spectral Data El-MS 1. 100- 60 Relative htensity 20- o- 26 30 100 120 140 360 100 200 m/z 2. El-MS peak data 27.4 39.0 40.0 41.0 68.9 17.3 43.0 12.9 1.7 21.8 29.6 2.1 6.9 2.1 31.5 45. 53.0 57.0 58.0 59.0 68.0 69.0 70.0 79.0 89. 81.0 82.0 BS. 36.0 87. 88.0 121. 122. 123.0 124.e 166.0 168.2 29.0 200. 5.4 7.8 1.1 7.7 1. 1.6 3. H-NMR in CDC1390 MHz: You can ignore the splitting pattern for this spectrum. 2. - 13 12 11 10 9 8 6 2 4. IR in nujol mull 10 m m 4000 000 1000 1300 Compound B: Spectral Data MS-CI 1. 100 60 Relative tensity 40 20 125 150 100 m/z 2. H-NMR in CDChat 400 MHz 322 3. IR liquid film mm FI 100 115-NU-5087 80 -- 60 1 Relative Intensity 40 T - 20 0 Tript 140 160 20 40 60 80 100 120 180 200 2. El-MS peak data EI 39.0 40.0 41.0 42.0 43.0 44.0 45.0 53.0 57.0 58.0 59.0 68.0 69.0 70.0 79.0 80.0 81.0 82.0 85.0 86.0 87.0 88.0 121.0 122.0 123.0 124.0 166.0 168.0 27.4 8.7 68.9 17.3 12.9 1.7 11.8 1.1 1.1 2.5 19.6 2.1 6.9 2.1 4.4 11.5 4.3 11.1 1.0 19.0 100.0 5.4 7.8 1.1 7.7 1.0 1.8 1.6 H-NMR in CDC1390 MHz: You can ignore the splitting pattern for this spectrum. 2. 2 2 13 12 11 10 9 8 7 6 5 4 3 2 1 0 001 4000 1000 ht 1500 1000 500 RAVENURBERI 100 MS-IW-9174 80 60 Relative Intensity 40 20 0 - 25 50 75 125 150 100 m/z 3 2 2 9 00 8 7 7 6 5 3 2. 0 on 12 D 1000 1000 B000 DOST 1000 008 MAVENUMBER