Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 3, Problem 4CTQ

Consider any one of the four identical hybrid orbitals in the 109.5° set.
a. What fraction of the clay in this hybrid orbital was originally red (carne from the 2s orbital)?
b. What fraction of the clay in this hybrid orbital was originally green (carne from a 2porbital)?
c. Explain the name “ s ( 1 / 4 ) p ( 3 / 4 ) hybrid orbital” for each of the four orbitals.
d. In fact, each of the four hybrid orbitals in the 109.5° set is called an s p 3 -hybrid orbital.Explain the name “ s p 3 -hybrid orbital.”

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a) Consider a molecule of acetone cyanohydrin, shown below. What is the hybridization and molecular geometry at CA, CB, and O?  (b) For Carbon B (CB) and nitrogen (N), draw orbital energy diagrams showing the orbitals involved in bonding after hybridization. Be sure to fill the orbitals appropriately with valence electrons. c) In your diagrams in part (b), which orbitals are involved in sigma and pi bonding?            Orbitals Involved in Sigma Bonding                                       Orbitals Involved in Pi Bonding  2p sp sp2 sp3 2p sp sp2 sp3 (d) In a sample containing many molecules of acetone cyanohydrin (and no other substances), what type(s) of intermolecular forces could be present? Choose all that apply. Covalent Bonds            Hydrogen Bonds              Dipole-Dipole Forces              London Dispersion Forces
1. Calculate the percentage s and p characters in sp, sp^2 and sp^3 hybrid orbitals. 2. Draw the molecular orbital diagram of propene, CH3-CH=CH2. 3. Draw an orbital diagram of an allene, H2C=C=CH2. What hybridization must the central carbon atom have in order to form two double bonds? 4. Describe the shape of sp^3 hybrid orbitals. 5. Dicuss, with illustrations, the two main steps in the hybridization of a carbon atom. 6.a. Arrange the following organic molecules in order of increasing acidity, starting with the least acidic. CH3CH3, HC(=_)CH and CH2=CH2 b. How many hybrid orbitals are formed when one 2s atomic orbital mixes with two 2p atomic orbitals? What shape do they form? c. Describe in detail, the shape of p atomic orbitals. d. Giving an example, explain what is meant by the excited-state electronic configuration of an atom of an element. e. Using clear illustrations, discuss the main differences between E1 and E2 mechanisms in organic reactions.
Which one of the following statements is FALSE? A) An sp orbital is made from combining an s and one p orbital B) Pi bonds are formed from the overlap of hybrid orbitals C) Atoms which have sp³d hybridization must be in the third period of the Periodic table or below D) The combination of an s and three p orbitals results in the formation of four sp³ orbitals with angles of 109.5º E) The type of hybrid orbitals on an atom are determined by the number of electron domains needed to form the molecule
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