Concept explainers
Interpretation: On addition of one mole of
Concept Introduction:
Addition reaction of dienes:
The diene with a four carbon system is
The constitutional isomers have same molecular formula and different connectivity of the substituents in the same structural formula.
Example:
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Chapter 20 Solutions
OWL V2 with MindTap Reader and Student Solutions Manual eBook for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition
- What is the molecular formula of 5-chloro-1-ethylcyclohexene? O C8H12CI none of these O C8H13CI O C₂H₁6CI O C6H₁4 CIarrow_forwardPredict the relative stabilities of alkenes and cycloalkenes based on their structure and stereochemistry.arrow_forwardWhen bromine is added to two beakers, one containing phenyl isopropyl ether and the other containing cyclohexene, the bromine color in both beakers disappears. What observation could you make while performing this test that would allow you to distinguish the alkene from the aryl ether?arrow_forward
- The heat of combustion of cyclononane is 5586 kJ/mol (1335 kcal/mol). Calculate the ring strain per CH2 group and the total ring strain of cyclononane. Which compound has more ring strain, cyclononane or cycloheptane?arrow_forwardGive at least 3 features in the structure of an alkene.arrow_forwardName the cycloalkanes with molecular formula C6H12 that have a 3-membered ring and two substituents.arrow_forward
- Draw 1,2,3,4,5,6-hexamethylcyclohexane with the methyl group (a) in equatorial positions.arrow_forward1,4-Pentadiene (CH2=CH-CH2-CH=CH2) is a liquid at room temperature and has a density of 0.66 g/mL and molar mass of 68.12 g/mol. In a laboratory experiment, 3.80 mL of this compound was treated with 4.80 mL of conc. H2SO4 (100% w/w; molar mass 98.08 g/mol). Note that the density of conc. H2SO4 is 1.84 g/mL. The resulting sulfate ester was then treated with 1.20 mL of water (molar mass 18.02 g/mol) affording, after work- up, 2,4-pentanediol (molar mass 104.15 g/mol) as the crude product. The crude product was then purified by simple distillation, which yielded 2.00 g of pure product. What is the theoretical yield of 2,4-pentanediol expressed in grams? Show calculations. What is the percentage yield of pure 2,4-pentanediol?arrow_forward1,4-Pentadiene (CH2=CH-CH2-CH=CH2) is a liquid at room temperature and has a density of 0.66 g/mL and molar mass of 68.12 g/mol. In a laboratory experiment, 3.80 mL of this compound was treated with 4.80 mL of conc. H2SO4 (100% w/w; molar mass 98.08 g/mol). Note that the density of conc. H2SO4 is 1.84 g/mL. The resulting sulfate ester was then treated with 1.20 mL of water (molar mass 18.02 g/mol) affording, after work- up, 2,4-pentanediol (molar mass 104.15 g/mol) as the crude product. The crude product was then purified by simple distillation, which yielded 2.00 g of pure product. a. Provide a balanced chemical equation to show the reaction between 1,4-pentadiene and sulfuric acid. Do not use molecular formulas in the chemical equation except for sulfuric acid. b. What reactant is the limiting reagent in this chemical equation? Show calculations to support your answer.arrow_forward
- Draw a structural formula for cis-1-bromo-3-chlorocyclohexane.arrow_forwardCompounds A and B are isomers of the molecular formula C9H19Br. Both yield the same alkene C in an elimination reaction. Hydrogenation of C yields the product 2,3,3,4 tetramethyl pentane. What are the structures of A, B, and C?arrow_forward∆H° values obtained for a series of similar reactions are one set of experimental data used to determine the relative stability of alkenes. Explain how the following data suggest that cis-but-2-ene is more stable than but-1-ene (Section 12.3A).arrow_forward
- Organic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage Learning