Question

Label the spectra and propose a structure for the compound.

Compound 1 IR Spectrum liquid mi 4000 3000 2000 1600 1200 1200 V on Mass Spectrum UV Spectrum 2. max 252 mm (10910622) 2. max 257 nm (log, 2.3) 2 mar 262 nm (10910€ 2.2) 2. max 254 nm (1090€ 2.2) 2.mex 268 nm logo 2.0) solvent thanol M 150 Coto2 40 80 240 120 m 200 280 160 /e 13C NMR Spectrum (100 M-2. CDC, solution ansion DEPT CH chut ch! 28.5 123 ppm proton decoupled 400 (ppm) 160 200 'H NMR Spectrum (200 MHz, CDCI, soon) expansion 9 10 8 7 6 5 4 3 1 2 8 (ppm)

Answer 1

From IR spectra

Peak around 3000 cm^-1 indicated the presence of hydroxyl group. Similarly the presence of the peak at 1743 cm^-1 confirmed the presence of carbonyl group attached to the carboxylic group. Peak at around 800 cm^-1 suggested the presence of benzene derivative.

From proton decoupled H¹ NMR

The peak at around 7.4 ppm confirms the presence of aromatic protons. Peak at around 2 ppm suggested the presence of methylene protons. Peak at around 5 ppm indicated the presence of hydroxyl proton.

From proton decoupled C¹³ NMR indicated the presence of five types of carbon atom.

The given molecular formula is C₉H₁₀O₂.

Based on all the spectral analysis we can propose the following structure

C₆H₅CH₂CH₂COOH