Asample of a liquid from an unlabeled bottle was subjected to analysis MS showed

Question

Asample of a liquid from an unlabeled bottle was subjected to analysis MS showed that an m/z of 89 and IR displayed bands at 2995-2840 cm', 1562 cm and 1425 cm. Identify functional group in the molecule and provide two possible structures, apan T carte. xylk, 3. Another unidentified liquid from the same stockroom was also for the M and the IR displayed bands at 3025 cm and 1603 cm. What is the name of the liquid? MS showed m/z7 and that 4 For the two structures below: give the molecular stretch and its approximate distinguishes the two isomers. 5. For each pair of compounds, select the one that best fits the given spectral data: a. 3080, nothing in 3000-2800, 2230, 1450 cm b. 2950, 1665 and 1625 cm 1671 and 1660 cm. c. d. 1650 and 1602 cm. 27

Explanation / Answer

3) IR spectrum values at 3025 indicates =C-H bond and 1603 indicates a C=C bond. Thus it may be benzene

4) Both alkenes shows characteristic methyl and methylene peaks in the region 3000-2850 and corresponding bendin peaks at 1465 and 1375. However, they differ in the C=C stretching value. COmpound 1 shows peak at 1640 while compound show C=C frequency lower than compound 1 due to conugation at about 1600

5a) IR showing peaks at only 3080 indicates it contain bonds but no -CN peak thus it is compound 2

5b) Peaks at 2950, 1665, 1625 indicates it contain methylene C-H, C=C bonds hence it is compound 2

5c) Peaks at 1670 and 1660 indicates a non-conjugated C=C hence it may be compound 2

5d) Peaks at 1650 and 1602 indicates a conjugated C=C hence it may be compound 1

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