Question

Problem 5: m/z UV (data unavailable) 13C NMR(in ppm): 30.7, 113.4, 121.6, 128.9, 147.8 MS: % abundance 28 100 106 15 140 141 (M) 143 (M+2) HNMR spectrum (CDC) SOURCE: Reprinted with permission of Aldrich Chemical 82.75 (3H) 83.65 (1H) 86.50 (2H) 87.10 (2H) 7.0 6.5 6.0 6.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0.0 IR spectrum SOURCE: OBIO-RAD Laboratories, Sadtler Division % Transmittance 3500 3000 1000 500 2500 2000 1500 Wavenumber (cm-')

WHAT IS THE COMPOUND??

Answer 1

Mass data Mass data confirm the presence of 1-ci atom because M&M+2 ratio is 42 13 42 3:1 This ratio is obseared for cl-aton only NMR Data a 2 doublets around 7ppm & presence of aromatic system which is b-substituted. • Triplet at 2.75 of 34 - Chh gp. is attached to electronegative atom. IR Data IR confirms the presence of 1-secundary amire group because we are getting shop heak at 3500 cm. One Thus, the compound was thought to be 65 H 3 3.65 (singlet) * -NH3 TIT 2.75 (singlet) d 2.75 (singlet) a 711 6.5 VAH (3500cm) 13.4 Secondary anne band 128.9 761498 3017 121.6 128.9 Thus, the spectra was detailed analysed and compound was thought to be prachloro-N-methyl aniline