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 4, Problem 58P
Interpretation Introduction
Interpretation: To indicate if the molecule has axial or equatorial chlorine with one or two sp2 carbon.
Concept Introduction:The concept behind axial or equatorial position is mostly applied to the chair conformation of cyclohexane. As the 12 hydrogen are not equivalent structurally, those 6 hydrogens which are found at the periphery of the carbon ring is termed equatorial and the other 6 hydrogens which are oriented above and below the plane are termed as axial.
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Your chemistry professor draws a number of molecules on the board: (1) CH4 ; (2) H2C=CH2 ; (3) H2C=C=CH2 ; and (4) H2C=C=C=CH2. You muse about all the molecules that chemists draw on a two-dimensional board and wonder which ones are actually planar, existing basically as they appear on the board, and which ones are not plane but rather three-dimensional.
Answer ALL of the following questions.
What are the specific orbital overlaps (i.e., sp3-sp3) that are in each of the molecules?
What are the bond angles for each central atom in each molecule?
Which molecules are planar and which are non-planar?
Your chemistry professor draws a number of molecules on the board: (1) CH4 ; (2) H2C=CH2 ; (3) H2C=C=CH2 ; and (4) H2C=C=C=CH2. You muse about all the molecules that chemists draw on a two-dimensional board and wonder which ones are actually planar, existing basically as they appear on the board, and which ones are not plane but rather three-dimensional.
Answer the following questions.
What is the geometry and hybridization of the carbon in CH4?
What is the geometry and hybridization of each central carbon atom in the remaining molecules?
Draw each molecule showing the bonds and identify each bond in all the molecules as s or p.
What are the specific orbital overlaps (i.e., sp3-sp3) that are in each of the molecules?
What are the bond angles for each central atom in each molecule?
Which molecules are planar and which are non-planar?
Draw the shape of the PFs molecule and answer the following questions:
(i)
What is the principal rotation axis of the PFs molecule?
(ii) Does the molecule have other rotation axes? If so, what are the other rotation axes of
the molecule?
(iii) Does the molecule have improper rotation axes? If so, what is the improper rotation
axis of the molecule?
(iv) Does the molecule have ơ, mirror plane(s)? If so, how many?
(v) Does the molecule have ơy mirror plane(s)? If so, how many?
(vi) Does the molecule have ơa mirror plane (s)? If so, how many?
(vii) What is the point group of the PF, molecule?
(viii) What is the order of the point group of the PFs molecule?
(ix) Using symmetry criteria, predict if the PFs molecule is polar or non-polar.
(x) Using symmetry criteria, predict if the PFs molecule is chiral or non-chiral.
Chapter 4 Solutions
Organic Chemistry: Structure and Function
Ch. 4.1 - Prob. 4.1ECh. 4.1 - Prob. 4.3TIYCh. 4.2 - Prob. 4.4ECh. 4.2 - Prob. 4.6TIYCh. 4.3 - Prob. 4.7ECh. 4.4 - Prob. 4.8ECh. 4.4 - Prob. 4.10TIYCh. 4.4 - Prob. 4.11ECh. 4.4 - Prob. 4.12ECh. 4.4 - Prob. 4.14TIY
Ch. 4.6 - Prob. 4.15ECh. 4.7 - Prob. 4.16ECh. 4.7 - Prob. 4.17ECh. 4.7 - Prob. 4.18ECh. 4 - Prob. 21PCh. 4 - Prob. 22PCh. 4 - Prob. 23PCh. 4 - Prob. 24PCh. 4 - Prob. 25PCh. 4 - Prob. 26PCh. 4 - Prob. 27PCh. 4 - Prob. 28PCh. 4 - Prob. 29PCh. 4 - Prob. 30PCh. 4 - Prob. 31PCh. 4 - Prob. 32PCh. 4 - Prob. 33PCh. 4 - Prob. 34PCh. 4 - Prob. 35PCh. 4 - Prob. 36PCh. 4 - Prob. 37PCh. 4 - Prob. 38PCh. 4 - Prob. 39PCh. 4 - Prob. 40PCh. 4 - Prob. 41PCh. 4 - Prob. 42PCh. 4 - Prob. 43PCh. 4 - Prob. 44PCh. 4 - Prob. 45PCh. 4 - Prob. 46PCh. 4 - Prob. 47PCh. 4 - Prob. 48PCh. 4 - Prob. 49PCh. 4 - Prob. 50PCh. 4 - Prob. 51PCh. 4 - Prob. 52PCh. 4 - Prob. 53PCh. 4 - Prob. 54PCh. 4 - Prob. 55PCh. 4 - Prob. 56PCh. 4 - Prob. 57PCh. 4 - Prob. 58PCh. 4 - Prob. 59PCh. 4 - Prob. 60P
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