Organic Chemistry: Structure and Function
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 2.6, Problem 2.25TIY

(a)

Interpretation Introduction

Interpretation: The structure of tetrakis-(isopropyl)methane and corresponding name as per IUPAC rules should be drawn.

Concept introduction: As per IUPAC recommendations longest chain found in a continuous manner in a branched molecule is chosen as parent chain. Names of branches that occur commonly as side chains are listed below:

  Organic Chemistry: Structure and Function, Chapter 2.6, Problem 2.25TIY , additional homework tip  1

(b)

Interpretation Introduction

Interpretation: The structures corresponding to 5-butyl-3-chloro-2,2,3-trimethyldecane should be drawn.

Concept introduction: As per IUPAC recommendations longest chain found in a continuous manner in a branched molecule is chosen as parent chain. Names of branches that occur commonly as side chains are listed below:

  Organic Chemistry: Structure and Function, Chapter 2.6, Problem 2.25TIY , additional homework tip  2

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1. Octane, C8H18, has 18 different constitutional or chain isomers. One of them, isooctane, is used as a standard in determining the octane rating of gasoline a. Draw the structural formulas for at least ten chain isomers of octane. b. Give the IUPAC name of each. C. Which of the isomers that you have drawn has the highest boiling point? Which has the lowest boiling point? Rationalize. 2. Which of the following structural formulas represent identical compounds and which represent constitutional/structural isomers? Identical compounds: Constitutional isomers: a). CH3CH2CHCH3 e). CH2CH2CHCH3 CH3 i). CH3-C-CI ČI CI CI CH3 CH2CI b). CH3-C-CH3 f). CH3CH2CH2CH,CI j). CICH2 CI CH3 g). CICH,CHCH3 CH2CI k). CH3-CH-CH3 CI c). CH,CHCHCH3 CI h). CH3CHCH2CH2CI CH2CH3 1). CH3CHCI d). CI CI
Petrol is a complex mix of light hydrocarbons. Petrol with octane number 95 contains 95% 2,2,4-trimethylpentane. This compound can be obtained by breaking up a large hydrocarbon molecule such as dodecane, C12H26 using a catalyst such as zeolite. a) name the process where a large hydrocarbon molecule is broken into smaller molecules b) write an equation for the breaking up of dodecane into 2,2,4-trimethylpentane if another branched hydrocarbon compound is formed at the same time. c) what is the other hydrocarbon obtained ? d) draw the structural formula of 2,2,4-trimethylpentane.
1. Octane, C8H18, has 18 different constitutional or chain isomers. One of them, isooctane, is used as a standard in determining the octane rating of gasoline a. Draw the structural formulas for at least ten chain isomers of octane. b. Give the IUPAC name of each. C. Which of the isomers that you have drawn has the highest boiling point? Which has the lowest boiling point? Rationalize.
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