EBK ORGANIC CHEMISTRY-PRINT COMPANION (
EBK ORGANIC CHEMISTRY-PRINT COMPANION (
4th Edition
ISBN: 9781119776741
Author: Klein
Publisher: WILEY CONS
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Chapter 16, Problem 35PP
Interpretation Introduction

Interpretation:

The major product expected for the given reaction between 1,3-butadiene and HBr at 0C should be drawn with the mechanism of its formation.

Concept introduction:

  • Dienes undergoes addition reactions with HBr as similar to simple alkenes addition with HBr .
  • The allylic carbocation is formed as an intermediate by the addition of proton in the HBr ,
  • The Br (nucleophilic) can attacks in either of the two resonance stabilized carbocation’s in the in the allylic intermediate.
  • There are four carbons for addition of proton in a conjugated diene, but addition of proton at C1 and C4 carbons only form the allylic carbocation. The nucleophile can attack two positions of allylic carbocation. If it is C2 carbon, then the it is called 1,2 addition of HBr and if it is C4 carbon then it is called 1,4-addition of HBr .
  • Symmetrical dienes will produce only two products. Because the intermediates allylic carbocation formed are same.
  • The 1, 2-adduct is kinetic product, because of the proximity of C2 carbon to attack by Br .
  • The 1, 4-adduct is thermodynamic product, because the more substituted double bond is more stable.

To draw the major product and the mechanism of its formations for the given reaction between 1,3-butadiene and HBr at 0C .

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3. Is 2-methyl-2-propanol a primary, secondary, or tertiary alcohol? Write out the structures of 2-methyl-2-propanol and also any oxidation products of 2- methyl-2- propanol. If there is more than one oxidation product, give the structure of each of the products. 4. 2-Propanol is the IUPAC systematic name of this alcohol. It has a common name by which it is much better known (You'll see it in the grocery store or pharmacy). Give that common name 5. Aldehydes can be synthesized by the oxidation of. Please choose from below choices A. Primary alcohols B. Secondary alcohols C. Organic acids D. Inorganic acids 6. Tertiary alcohol Can undergo oxidation. yes or no. ? If yes then answer the product.
Finish the reactions  hand written please
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