ortho- meta- - university of missouri–st. louisorglab/pdffiles/irspec2.pdffigure 11. ortho-xylene,...

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Table of Spectra Figure 5. Nujol Figure 6. N-Decane Figure 7. Benzene Figure 8. Indene Figure 9. 1-Heptene Figure 10. trans -4-Octene Figure 11. ortho-Xylene Figure 12. meta-Xylene Figure 13. Phenylacetylene Figure 14. Butanal Figure 15. Benzaldehyde Figure 16. Chloroform Figure 17. Tri-t-butylmethanol Figure 18. Butylamine Figure 19. Benzamide Figure 20. Diethylamine Figure 21. N-Methyl acetamide Figure 22. Triethylamine Figure 23. N,N-Dimethyl acetamide Figure 24. n-Hexanol, vapor and liquid Figure 25. Phenol, vapor and liquid Figure 26. Hexanoic acid, vapor and liquid Figure 27. Decanoic acid Figure 28. 4-Chloro-2-nitrophenol Figure 29. Benzoic acid Figure 30. Benzoic acid Figure 31. trans-2-Phenyl-1-cyanoethene Figure 32. Diethyl acetylenedicarboxylate Figure 33. Methyl acetate Figure 34. Ethyl n-hexanoate, vapor and liquid Figure 35. 5-Hexene-2-one Figure 36. Propionic anhydride Figure 37. Benzoic anhydride Figure 38. 3-Methylpimelic acid anhydride Figure 39. 2,5-Dihydrofuran Figure 40. 2,5-Dimethoxy-2,5-dihydrofuran Figure 41. 2,3-Dihydrofuran Figure 42. Sodium benzoate Figure 43. 5-Methyl-3-hexene-2-one Figure 44. 3-Nonen-2-one Figure 45. Ethyl vinyl ketone Figure 46. 3-Penten-2-one Figure 47. Benzyl 4-hydroxyphenyl ketone Figure 48. Perfluorohydrocarbon oil Figure 49. Quartz

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Page 1: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Table of Spectra

Figure 5. NujolFigure 6. N-DecaneFigure 7. BenzeneFigure 8. IndeneFigure 9. 1-Heptene

Figure 10. trans -4-Octene

Figure 11. ortho-XyleneFigure 12. meta-XyleneFigure 13. PhenylacetyleneFigure 14. ButanalFigure 15. BenzaldehydeFigure 16. ChloroformFigure 17. Tri-t-butylmethanolFigure 18. ButylamineFigure 19. BenzamideFigure 20. DiethylamineFigure 21. N-Methyl acetamideFigure 22. TriethylamineFigure 23. N,N-Dimethyl acetamideFigure 24. n-Hexanol, vapor and liquidFigure 25. Phenol, vapor and liquidFigure 26. Hexanoic acid, vapor and liquidFigure 27. Decanoic acidFigure 28. 4-Chloro-2-nitrophenolFigure 29. Benzoic acidFigure 30. Benzoic acidFigure 31. trans-2-Phenyl-1-cyanoetheneFigure 32. Diethyl acetylenedicarboxylateFigure 33. Methyl acetateFigure 34. Ethyl n-hexanoate, vapor and liquidFigure 35. 5-Hexene-2-oneFigure 36. Propionic anhydrideFigure 37. Benzoic anhydrideFigure 38. 3-Methylpimelic acid anhydrideFigure 39. 2,5-DihydrofuranFigure 40. 2,5-Dimethoxy-2,5-dihydrofuranFigure 41. 2,3-DihydrofuranFigure 42. Sodium benzoateFigure 43. 5-Methyl-3-hexene-2-oneFigure 44. 3-Nonen-2-oneFigure 45. Ethyl vinyl ketoneFigure 46. 3-Penten-2-oneFigure 47. Benzyl 4-hydroxyphenyl ketoneFigure 48. Perfluorohydrocarbon oilFigure 49. Quartz

