(a)
Interpretation:
The structure of products formed from dehydration of 3-methylcyclohexanol needs to be determined.
Concept Introduction:
According to Zaitsev's rule, in elimination reaction the
Dehydration reaction is defined as removal of water molecule from a compound. An alcohol reacts with acid to from alkene as a dehydration product.
(b)
Interpretation:
The reason for the formation of both the products in same amount needs to be explained.
Concept Introduction:
According to Zaitsev's rule, in elimination reaction the alkene formed in major amount is the one which is formed due to the removal of hydrogen from the beta carbon atom with a smaller number of hydrogen atoms. Also, the alkene formed as major product is more substituted.
Dehydration reaction is defined as removal of water molecule from a compound. An alcohol reacts with acid to from alkene as a dehydration product.
Want to see the full answer?
Check out a sample textbook solutionChapter 14 Solutions
General, Organic, and Biological Chemistry - 4th edition
- Write structural formulas for all ketones with the molecular formula C6H12O and give each its IUPAC name. Which of these ketones are chiral?arrow_forwardCompare the families of alcohols, phenols, ethers, thiols and alkyl halides in terms of polarity, acidity, reactivity, hydrogen bond formation, relative boiling points.arrow_forwardDraw the structure and name the product formed if the following alcohols are oxidized. Assume that an excess of oxidising agent is used.(i) CH3CH2CH2CH2OH(ii) 2-butanol(iii) 2-methyl-l-propanolarrow_forward
- Draw the structures of the two isomers with the molecular formula C₂H 0 that are carbonyl compounds and label as an aldehyde or a ketone.arrow_forwardWhat is the structure of the alcohol produced when 3-methyl-1-pentene undergoes (a) acid catalyzed hydration (b) oxymercuration/demercuration (c) hydroboration/oxidationarrow_forward8) a) Draw the structures of ethyl acetate, ethanol, 2-propanol and water. b) Based on the structures and polarities of these solvents as well as that of vanillin, provide your reasoning as to whether you expect vanillin to be soluble in each of these solvents or not.arrow_forward
- Draw the structure of the aldehydes with molecular formula C5H10O that contain an unbranched carbon chain.arrow_forwardArrange these compounds in order of increasing boiling point (values in C are 42, 24, 78, and 118). (a) CH3CH2OH (b) CH3OCH3 (c) CH3CH2CH3 (d) CH3COOHarrow_forwardDetermine the major product that is formed when the alkyl halide reacts with a hydroxide ion in an elimination reaction. b) For the major elimination product obtained in 5a), which stereoisomer (cis or trans) is obtained in greater yield? Draw the two isomers and provide the names of the compounds.arrow_forward
- Complete the following syntheses – they may be two- or three-step processes. Include any necessary catalysts or reaction conditions. c) Prepare methyl ethanoate from ethanol and methanolarrow_forwardWhen trans-2-chloro-1-cyclohexanol is treated with a base, cyclohexene oxide is the product. However, when cis-2-chloro-1-cyclohexanol is treated with a base, the product is cyclohexanone A.Write the equation for the reaction between trans-2-chloro-1-cyclohexanol and the base to yield the cyclohexene oxide B.Why doesn’t the cis isomer yield the oxide? C.Write the mechanism for each of the two reactions.arrow_forwardThe acid-catalyzed dehydration of 2,3-dimethyl-3-pentanol yields three alkene products. What are the names of the three alkenes? Which of the three alkenes is the major product?arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningChemistry: Matter and ChangeChemistryISBN:9780078746376Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl WistromPublisher:Glencoe/McGraw-Hill School Pub Co