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For each pair of compounds, predict which one has the

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr ISBN: 9780321768414 33

Solution for problem 5P Chapter 6

Organic Chemistry | 8th Edition

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Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr

Organic Chemistry | 8th Edition

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Problem 5P

For each pair of compounds, predict which one has the higher molecular dipole moment, andexplain your reasoning.

(a) ethyl chloride or ethyl iodide

(b) 1-bromopropane or cyclopropane

(c) cis-2,3-dibromobut-2-ene or trans-2,3-dibromobut-2-ene

(d) cis-1,2-dichlorocyclobutane or trans-1,3-dichlorocyclobutane

Step-by-Step Solution:

Answer :

Step 1</p>

(a) ethyl chloride or ethyl iodide

As shown in the figure the iodide has lowest dipole moment of all four kinds of halides present in the periodic table .The C-I bond length is high when compared to C-Cl bond length because the electronegativity of chlorine is high .It makes more significant contribution to the dipole moment .

  Due to presence of more electro negativity to the chlorine atom the dipole moment is high to the ethyl chloride molecule .

Step 2</p>

(b) 1-bromopropane or cyclopropane

1-Bromopropane has a polar C-Br bond and has large dipole moment .

Cyclopropane has no electronegative atom and has Zero dipole moment

Step 3 of 4

Chapter 6, Problem 5P is Solved
Step 4 of 4

Textbook: Organic Chemistry
Edition: 8
Author: L.G. Wade Jr
ISBN: 9780321768414

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