EBK FOUNDATIONS OF COLLEGE CHEMISTRY
EBK FOUNDATIONS OF COLLEGE CHEMISTRY
15th Edition
ISBN: 9781118930144
Author: Willard
Publisher: JOHN WILEY+SONS INC.
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Chapter 19, Problem 16PE

(a)

Interpretation Introduction

Interpretation:

Structures of 2-dimethylbutane and 2,2-dimethylbutane has to be drawn and incorrect the name has to be indicated.

Concept introduction:

IUPAC Nomenclature:

IUAC gives rules for the naming of chemical compounds. These rules are,

For saturated hydrocarbons, longest chain is the parent chain of the compound and remaining groups and atoms are consider as substituent.

In the nomenclature, Find the parent chin first then number the carbon atoms in the parent chain followed by designate the substituent in its position in parent chain.

If more than one same substituent were occurs, add a prefix (di-, tri-, tetra-, ect..) in front of parent chain name.

Finally the systematic name was written as, the substituent position number with prefix (di-, tri-, tetra-, ect..) of number of substituents followed by name of the substituent then write the parent chain name (which contains large number of carbon atoms in the chain).

The parent chain names based on the carbon atoms are,

CH3-CH2EthaneCH3-CH2-CH2-PropaneCH3-CH2-CH2-CH2-ButaneCH3-CH2-CH2-CH2-CH2-Pentane

The substituent names based on the carbon atoms are,

CH3-methylCH3-CH2ethylCH3-CH2-CH2-propyl

(b)

Interpretation Introduction

Interpretation:

Structures of 2,4-dimethylhexane and 2-ethyl-4-methyl-pentane have to be drawn and incorrect the name has to be indicated.

Concept introduction:

Refer part (a).

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1,4-Dimethyl-1,3-cyclohexadiene can undergo 1,2- or 1,4-addition with hydrogen halides. (a) 1,2-Addition i. Draw the carbocation intermediate(s) formed during the 1,2-addition of hydrobromic acid to 1,4-dimethyl-1,3-cyclohexadiene. ii. What is the major 1,2-addition product formed during the reaction in (i)? (b) 1,4-Addition i. Draw the carbocation intermediate(s) formed during the 1,4-addition of hydrobromic acid to 1,4-dimethyl-1,3-cyclohexadiene. ii. What is the major 1,4-addition product formed from the reaction in (i)? (c) What is the kinetic product from the reaction of one mole of hydrobromic acid with 1,4-dimethyl-1,3-cyclohexadiene? Explain your reasoning. (d) What is the thermodynamic product from the reaction of one mole of hydrobro-mic acid with 1,4-dimethyl-1,3-cyclohexadiene? Explain your reasoning. (e) What major product will result when 1,4-dimethyl-1,3-cyclohexadiene is treated with one mole of hydrobromic acid at - 78 deg * C ? Explain your reasoning.
Give the product of the bimolecular elimination from each of the isomeric halogenated compounds. Reaction A Reaction B. КОВ CH₂ HotBu +B+ ко HOIBU +Br+ Templates More QQQ Select Cv Templates More Cras QQQ One of these compounds undergoes elimination 50x faster than the other. Which one and why? Reaction A because the conformation needed for elimination places the phenyl groups and to each other Reaction A because the conformation needed for elimination places the phenyl groups gauche to each other. ◇ Reaction B because the conformation needed for elimination places the phenyl groups gach to each other. Reaction B because the conformation needed for elimination places the phenyl groups anti to each other.
Five isomeric alkenes. A through each undergo catalytic hydrogenation to give 2-methylpentane The IR spectra of these five alkenes have the key absorptions (in cm Compound Compound A –912. (§), 994 (5), 1643 (%), 3077 (1) Compound B 833 (3), 1667 (W), 3050 (weak shoulder on C-Habsorption) Compound C Compound D) –714 (5), 1665 (w), 3010 (m) 885 (3), 1650 (m), 3086 (m) 967 (5), no aharption 1600 to 1700, 3040 (m) Compound K Match each compound to the data presented. Compound A Compound B Compound C Compound D Compound

