1) Arrange the following halides reactivity toward an Sn2 reaction, and explain why each alkyl...

Question:

1) Arrange the following halides reactivity toward an Sn2 reaction, and explain why each alkyl halide has the fastest or slower or slowest reaction rate.

a) 1-Iodo-3-methyl butane

b) 2-Iodo-2-methyl butane

c) 2-Iodo-3-methyl butane

2) Draw the structures of the isomers produced by dehydration of 2-methylcycloheanol. Which one of these would be the most stable isomer according to Zaitsev's rule and GC analyses?

3) A student prepared 8.5ml of cyclohexene from 16.5ml of cyclohexanol by acid catalyzed dehydration. Write a balanced chemical equation for this reaction and calculate the percent yield of cyclohexene. Draw the structures and show all of the steps in the calculations.

  • Molar mass of cyclohexanol = 100.2g
  • Density = .962g/ml
  • Molar mass of cyclohexene = 82.14g
  • Density = .811g/ml

Substitution Reactions:

One of the easiest to imagine reactions is a substitution reaction, where one molecule approaches another, a bond begins to form, and a former substituent on one of the original molecules is ejected. These reactions can happen in two ways. The SN1 reaction type happens when the geometry of the reaction forbids a direct approach by the new substituent. Instead, the original one is dislodged, and the new one occupies its vacated spot shortly after. An SN2 reaction is a concerted mechanism; it's possible when the geometry is less obstructed: the new substituent approaches and the old one leaves simultaneously.

Answer and Explanation: 1

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1) The three options have the same substituents, but different arrangements.

Here:

  • 1-Iodo-3-methyl butane has a leaving group on the primary...

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Substitution Reaction Examples in Organic Chemistry

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Chapter 10 / Lesson 23
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Learn about substitution reactions in organic chemistry. Understand what a substitution reaction is, explore its two types, and see an example of both types.


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