Whether below structures are H − bond donor, H − bond acceptor or neither should be determined. Concept introduction: Substances are said to be H − bond donors if these can transfer H + to other substances that require it. Substances that accept H + donated by H − bond donors are termed as H − bond acceptors. Such substances have lone pair of electrons on them that can be donated. For example H 2 O is H − bond acceptor whereas HCl acts as H − bond donor.

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Chapter 4, Problem 17CTQ

Interpretation Introduction

Interpretation: Whether below structures are H−bond donor, H−bond acceptor or neither should be determined.

Concept introduction: Substances are said to be H−bond donors if these can transfer H+ to other substances that require it. Substances that accept H+ donated by H−bond donors are termed as H−bond acceptors. Such substances have lone pair of electrons on them that can be donated. For example H2O is H−bond acceptor whereas HCl acts as H−bond donor.

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2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. **Not all slots must be filled** Peak Chemical Shift (d) 5.7 1 Multiplicity multiplate .......... 5.04 double of doublet 2 4.98 double of doublet 3 4.05 doublet of quartet 4 5 LO 3.80 quartet 1.3 doublet 6 Peak Chemical Shift (d) Multiplicity

Interpreting NMR spectra is a skill that often requires some amount of practice, which, in turn, necessitates access to a collection of NMR spectra. Beyond Labz Organic Synthesis and Organic Qualitative Analysis have spectral libraries containing over 700 1H NMR spectra. In this assignment, you will take advantage of this by first predicting the NMR spectra for two closely related compounds and then checking your predictions by looking up the actual spectra in the spectra library. After completing this assignment, you may wish to select other compounds for additional practice. 1. Write the IUPAC names for the following two structures: Question 2 Question 3 2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. **Not all slots must be filled**

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