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Give the spectroscopic analysis and the structure of the product using the following

Give the spectroscopic analysis and the structure of the product using the following

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
ChapterL3: Carbon (13c) Nmr Spectroscopy
Section: Chapter Questions
Problem 6CTQ
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Give the spectroscopic analysis and the structure of the product using the following










H NMR CHARACTERISTIC CHEMICAL SHIFTS / ppm Characteristic IR Stretching Frequencies R= methyl methylene methyne -CH other -CH, -CH The Five Zones 0.9 1.4 1,5 sp'C-OH 1-5 Stretching Frequency Zone 1:4000 - 3200 cm-1 Bond Intensity and Shape spC-NH 1-3 1.6 2.3 2.6 25 Alcohol O-H 3650- 3200 CECH 3500 - 3200 3340 - 3250 usually strong and broad r medium, broad strong and sharp Amine or Amide N-H Alkyne aC-H 2.1 2.4 2.5 4.5-6.5 Zone 2: 3200 - 2700 cm-1 R-N H 65-8 2.2 2.5 2.9 Aryl or vinyl sp C-H Alkyl sp' C-H Aldehyde C-H Carboxylic acid O-H 3100 - 3000 2900- 2850 variable vàriable 2.3 2.7 3.0 medium, 2 peaks strong, very broad 9-10 2850, 2750 R 3100- 2500 R-Br 2.7 3.3 4.1 Zone 3: 2400-2100 cm 9-12 R-CI 3.1 3.4 4.1 variable and sharp variable and sharp Alkyne CC 2260 - 2000 R OH Nitrile CHN 2300 - 2220 R-0- 3.3 3.4 3.7 Zone 4: 1850-1650 cm 1740- 1705 Ketone C-0 strong 1740-1710 1750- 1735 strong strong Aldehyde CO 13C NMR CHARACTERISTIC CHEMICAL SHIFTS / ppm Ester C-O Carboxylic acid C-O 1725-1700 1690- 1650 strong strong cmet e-a.C- c-a.c- Amide CO Zone 5: 1650- 1500 cm -c-0- alkan varlable 1680 - 1620 1650 - 1600 Alkene C-C Benzene ring CC variable L L LLL 130 a-unsat. shifuad ca. 30 cm to lower wavenumber - TMS TMS CS Scanned with CamScanner AICI, anisole QE-300 240 220 200 180 160 140 100 12 11 10
Transcribed Image Text:H NMR CHARACTERISTIC CHEMICAL SHIFTS / ppm Characteristic IR Stretching Frequencies R= methyl methylene methyne -CH other -CH, -CH The Five Zones 0.9 1.4 1,5 sp'C-OH 1-5 Stretching Frequency Zone 1:4000 - 3200 cm-1 Bond Intensity and Shape spC-NH 1-3 1.6 2.3 2.6 25 Alcohol O-H 3650- 3200 CECH 3500 - 3200 3340 - 3250 usually strong and broad r medium, broad strong and sharp Amine or Amide N-H Alkyne aC-H 2.1 2.4 2.5 4.5-6.5 Zone 2: 3200 - 2700 cm-1 R-N H 65-8 2.2 2.5 2.9 Aryl or vinyl sp C-H Alkyl sp' C-H Aldehyde C-H Carboxylic acid O-H 3100 - 3000 2900- 2850 variable vàriable 2.3 2.7 3.0 medium, 2 peaks strong, very broad 9-10 2850, 2750 R 3100- 2500 R-Br 2.7 3.3 4.1 Zone 3: 2400-2100 cm 9-12 R-CI 3.1 3.4 4.1 variable and sharp variable and sharp Alkyne CC 2260 - 2000 R OH Nitrile CHN 2300 - 2220 R-0- 3.3 3.4 3.7 Zone 4: 1850-1650 cm 1740- 1705 Ketone C-0 strong 1740-1710 1750- 1735 strong strong Aldehyde CO 13C NMR CHARACTERISTIC CHEMICAL SHIFTS / ppm Ester C-O Carboxylic acid C-O 1725-1700 1690- 1650 strong strong cmet e-a.C- c-a.c- Amide CO Zone 5: 1650- 1500 cm -c-0- alkan varlable 1680 - 1620 1650 - 1600 Alkene C-C Benzene ring CC variable L L LLL 130 a-unsat. shifuad ca. 30 cm to lower wavenumber - TMS TMS CS Scanned with CamScanner AICI, anisole QE-300 240 220 200 180 160 140 100 12 11 10
a. IR Frequency (cm-1) Bond Assignment b. NMR Chemical Shift(J) Multiplicity Assignment Structure of Product CS Scanned with CamScanner
Transcribed Image Text:a. IR Frequency (cm-1) Bond Assignment b. NMR Chemical Shift(J) Multiplicity Assignment Structure of Product CS Scanned with CamScanner
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