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 3, Problem 50P
Interpretation Introduction

Interpretation: The alkene that would be depleted most from the mixture in the reaction with limited amount of chlorine gas at 300 oC needs to be determined.

Concept Introduction:

The value of change in standard enthalpy for a reaction can be calculated as follows:

  ΔHrxno=DHo(bonds broken)DHo(bonds formed)

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which would be expected to convert 1 mole of 4-methyl-1-pentyne into 2-methylpentane? Na, NH3(l) 2 moles H2, Pt 1 mole H2, Pt 2 moles of HCl H2, Lindlar’s catalyst
Free radical halogenation is used to replace one or more hydrogens on an alkane with one or more halogens (either chlorine or bromine). It is a substitution reaction. A student performs a free radical bromination on 3-methyl-pentane (5.88 g) to create the desired product of 3-bromo-3-methyl-pentane. The product mix, which hopefully contains almost all 3-bromo-3-methyl-pentane, is cleaned up by passing it through a gas chromoatograph, which separates out the 3-bromo-3-methyl-pentane from any undesired products made during the reaction (undesired products are created frequently in free radical halogenation). The initial product mix weighed 9.45 g; the purified 3-bromo-3-methyl-pentane weighed 7.21 g. What is the student's percent recovery?
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