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Interpretation:
It is to be explained how different products are formed when
Concept introduction:
The
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Chapter 10 Solutions
Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second)
- Compound A and compound B are different alcohols with the same molecular formula of C4H10O. When reacted with chromic acid (H2CrO4), compound A and compound B produce compound C and compound D, respectively. Compound C has a molecular formula of C4H8O2. Compound E is obtained when compound A reacts with pyridinium chlorochromate (PCC) in a solvent such as dichloromethane (CH2Cl2). Draw the structure of compound A, B, C, D and E.arrow_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 –arrow_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. Why doesn’t the cis isomer yield the oxide?arrow_forward
- Following is the structural formula of the tranquilizer meparfynol (Oblivon). Oblivon HO Propose a synthesis for this compound starting with acetylene and a ketone. (Notice the -yn- and -ol in the chemical name of this compound, indicating that it contains al- kyne and hydroxyl functional groups.)arrow_forwardWrite the structure of the following compounds 5-methyloctane-2,6-diol 2-methylpropane-1,2,3-triol 4-methylhexa-1-en-2,5-diol (2-methyl)hexyl phenyl ether decane-2,4,6,8-tetraol butylpropyl sulfide Dicyclopentyl ether Cyclobutylphenyl ether 2-chlorophenol Cyclopentyl epoxidearrow_forwardA postgraduate student wanted to synthesized two carbonyl compounds known as compounds M and N using oxidation of alcohol. However, these carbonyl compounds should have more than 6 carbon atoms. Draw two (2) possible structural formulae for compounds M and N. How would you distinguish between compounds M and N?arrow_forward
- We have studied Fischer esterification, in which a carboxylic acid is reacted with an alcohol in the presence of an acid catalyst to form an ester. Suppose that you start instead with a dicarboxylic acid such as terephthalic acid and a diol such as ethylene glycol. Show how Fischer esterification in this case can lead to a macromolecule with a molecular weight several thousand times that of the starting materials. HO, OH poly(ethylene terephthalate) (РET) НО HO, 1,4-Benzenedicarboxylic acid (Terephthalic acid) 1,2-Ethanediol (Ethylene glycol) the material produced in this reaction is a high- molecular-weight polymer, which can be fabricated into Mylar films and into the textile fiber known as Dacron polyester.arrow_forwardDiazomethane, CH2N2, is used in the organic chemistry laboratory despite its danger because it produces very high yields and is selective for reaction with carboxylic acids. Write the products of the following reactions.arrow_forwardIsoamyl acetate is the common name of the substance most responsible for the characteristic odor of bananas. Write a structural formula for isoamyl acetate, given the information that it is an ester in which the carbonyl group bears a methyl substituent and there is a 3-methylbutyl group attached to one of the oxygens.arrow_forward
- Write structural formulas for all ketones with the molecular formula C6H12O and give each its IUPAC name. Which of these ketones are chiral?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_forwardThe reaction of Hbr with 2-methylpropene produces 2-bromo-2-methylpropane. What is the structure of the carbocation formed during the reaction?arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
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