(a)
Interpretation:
The
Concept introduction:
The dehydration of alcohol leads to the formation of the alkene. This dehydration can be done by the acid-catalyzed mechanism. In this mechanism, the first step is the abstraction of a proton by the hydroxide group. The second step is the removal of water to give an intermediate “carbocation”. The third step is the generation of an alkene by the removal of
(b)
Interpretation:
The alkene(s) formed by the acid-catalyzed dehydration reaction of
Concept introduction:
The dehydration of alcohol leads to the formation of the alkene. This dehydration can be done acid-catalyzed mechanism. In this mechanism first step is the abstraction of a proton by the hydroxide group. The second step is the removal of water to give an intermediate “carbocation”. The third step is the generation of an alkene by the removal of
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EBK ORGANIC CHEMISTRY
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- Develop syntheses for the following compounds. As starting materials, you may use cyclopentanol, alcohols containing no more than four carbon atoms, and any common reagents and solvents. (a) trans-cyclopentane-1,2-diol (b) 1-chloro-1-ethylcyclopentanearrow_forwardPredict the products of the sulfuric acid-catalyzed dehydration of the following alcohols. When more than one product is expected, label the major and minor products. (a) pentan-2-ol (b) 1-isopropylcyclohexanol (c) 2-methylcyclohexanolarrow_forwardAcid-catalyzed dehydration of 2,2-dimethyl-1-hexanol gave a number of isomeric alkenes including 2-methyl-2-heptene as shown in the following equation.(a) Write a stepwise mechanism for the formation of 2-methyl-2-heptene, using curved arrows to show the flow of electrons. (b) What other alkenes do you think are formed in this reaction?arrow_forward
- 5) Compound A reacted with Mg in ether to give B. Compound B is with Ethyl bromide to give Ethyl cyclohexane. What are the structures of A and B?arrow_forwardWrite the reagent or draw structures of the starting material or organic product(s) in the following reactions. If more than one product is formed, identify the major product where possible. (a) (b) HO OH OH H2SO4 ? Cl₂ ? FeCl3arrow_forwardPredict the major products of dehydration catalyzed by sulfuric acid. (a) cyclopentylmethanol (b) 2-methylcyclopentanolarrow_forward
- 1. (a) Which compound would have the highest boiling point? benzophenone toluene acetophenone benzaldehyde (b) Which of the reagents listed below can convert a primary alcohol to an aldehyde? H2CrO4 DMSO, (COCl)2, Et3N AgNO3 KMnO4-, NaOH (c) Oxidation of alcohols involving the use of DMSO and (COCl)2 is also known as which of the following? Jones Tollens Baeyer-Villiger Swernarrow_forwardThe odor of ripe bananas and many other fruits is due to the presence of esters. For example: Banana oil (isopentyl acetate) (a) Write the name (common or IUPAC) of the ester responsible for the fragrance of the following: pineapple, orange, apple, peach, & lavender (b) Choose one fragrant from (a) and name the alcohol and the carboxylic acid needed to synthesize this ester. (c) Show the detailed mechanism of the Fischer Esterification reaction that will be involved in the synthesis of the fragrant you have chosen in part (a).arrow_forward(A) Which of the following ethers is the least soluble in water? (B) Which produces ethanol and methyl iodide after treatment with dilute HI?arrow_forward
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