Organic Chemistry: Structure and Function
Organic Chemistry: Structure and Function
8th Edition
ISBN: 9781319079451
Author: K. Peter C. Vollhardt, Neil E. Schore
Publisher: W. H. Freeman
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Chapter 1, Problem 44P
Interpretation Introduction

Interpretation:The indicated condensed formulasand Kekule structures should be drawn as bond-line formulas.

  Organic Chemistry: Structure and Function, Chapter 1, Problem 44P , additional homework tip  1

  Organic Chemistry: Structure and Function, Chapter 1, Problem 44P , additional homework tip  2

Concept introduction: There are three ways of representation of molecular structures. The hashed and wedged formulas have three types of bonds. The bond above the plane is represented by bold hash while bonds behind the plane are represented by wedge. The bonds in plane are represented by normal bonds.

Bond-line formula depicts the zig-zag framework of carbon chain with attached substituents. The terminal position represents a methyl -CH3- while the non-terminal is for methylene -CH2- group. For instance, the propane is written in this notation as follows:

  Organic Chemistry: Structure and Function, Chapter 1, Problem 44P , additional homework tip  3

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Part VII. Below are the 'HNMR, 13 C-NMR, COSY 2D- NMR, and HSQC 2D-NMR (similar with HETCOR but axes are reversed) spectra of an organic compound with molecular formula C6H1003 - Assign chemical shift values to the H and c atoms of the compound. Find the structure. Show complete solutions. Predicted 1H NMR Spectrum 4.7 4.6 4.5 4.4 4.3 4.2 4.1 4.0 3.9 3.8 3.7 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 2.6 2.5 2.4 2.3 2.2 2.1 2.0 1.9 1.8 1.7 1.6 1.5 1.4 1.3 1.2 1.1 f1 (ppm) Predicted 13C NMR Spectrum 100 f1 (ppm) 30 220 210 200 190 180 170 160 150 140 130 120 110 90 80 70 -26 60 50 40 46 30 20 115 10 1.0 0.9 0.8 0 -10
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