Chapter 19 Solutions

EBK FOUNDATIONS OF COLLEGE CHEMISTRY

Ch. 19.10 - Prob. 19.11PCh. 19.11 - Prob. 19.12PCh. 19.12 - Prob. 19.13PCh. 19 - Prob. 1RQCh. 19 - Prob. 2RQCh. 19 - Prob. 3RQCh. 19 - Prob. 4RQCh. 19 - Prob. 5RQCh. 19 - Prob. 6RQCh. 19 - Prob. 7RQCh. 19 - Prob. 8RQCh. 19 - Prob. 9RQCh. 19 - Prob. 10RQCh. 19 - Prob. 11RQCh. 19 - Prob. 12RQCh. 19 - Prob. 13RQCh. 19 - Prob. 14RQCh. 19 - Prob. 15RQCh. 19 - Prob. 16RQCh. 19 - Prob. 17RQCh. 19 - Prob. 18RQCh. 19 - Prob. 19RQCh. 19 - Prob. 20RQCh. 19 - Prob. 21RQCh. 19 - Prob. 23RQCh. 19 - Prob. 24RQCh. 19 - Prob. 25RQCh. 19 - Prob. 26RQCh. 19 - Prob. 27RQCh. 19 - Prob. 28RQCh. 19 - Prob. 29RQCh. 19 - Prob. 30RQCh. 19 - Prob. 31RQCh. 19 - Prob. 32RQCh. 19 - Prob. 33RQCh. 19 - Prob. 34RQCh. 19 - Prob. 35RQCh. 19 - Prob. 36RQCh. 19 - Prob. 37RQCh. 19 - Prob. 1PECh. 19 - Prob. 2PECh. 19 - Prob. 3PECh. 19 - Prob. 4PECh. 19 - Prob. 5PECh. 19 - Prob. 6PECh. 19 - Prob. 7PECh. 19 - Prob. 8PECh. 19 - Prob. 9PECh. 19 - Prob. 10PECh. 19 - Prob. 11PECh. 19 - Prob. 12PECh. 19 - Prob. 13PECh. 19 - Prob. 14PECh. 19 - Prob. 15PECh. 19 - Prob. 16PECh. 19 - Prob. 17PECh. 19 - Prob. 18PECh. 19 - Prob. 19PECh. 19 - Prob. 20PECh. 19 - Prob. 21PECh. 19 - Prob. 22PECh. 19 - Prob. 23PECh. 19 - Prob. 24PECh. 19 - Prob. 25PECh. 19 - Prob. 26PECh. 19 - Prob. 27PECh. 19 - Prob. 28PECh. 19 - Prob. 29PECh. 19 - Prob. 30PECh. 19 - Prob. 31PECh. 19 - Prob. 32PECh. 19 - Prob. 33PECh. 19 - Prob. 34PECh. 19 - Prob. 35PECh. 19 - Prob. 36PECh. 19 - Prob. 37PECh. 19 - Prob. 38PECh. 19 - Prob. 39PECh. 19 - Prob. 40PECh. 19 - Prob. 41PECh. 19 - Prob. 42PECh. 19 - Prob. 43PECh. 19 - Prob. 44PECh. 19 - Prob. 45PECh. 19 - Prob. 46PECh. 19 - Prob. 47PECh. 19 - Prob. 48PECh. 19 - Prob. 49PECh. 19 - Prob. 50PECh. 19 - Prob. 51PECh. 19 - Prob. 52PECh. 19 - Prob. 53PECh. 19 - Prob. 54PECh. 19 - Prob. 55PECh. 19 - Prob. 56PECh. 19 - Prob. 57PECh. 19 - Prob. 58PECh. 19 - Prob. 59PECh. 19 - Prob. 60PECh. 19 - Prob. 61PECh. 19 - Prob. 62PECh. 19 - Prob. 63PECh. 19 - Prob. 64PECh. 19 - Prob. 65AECh. 19 - Prob. 66AECh. 19 - Prob. 67AECh. 19 - Prob. 68AECh. 19 - Prob. 69AECh. 19 - Prob. 70AECh. 19 - Prob. 71AECh. 19 - Prob. 72AECh. 19 - Prob. 73AECh. 19 - Prob. 74AECh. 19 - Prob. 75AECh. 19 - Prob. 76AECh. 19 - Prob. 77AECh. 19 - Prob. 78AECh. 19 - Prob. 79AECh. 19 - Prob. 80AECh. 19 - Prob. 81AECh. 19 - Prob. 82AECh. 19 - Prob. 83AECh. 19 - Prob. 84AECh. 19 - Prob. 85AECh. 19 - Prob. 86AECh. 19 - Prob. 87AECh. 19 - Prob. 89AECh. 19 - Prob. 90AE
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