2d-nmr. cosy, co rrellation s pectroscop y cosy nmr/nmr/chem806/web/homo2_files/frame.htm

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2D-NMR

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Page 1: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

2D-NMR

Page 2: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

COSY, COrrellation

SpectroscopY

Page 3: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

COSY

http://www.chem.queensu.ca/FACILITIES/NMR/nmr/chem806/Web/homo2_files/frame.htm

http://www.chem.queensu.ca/FACILITIES/

Page 4: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

COSY, COrrellationSpectroscopY

Page 5: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

2D-NMR: COSY

C5H10O2

IR: 1730 and 1200 cm-1,

no peaks above 3000 cm-1

Page 6: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

COSY: C5H10O2

Page 7: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

2D-NMR: COSY C6H12O2

IR: 1730 and 1200 cm-1,

no peaks above 3000 cm-1

Page 8: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

2D-NMR: COSY

Page 9: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

1H 2H 3H 3H

2 1

C4H9Cl

2D-NMR: COSY

Page 10: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

CH3

H3C

H3C

OH

H1

H2a

H2e

H2a

H3a

H3e

H3a

H3e

H4a

H2e

Page 11: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

CH3

H3C

H3C

OH

H1

H2a

H2e

H2a

H3a

H3e

H3a

H3e

H4a

H2e

Page 12: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

C14H20O2

(ester)

2D-NMR: COSY

Page 13: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

C14H20O2

2D-NMR: COSY

Page 14: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

2D-NMR: COSY Given the COSY on the next page, assign all protons and calculate coupling constants, J23, J24 and J34? (Because of the heterocyclic ring, H-2 has the highest chemical shift and the

ortho coupling constant J2-3 ~ 4Hz, significantly smaller than a normal ortho coupling constant.

Page 15: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

2D-NMR: COSY

Page 16: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

N2

3

45

6

7

8

H3C

Methylquinoline

2D-NMR: COSYProblem - Identify where the methyl is located on the quinoline Ring and assign all protons. Show correlation lines on the COSYspectrum to support your assignments.

Page 17: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

2D-NMR1H-13C CorrellationSpectroscopy (HETCOR, HMQC, HSQC)

Page 18: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

2D-NMR1H-13C CorrellationSpectroscopy (HETCOR, HMQC, HSQC)

C5H10O

Page 19: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

C4H9I

Page 20: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

C4H9ICOSY

HMQC

Page 21: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

CH3

H3C

H3C

OH

H1

H2a

H2e

H2a

H3a

H3e

H3a

H3e

H4a

H2e

Page 22: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

Unknown: C10H12O

Page 23: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

Unknown: C10H12O

Page 24: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

Unknown: C10H12O

Page 25: 2D-NMR. COSY, CO rrellation S pectroscop Y COSY NMR/nmr/chem806/Web/homo2_files/frame.htm

Unknown: C10H12O

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