Resonance structure has to be drawn for the given compound. Concept Introduction: Resonance is a way of representing a structure which has the same connectivity but the electrons are distributed differently in the structures. In resonance structure drawing, the electrons are considered as clouds. These electron clouds very often spread across a large region of a molecule. Curved arrows are the best way to represent the resonance structures. With the help of curved arrows, the movement of electron can be shown. Every curved arrow comprises of a head and tail. Tail shows the place from where electrons are coming and head shown the place where electrons are going. It is not the electrons migrating as such. We treat the electrons to migrate to draw all resonance structures. For drawing curved arrows, two important commandments has to be always followed. They are, Thou shall not break a single bond. Thou shall not exceed an octet for second-row elements ( C, N, O, F ). Resonance structures should have the same connectivity. Hence, breaking of a single bond is not at all allowed. Second-row elements should never exceed the octet. This is because they have only four orbitals in their valence shell. The sum of bonds and the lone pairs for second row elements should never exceed the number four. Three conversions can be carried out for drawing resonance structure and they are, Convert lone pair of electrons into pi bond obeying both commandments Convert pi bonds into lone pair of electrons obeying both commandments Convert pi bonds into pi bonds obeying both commandments Resonance structure can also be drawn by recognizing patterns. There are five patterns that can be recognized to draw resonance structures. They are, Lone pair present next to pi bond Lone pair present next to C + pi bond present next to C + pi bond present between to atoms, out of which one atom is electronegative pi bonds present all the way around the ring

Question

Want to see the full answer?

Answer 1

Question

Chapter 2.7, Problem 2.53P

Interpretation Introduction

Interpretation:

Resonance structure has to be drawn for the given compound.

Concept Introduction:

Resonance is a way of representing a structure which has the same connectivity but the electrons are distributed differently in the structures. In resonance structure drawing, the electrons are considered as clouds. These electron clouds very often spread across a large region of a molecule. Curved arrows are the best way to represent the resonance structures. With the help of curved arrows, the movement of electron can be shown. Every curved arrow comprises of a head and tail. Tail shows the place from where electrons are coming and head shown the place where electrons are going. It is not the electrons migrating as such. We treat the electrons to migrate to draw all resonance structures. For drawing curved arrows, two important commandments has to be always followed. They are,

Thou shall not break a single bond.

Thou shall not exceed an octet for second-row elements (C, N, O, F).

Resonance structures should have the same connectivity. Hence, breaking of a single bond is not at all allowed.

Second-row elements should never exceed the octet. This is because they have only four orbitals in their valence shell. The sum of bonds and the lone pairs for second row elements should never exceed the number four.

Three conversions can be carried out for drawing resonance structure and they are,

    Convert lone pair of electrons into pi bond obeying both commandments

    Convert pi bonds into lone pair of electrons obeying both commandments

    Convert pi bonds into pi bonds obeying both commandments

Resonance structure can also be drawn by recognizing patterns. There are five patterns that can be recognized to draw resonance structures. They are,

Lone pair present next to pi bond

Lone pair present next to C+

pi bond present next to C+

pi bond present between to atoms, out of which one atom is electronegative

pi bonds present all the way around the ring

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

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**

11:14 ... worksheets.beyondlabz.com 3. To check your predictions, click this link for Interpreting NMR Spectra 1. You will see a list of all the - compounds in the spectra library in alphabetical order by IUPAC name. Hovering over a name in the list will show the structure on the chalkboard. The four buttons on the top of the Spectra tab in the tray are used to select the different spectroscopic techniques for the selected compound. Make sure the NMR button has been selected. 4. Scroll through the list of names to find the names for the two compounds you have been given and click on the name to display the NMR spectrum for each. In the NMR tables below, list the chemical shift, the splitting, and the number of hydrogens associated with each peak for each compound. Compare your answers to your predictions. **Not all slots must be filled** Peak Chemical Shift (d) Multiplicity 1 2 3 4 5