Question

Q-1……………..By identifing the sprectra provide the information about the structure , Please provide the structure of the compound. Justification (i.e. shifts, multiplicities, peaks etc.) for your structure should be given.

expension TC NMR Spectrum (1000 MHE. CLG, solution) DEPT CH, CH. CH! 130 129 m E ston golvet proton decoupled IR Spectrum KB disc) 1033 130 120 pon 200 160 120 300 80 40 4000 06 (ppm) 3000 1200 2000 1600 V (cm) 1H NMR Spectrum (400 MHz, CDO, solution SH Mass Spectrum expension eod 069 10% M+- 230 TUS 40 385 pm 123 ILC14H1405 200 240 280 40 80 120 160 m/e 10 9 8 7 0 5 4 3 2 1 spam

Answer 1

The unknown is dibenzyl sulfoxide

O=có

IR:

3000-3100 cm-1, medium, aromatic sp2 =C-H stretch

2850-3000 cm-1, medium, sp3 C-H stretch

1350-1480 cm-1, medium, sp3 C-H bending

1400-1600 cm-1, medium-weak, multiple bands, sp2 C=C stretch

1030 cm-1, strong, S=O stretch

HNMR:

7.51 - 7.13 ppm, 10H, aromatic protons

3.88 ppm, 4H, -CH2- groups attached to S=O group

Mass:

M+ ion peak (Molecular ion peak) at m/z 290 and base peak at m/z 91 due to tropylium cation C6H5-CO+

NMR assignment:

TAH HA) TAH (A)H- SHIA — 5— 5— 5- -CH2——CH22 (8) (AH 'HCA) [Α] H H (ΑΣ Assign. ppm 130 Assign Shift (ppm) in NNW COCO O 7.51 to 7.13 3.88 HNMR CNMR dibenzyl sulfoxide

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