chapter 21 Infrared s FIGURE 21.30 IR spectrum for question 2 in fami 2500(br, s

Question

chapter 21 Infrared s FIGURE 21.30 IR spectrum for question 2 in fami 2500(br, s), 2950(m) 1711 cm 3060(m), 2985(w), 1690(s) cm Explain the absence of a signal in 33520s, 31700s), 1640(s) cm the cm 1 region. 29640s, 1717(s) cm 1 4. When benzene is treated with chloroeth- ane in the presence of aluminum chlo- ut kee 2 Treatment of cyclohexanone with sodium ride, the product is expected to be ethyl- results in a product that benzene (bp 136 During the isolation ration can be isolated using distillation. The of this Product by distillation, some IR spectrum of this is shown in uid of bp 80 was obtained 1dentify this n 21.30. Identify the product and product using its boiling point and the IR the major IR bands. n an attempt to prepare diphenylacety- spectrum in Figure spectra shown in 5. onsider the IR lene, 1,2-dibromo-1,2-diphenylethane is refluxed with Figures 2132 through 213g and match them potassium hydroxide. A to the following compounds: biphenyl hydrocarbon with the chemical formula 1-methylbenzene, 1-butanol. H10 is isolated. The infrared spectrum phenol, 4-methylbenzaldehyde, ethyl pro exhibits signals at 3100-3000 cm but panoate, benzophenone, acetanilide (Note: no signals in the region 2300-2100 cm Some samples were prepared as thin films Is this spectrum consistent with a com- and others were prepared as Nujol mulls pound containing a carbon-carbon triple or by using an ATR accessory) 2500 Wavenumber cm FIGURE 21.31 IR spectrum for question 4 thin film).

Explanation / Answer

Compound 1

IR Frequency. Functional group

3500 cm^- alcohol/ phenol O-H stretching

2950cm^-. Alkane C-H bond stretching

1500 cm^- aromatic C=C bending

1000 cm- alcohol (=C-H bending )

The proposed structure is benzyl alcohol

Compound 2

3000 cm- carboxylic acid O-H stretching

1500 cm- aromatic C=C bending

1000 cm- alcohol (C-H bending)

The proposed structure is para hydroxy benzoic acid

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