Page 2: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

10

20

30

40

50

60

70

80

90

100

Figure 5. Nujol; thin film (Nujol is a trade name for mineral oil which is a long chain alkane)

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

CH3, CH2 symmetric

and asymmetric stretches

CH3, CH2 bending

vibrations

(CH2)4

rock

Figure 6. N-Decane, neat liquid, thin film: CH3CH2CH2CH2CH2CH2CH2CH2CH2CH3

Page 3: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

20

30

40

50

60

70

80

90

overtones of the benzene ring

Figure 7. Benzene, neat, thin film:

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

1020 8601410

Figure 8. Indene; neat; 0.05 mm cell:

Page 4: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

HC=Cstretches

CH3,CH2 symmetric

and asymmetric stretches

C=Cstretch

CH3,CH2

bending vibrations

(CH2)4

rocking

out of plane H wag of vinylgroup 900, 1000 cm-1)

Figure 9. 1-Heptene; neat sample, thin film: H2C=CH-CH2CH2CH2CH2CH3

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

10

20

30

40

50

60

70

80

CH3, CH2 stretching

vibrations CH3, CH2 bending

vibrations

Figure 10. trans -4-Octene, neat liquid, thin film:

H

CH2CH2CH3H

CH3CH2CH2

Page 5: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

overtones of the benzene ring

Wavenumbers, cm-1

1000150020002500300035004000

% T

rans

mitt

ance

20

30

40

50

60

70

80

90

100

sp2 C-H stretches sp3 C-H stretches

φ

φ

φ

Figure 11. ortho-Xylene, neat, thin film: CH3

CH3

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

10

20

30

40

50

60

70

80

90

φ φ

Figure 12. meta-Xylene, neat, thin film: CH3CH3

Page 6: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

carbon-carbontriple bond stretch

Figure 13. Phenylacetylene, neat liquid; thin film: H

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

10

20

30

40

50

60

70

80

90

100

H-C=OImpurity peak,probably O-H

Figure 14. Butanal, neat liquid, thin film: CH3CH2CH2CHO

Page 7: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

C-H stretch of -CHO

Figure 15. Benaldehyde, neat, thin film:

CH

O

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

120

3035 cm-1

Figure 16. Chloroform, thin film: CHCl3

Page 8: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

10

30

50

70

90

0

20

40

60

80

100

Figure 17. Tri-t-butylmethanol, KBr pellet:

C

C

C

OHMe

MeMe

MeMe

Me MeMeMe

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

10

20

30

40

50

60

70

80

90

100

NH2 bend

symmetric andasymmetric NH2

stretches

Figure 18. Butylamine, neat liquid; thin film: CH3CH2CH2CH2NH2

Page 9: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Wavenumber, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

120

symmetric andasymmetric NH2

stretches

Figure 19. Benzamide, KBr pellet:

CNH2

O

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

120

Figure 20. Diethylamine, neat liquid; thin film: CH3CH2NHCH2CH3

Page 10: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Wavnumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

10

20

30

40

50

60

70

80

90

100

Amide I Amide II

Figure 21. N-Methyl acetamide, neat liquid; thin film: CH3CONHCH3

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

Figure 22. Triethylamine, neat liquid; thin film: (CH3CH2)3N

Page 11: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

Figure 23. N,N-Dimethylacetamide, neat liquid; thin film: CH3CON(CH3)2

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100vapor 102 °C

liquid film

Figure 24. The liquid and vapor spectra of n-hexanol.

Page 12: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Wavenumbers, cm-1

1000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

120

Vapor phase spectrum(135 °C)

liquid film

Figure 25. The liquid and vapor spectra of phenol. OH

Wavenumber, cm-1

1000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

120

liquid film

vapor: 134 °C

Figure 26. The liquid and vapor spectra of hexanoic acid.

