Organic Structure Elucidation- Lecture notes 4, 5, 6 PDF

Title	Organic Structure Elucidation- Lecture notes 4, 5, 6
Author	Anthony Caramagno
Course	Organic Chemistry II
Institution	Drexel University
Pages	9
File Size	227.1 KB
File Type	PDF
Total Downloads	5
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Organic Structure Elucidation- Lecture notes 4, 5, 6...

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9

Massachusetts Institute of Technology Organic Chemistry 5.13 September 27, 2006 Prof. Timothy F. Jamison Notes for Lecture #9 Organic Structure Determination

The structures of the compounds corresponding to the spectra and data on the following pages are (fill in the blanks): 8-A

8-F

8-B

8-G

8-C

8-H

8-D

8-E

8-A

Graphs removed due to copyright restrictions. Please see: http://www.aist.go.jp/RIODB/SDBS/cgi-bin/direct_frame_top.cgi?lang=eng

8-B

Graphs removed due to copyright restrictions. Please see: http://www.aist.go.jp/RIODB/SDBS/cgi-bin/direct_frame_top.cgi?lang=eng

8-C

Graphs removed due to copyright restrictions. Please see: http://www.aist.go.jp/RIODB/SDBS/cgi-bin/direct_frame_top.cgi?lang=eng

8-D

Graphs removed due to copyright restrictions. Please see: http://www.aist.go.jp/RIODB/SDBS/cgi-bin/direct_frame_top.cgi?lang=eng

8-E

Graphs removed due to copyright restrictions. Please see: http://www.aist.go.jp/RIODB/SDBS/cgi-bin/direct_frame_top.cgi?lang=eng

8-F

Graphs removed due to copyright restrictions. Please see: http://www.aist.go.jp/RIODB/SDBS/cgi-bin/direct_frame_top.cgi?lang=eng

2268

IR Spectrum (liquid film) 4000

3000

% of base peak

100 29

80

2000 1600 ν (cm -1)

1200

800

Mass Spectrum

66

60 40 .

M+ = 94 (< 1%)

20

C 5H6N2 40

80

120

160 m/e

200

240

280

13C

NMR Spectrum (20.0 MHz, CDCl 3 Solution)

TMS Solvent

Proton Decoupled

160

200

120

80

0 δ (ppm)

40

1H

NMR Spectrum (100 MHz, CDCl 3 Solution)

TMS

10

9

8

7

6

5

4

3

2

1

0

δ (ppm)

Images by MIT OCW

IR Spectrum (liquid film) 4000

3000

2000 1600 ν (cm -1)

% of base peak

100 80

M+ 93

66

1200

.

800

Mass Spectrum UV Spectrum

60

λmax 262 nm (log10 ε 3.6)

40

Solvent : Methanol

78

20

C 6H7N 40

80

120

160 m/e

200

240

280

13C

NMR Spectrum (50.0 MHz, CDCl 3 Solution)

Solvent

200

160

120

80

40

0

δ (ppm)

1H

NMR Spectrum (200 MHz, CDCl 3 Solution)

8.6

Expansion

8.4

7.4

7.0 ppm

TMS

10

9

8

7

6

5

4

3

2

1

0

δ (ppm)

I

b MIT OCW...