TRANSMITTANCEI¼ Practice time! Identify the Peaks and Structure LOD H-C=C-CH2CH2CH3 NH2 OH D 4000 3000 2000 1500 1000 500 HAVENUMBERI -11 Table L1.2: Characteristic IR Absorption Frequencies Bond Description Example (R=H or alkyl) Absorption Range (cm³) alcohol O-H R- H- alkyne 3200-3650 (broad, strong) 3260-3330 CSp-H R- R amine 3100-3500 N-H alkene R H 3050-3150 Cop2-H R alkane 2840-3000 R -H Cup 3-H (strong) alkyne 2100-2260 C=C R- -R carbonyl C=O 1690-1760 (strong) R R R alkene 1620-1680 C=C cm-1 R alcohol 1000-1260 C-O R3C OH

Q3. The following spectra belongs to either benzoic anhydride, aniline and phenol. Identify and describe the important absorption in the spectral data shown below. 4000 3440 1979 1 217 3310 9 1000 19 1979 1 3460 44 2906 06 3396 58 2630 84 320984 1918 1 30954 72 OL FLOE 1340 06 1325 79 1300 79 1276 20 103900 182605 1174 47 106904 1028 72 10 966 616 64 640 1 86 929 3041 32 1500 4 115499 2013 00 1400 60 1117 79 C0031 a PIR 1000 Wild PUBERGH 1500 1000 100 Whe

Consider the marked absorptions and assign the specific type of vibration as: straight C-H sp3, spe2, sp or aldehyde; O-H from alcohol, acid carb; N-H of amine or amide; C = O of aldehyde, ketone, ester, amide or anhydride; C = C aromatic or C = C alkene; C-O of acid, ester, arom ether, aliph ether, primary, secondary or tertiary alcohol; alkene fingerprints (trans, cis, mono sub or 1,1-disust); benzene (mono, o, m, p); scissor bending of CH3, or CH2.

G.317.

Watch videos (LINKS) on page 2 and answer questions One infrared spectra (1) is given below. (a) Analyze the spectra and tabulate important bands. (b) Circle the possible molecular structure corresponding to the given spectra. Spectra A: 4000 2700 cm ¹ 2700- 2000 cm ¹ 2000 1600 cm 1600 - 400 cm ¹ 2.5 100 80 Region 60 40 20 0 OL 4000 (a) COMPOUNDS A OH 3500 3 -1 3000 B Absorption, cm -1 3.5 4 2500 4.5 SPECTRA 1 CH, O CH, C C CH, H H NO H wavelength (um) 5 5,5 6 2000 1800 1600 wavenumber (cm) wavelength (um) C Functional group CIC C-OH CH, 7 8 1400 1200 D 9 10 n 1000 CH₂CH₂OH - 11 Base Value 12 13 14 15 16 800 600 E Jun CH₂-C-N

The following molecular ion isotopic clusters correspond to derivatives of benzene (C6H6) for which one or more of the hydrogens have been replaced with chlorines or bromines. What molecular formula corresponds to each mass spectrum? . 100- 80- 60- 40- Relative intensity 20- -M+6 -M+5 -M+4 M+3 M+1 M+2 M+0 (a) -M+6 -M+5 -M+4 M+3 M+2 M+1 -M+0 (b) M+6 M+5 M+4 M+3 -M+2 -M+1 -M+0 (c) M+6 -M+5 M+4 M+3 M+2 -M+1 -M+0 (d) M+6 M+5 -M+4 -M+3 -M+2 M+1 -M+0 (e)

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Identify the significant absorption peaks by labeling them right on the spectrumand includethe spectrum in your laboratory report. Absorption peaks corresponding to the followinggroups should be identified: C—H (SP3) C—H (SP2) C—H (aldehyde) O—H C=O C=C (aromatic)aromatic substitution pattern C—OC—X (if applicable)

What IR frequencies would enable a chemist to distinguish between these molecules? CH;CH2OH and CH;CH2OCH;CH3 and CH, HCHCHCCIICH CH, d 3000-3100 cm-1 (=C-H)| 1620-1680 cm-1 (C=C) 3200-3400 cm-1 (OH) || 3000-3100 cm-1 (=C-H)

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