Question

4. Each of the following 7 structures corresponds to one of the 13C NMR spectra below. Re-draw each structure next to the appropriate spectrum and use letter codes to designate the chemically equivalent carbons. Label each peak on the spectrum with the appropriate letter code. ů o gani STRUCTURE: 66 5 ' 4OPPM 30 STRUCTURE: group group 140 120 100 80 PPM 66 4 0 20 STRUCTURE: 100 B0 60 46 PPM NAME: SSID: STRUCTURE: group 605646 30 2016 group STRUCTURE: 14012010080ppm 66'4020 STRUCTURE: 5046 2010 STRUCTURE: group 40353625" 20" 15 16 .5"

Answer 1

Hi there, to accomplish this task we have to refer standard 13C chemical shift table which gives information on how a carbon chemical shift value in ppm is influenced by presence of substituents at various positions. For example given all set of compounds have 1 chlorine atom at different positions such as alicylic, alkene, cycloalkane, and aromatic.

I have also performed a simulation for these compounds on NMR software to ensure my assignments are true to the best of my knowledge.

4. Each of the following 7 structures corresponds to one of the 13C NMR spectra below. Re-draw each structure next to the appropriate spectrum and use letter codes to designate the chemically equivalent carbons. Label each peak on the spectrum with the appropriate letter code. STRUCTURE: B 7060 40 PM 30 20 -_C 1 6 DEF G STRUCTURE: group group A B E D 140 120 100 80 PPM 66 4 0 20 STRUCTURE: 100 B0 60 PPM NAME: SSID: STRUCTURE: Β Α οι group 60 ' 56 ' 46 36 0 1 20 PPM 0 BC at group STRUCTURE: BACI 120100 80PM' 66 ' 40 STRUCTURE: ci B B RC STRUCTURE: group A B 403530 25 20 15 16

Molfile or SMILES Chemical structure with hydrogen exploded 6 (ppm) 53.4 Paste or drop a molfile or SMILES Help Draw a chemical structure to predict O New X X 7 Dax <ên -- = = ~AOOOOOF w HHH HP HHH | Drop or paste a jcamp file 13C NMR spectra BO Calculate spectrum Draw a chemical structure and click on "Calculate spectrum". You may also DRAG / DROP a molfile You will get an interactive NMR spectrum. 200 150 100 50 0 (ppm)

Molfile or SMILES Chemical structure with hydrogen exploded 6 (ppm) 126.6 134.8 Paste or drop a molfile or SMILES Help Draw a chemical structure to predict O NEW x R x @ - - = =AOOOOOOFG 128.9 128.9 129.9 I II I I Drop or paste a jcamp file ! 13C NMR spectra B Calculate spectrum 1 221 11 Draw a chemical structure and click on "Calculate spectrum". You may also DRAG / DROP a molfile You will get an interactive NMR spectrum. 140 120 100 80 cm 40 60 20 (pomi

Molfile or SMILES Chemical structure with hydrogen exploded 6 (ppm) 60.1 Paste or drop a molfile or SMILES Help Draw a chemical structure to predict OD NEW X * Dax <ên = = = ~AOOOOOO FG I II TI I II I X HH I Drop or paste a jcamp file 13C NMR spectra OB Calculate spectrum Draw a chemical structure and click on "Calculate spectrum". You may also DRAG / DROP a molfile You will get an interactive NMR spectrum. 60 50 40 30 o (ppm)

Molfile or SMILES Chemical structure with hydrogen exploded 0 (ppm) Paste or drop a molfile or SMILES 14.0 Help 22.2 Draw a chemical structure to predict O NEW x R Daxê - - = = ADOOOOFG HH HH HH XV LH CI x H x H H H H I Drop or paste a jcamp file 13C NMR spectra OIB Calculate spectrum Draw a chemical structure and click on "Calculate spectrum". You may also DRAG / DROP a molfile You will get an interactive NMR spectrum. 40 30 20 10 0 (ppm)

Molfile or SMILES Chemical structure with hydrogen exploded 6 (ppm) Paste or drop a molfile or SMILES Help 23.8 128.0 150.9 Draw a chemical structure to predict LD NEW X R 2 + 2 + 2 3 i - - = = ~ADOOOOO FG H HHH H Drop or paste a jcamp file | 13C NMR spectra Calculate spectrum 1 11 1 1 LILI Draw a chemical structure and click on "Calculate spectrum". You may also DRAG / DROP a molfile You will get an interactive NMR spectrum. 140 1 120 100 80 0 (ppm) 60 40

Molfile or SMILES Chemical structure with hydrogen exploded 6 (ppm) 31.0 Paste or drop a molfile or SMILES Help Draw a chemical structure to predict NEW R x 0 - - = = AOOOOOOFG 31.0 67.1 O 10.7 CI HH HV LH LH H x x H HH HH I Drop or paste a jcamp file 13C NMR spectra OB Calculate spectrum Draw a chemical structure and click on "Calculate spectrum". You may also DRAG / DROP a molfile You will get an interactive NMR spectrum. 200 150 100 0 (ppm)

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