7. (5 points) Predict the products of sulfuric acid-catalyzed dehydration of neopentyl alcohol.
Predict the major products of dehydration catalyzed by sulfuric acid. If more than one diastereomer will form, draw BOTH diastereomers. a. hexan-2-ol b. pentan-3-ol c. cyclopentylmethanol
Predict the major products of acid-catalyzed dehydration of the following alcohols a. 2-methylpropan-1-ol
which alcohol will undergo dehydration the fastest in het sulfuric acid? Why? OH
Chemistry 2401 Experiment 7 Acid Catalyzed Dehydration of 3.3-Dimethyl-2-Butanol with Rearrangement Experiment 7 Pre-lab Assignment Dehydration of 3,3-Dimethyl-2-Butanol 1. Draw the structures of all the expected products from the following reactions: a) 3-methyl-3-pentanol + H = b)2-methylcyclohexanol + H - c) 2-methyl-2-butanol + H - d) 2,2-dimethylcyclohexanol + H = This reaction will give a complex mixture of products, since rearrangements can occur. Show the full mechanism for this reaction and how the possible products can form from the carbocation...
Write a detailed mechanism for the sulfuric acid-catalyzed dehydration of 4-methyl-2-pentanol that accounts for the formation of all 5 of the below alkenes. (Hint: More than one carbocation rearrangement may be necessary to account for the formation of all of the products.) 4-methyl-1-pentene Z and E-4-methyl-2-pentene 2-methyl-1-pentene 2-methyl-2-pentene Unassigned
Predict the major product of the acid-catalyzed dehydration of 2,2-dimethyl-1-hexanol. Then propose a mechanism with curved arrows of this reaction. 20) Predict the major product of the acid-catalyzed dehydration of 2.2-dimethyl-1-hexanol. Then propose a mechanism with curved arrows of this reaction. H2SO4 LOH heat
7. What alcohol(s) must be used to form each of the following ethers or alkenes on acid-catalyzed dehydration? Indicate the temperature (high or low) that should be used to maximize the yield of the desired product. Finally write the reaction. a. 1-butene b. cyclopentene c. 3-methyl-2-pentene
D9. The acid-catalyzed dehydration of the alcohol shown below gives a major product which results from a carbocation rearrangement. Give an explanation and list all possible products. Then identify the major product. H3C CH3 OH H2SO4 heat Ca... "X". J
Acid-catalyzed dehydration of secondary and tertiary alcohols proceeds through an E1 mechanism. The first step is the protonation of the alcohol oxygen to form an oxonium ion. Dehydration of 3-methyl-2-butanol forms one major and two minor organic products. Draw the structures, including hydrogen atoms, of the three organic products of this reaction.
What is the product produced in the following reaction? In the following acid catalyzed dehydration reaction, what is the alcohol that is most likely to give an alkene with a rearranged carbon skeleton? (Hint: a hydride shift does not rearrange the carbon skeleton) Arrange the given alcohols in order of reactivity in an acid-catalyzed dehydration reaction.