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Attached is the 13C-NMR Spectrum of 1,2,3,4-tetraphenylnapthalene (CDCl3) Can you provide  (chemical shift (experimental), chemical shift (literature), assignment)  Chemical shift δ(ppm) Experimental  Chemical shift δ(ppm) Literature Assignmen

Attached is the 13C-NMR Spectrum of 1,2,3,4-tetraphenylnapthalene (CDCl3) Can you provide  (chemical shift (experimental), chemical shift (literature), assignment)  Chemical shift δ(ppm) Experimental  Chemical shift δ(ppm) Literature Assignmen

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Attached is the 13C-NMR Spectrum of 1,2,3,4-tetraphenylnapthalene (CDCl3)

Can you provide  (chemical shift (experimental),
chemical shift (literature), assignment) 

Chemical shift δ(ppm)

Experimental 

Chemical shift δ(ppm) Literature

Assignment
     
 

 

  
     
     
13C-NMR Spectrum • In solution: Thirteen signals because 1. 2. 3, 4-Tetraphenyinaphthalene we assume a free rotation about the o-bonds (marked in red) resulting in a high (apparent) degree of symmetry. Overlap of two tall signals Ipso: five small signals (no H-atom) Ortho/meta: four large signals (2 each) Para/naphthalene: four medium signals (1 each) • In solid: At least seventeen signals because of the hindered (slow) rotation about the o-bonds leads to lower 140 135 130 degree of symmetry in the phenyl rings (six signals instead of four signals as expected for mono-substituted phenyl ring because of the hindered rotation). Teteaphanylnapshaniene T|||||| |21 Sasotution Enhanced wwwwmww 10 ils 140 132
Transcribed Image Text:13C-NMR Spectrum • In solution: Thirteen signals because 1. 2. 3, 4-Tetraphenyinaphthalene we assume a free rotation about the o-bonds (marked in red) resulting in a high (apparent) degree of symmetry. Overlap of two tall signals Ipso: five small signals (no H-atom) Ortho/meta: four large signals (2 each) Para/naphthalene: four medium signals (1 each) • In solid: At least seventeen signals because of the hindered (slow) rotation about the o-bonds leads to lower 140 135 130 degree of symmetry in the phenyl rings (six signals instead of four signals as expected for mono-substituted phenyl ring because of the hindered rotation). Teteaphanylnapshaniene T|||||| |21 Sasotution Enhanced wwwwmww 10 ils 140 132
13C-NMR Spectrum (CDC13) 1, 2, 3, 4-Tciraphenylnaphthalene overlap of two tall signals 125 1 140 135 130 40.571 -129.628 -138.922 -138.453 F132.070 131.346 ----127.E75 /127.33: ~-126 518 -126 470 125.927 :25.380
Transcribed Image Text:13C-NMR Spectrum (CDC13) 1, 2, 3, 4-Tciraphenylnaphthalene overlap of two tall signals 125 1 140 135 130 40.571 -129.628 -138.922 -138.453 F132.070 131.346 ----127.E75 /127.33: ~-126 518 -126 470 125.927 :25.380
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