Page 13: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

Figure 27. Decanoic acid, neat liquid, thin film: CH3(CH2)8CO2H

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

120

symmetric and asymmetric-NO2 stretch

Figure 28. 4-Chloro-2-nitrophenol, KBr pellet:

NO2

OH

Cl

Page 14: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Wavenumber cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

Figure 29. Benzoic acid; KBr disk:

COOH

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

20

30

40

50

60

70

80

90

100

Figure 30. Benzoic acid, KBr; band distortions and broadening caused by poor grinding, compare to Figure 29.

Page 15: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

Top: CHCl3 vs CHCl3Bottom: 5% in CHCl3

Figure 31. trans-2-Phenyl-1-cyanoethene, in CHCl3 solution: Ph-CH=CH-CN

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

Figure 32. Diethyl acetylenedicarboxylate; neat liquid: C2H5OCO-C≡C-CO2CH2CH3

2987 1370 1040 1724 1255 857 1467 1095 748

Page 16: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

Top: CHCl3 vs CHCl3

Bottom: 2.5 % v/v un CHCl3

Figure 33. Methyl acetate in 0.1 mm NaCl cells: CH3CO2CH3

Wavenumber, cm-1

1000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

120

liquid film

vapor: 106 °C

Figure 34. Vapor and liquid spectra of ethyl n-hexanoate: CH3CH2CH2CH2CH2CO2CH2CH3

Page 17: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

Figure 35. 5-Hexene-2-one, neat liquid: CH2=CH2CH2CH2COCH3

Wavenumber, cm-1

50010001500200025003000350040004500

% T

rans

mitt

ance

0

20

40

60

80

100

Figure 36. Propionic anhydride, neat liquid: CH3CH2CO2COCH2CH3

1819 1751

Page 18: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

symmetric and asymmetric O=C-O-C=O stretch

Figure 37. Benzoic anhydride, KBr pellet: C-O-CPh Ph

O O

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

symmetric and asymmetricO=C-O-C=O stretch

Figure 38. 3-Methylpimelic acid anhydride, KBr pellet: OO O

CH3

Page 19: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

Figure 39. 2,5-Dihydrofuran, neat liquid:

O

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

Figure 40. 2,5-Dimethoxy2,5-dihydrofuran, neat liquid:

OOCH3

CH3O

2934 1091 938 1373 1026 906 1196 976 665

2850 1012 798 1345 981 736 1079 892 665

Page 20: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

Figure 41. 2,3-Dihydrofuran, neat liquid:

O

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

Figure 42. Sodium benzoate, KBr pellet:

CO2Na

2963 1186 993 1617 1136 914 1275 1056 709

Page 21: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

Figure 43. 5-Methyl-3-hexene-2-one, tech. grade, 80%; neat, thin film:

CH3

CH3

O

CH3

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

Figure 44. 3-Nonen-2-one, 95%; neat liquid, thin film: CH3 CH=CH(CH2)4CH3

O

2930 1361 982 1677 1253 606 1467 1167 547

Page 22: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

Figure 45. Ethyl vinyl ketone, neat liquid: CH3CH2COCH=CH2

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

Figure 46. 3-Penten-2-one, neat liquid: CH3CH=CHCOCH3

2980 1460 1121 1685 1402 987 1618 1203 960

2974 1444 1181 1675 1361 1127 1620 1254 973

Page 23: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

Figure 47. Benzyl 4-hydroxyphenyl ketone, Nujol mull: O

OH

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

0

20

40

60

80

100

Figure 48. Perfluorohydrocarbon oil; thin film

3368 1338 995 1666 1230 841 1578 1168 728

Page 24: ortho- meta- - University of Missouri–St. Louisorglab/pdffiles/irspec2.pdfFigure 11. ortho-Xylene, neat, thin film: CH 3 CH 3 Wavenumbers, cm-1 4000 3500 3000 2500 2000 1500 1000

Wavenumbers, cm-1

5001000150020002500300035004000

% T

rans

mitt

ance

-20

0

20

40

60

80

100

Figure 49. Quartz; KBr pellet.