A\'stmea tarmon-Lede IR Exercise Match the following 10 compounds with the 10 sp

Question

A'stmea tarmon-Lede IR Exercise Match the following 10 compounds with the 10 spectra on the following pages. Label the major diagnostic peaks on each spectrum to receive full credit. 1-butanol HOCH2CH2CH2CHs CH3 _10, benzyl alcohol ethyl acetate H3C8OCHdH3 -CH2OH N-methylcyclo- hexylamine 1-hexene CH2 CHCH2CHH2CH3 pentane CH3CH.CH2CH2CH3 butyraldehyde H3CHCH2CH aniline NH2 2-pentanone H3C-C-CH2CH2CH3 Reference ome IR Stretching Frequencies 3400-3250 cm N-H(I', 2 amines) 500-3200 cm O-H (alcohols) 100-3000 cm C-H (alkenes, aromatics) 000-2850 cm C-H (alkanes) 1680-1640 cm- (alkenes) 1600-1585 cm C-C (aromatics) 1500-1400 cm CC (aromatics) 1335-1250 cm C-N (aromatic an 1250-1020 cm C-N (aliphatic an 30-2695 cm C-H (aldehydes) 50-1665 cm CO (see discussion on back) 1300-1050 cm C-O (alcohols,e

Explanation / Answer

Spectrum 1)

peaks                      functional group

3000-2850 cm-1 (very strons)        alkane (C-H)

1500-1400 cm-1 (medium)                    alkyl C-H bending

So, groups present are only alkyl :pentane

Spectrum 2)

3400-3250 cm-1 secondary amine N-H (weak band)

3000-2850 cm-1--------> alkyl C-H stretch

1450 cm-1   ---------->C-C(aromatics)

groups present are :aromatic ring ,and NH-CH3

Structure :N-methyl-cyclohexylamine

spectrum 3)

1800-1700 cm-1(strong) C=O stretch

2950-2800 cm-1,two medium peaks     =C-H stretch

major groups: aldehyde

structure:butyraldehyde

spectrum 4)

1690 cm-1 C=O stretch

1400-1600 cm-1 medium to weak multiple bands (C-C) aromatics

major groups: aromatic ring, c=O

structure:acetophenone

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