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Concept explainers
(a)
Interpretation: The three-dimensional representations for all the stereoisomers of
Concept introduction: A carbon atom bonded to four different groups is known as a stereogenic centre. Enantiomers are compounds which are non-superimposable mirror images of each other.
(b)
Interpretation: The
Concept introduction: The
(c)
Interpretation: The relationship between the products formed in part (b) is to be stated.
Concept introduction: Diastereomers are type of stereoisomers that differ in configuration at one or more stereocentres. They are non-superimposable or non mirror images of each other.
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Chapter 8 Solutions
Package: Loose Leaf for Organic Chemistry with Biological Topics with Connect Access Card
- 2. Consijder the reactiojn scheme below a. Draw the major product of this reaction. Show clearly (using wedge-and-dash lines) all stereoisomers formed under these reaction conditions. 1. BH3:THF 2. H2O2, NaOH b. What is the stereochemical relationship between the different stereoisomer products you drew in part 2a.?arrow_forward1-Methylcyclohexene forms two products when it reacts with bromine in methanol. a. Draw the mechanism for the formation of the products. b. Describe their stereochemical relationship—that is, are they enantiomers or diastereomers?arrow_forwardDraw the structures of the products obtained from the reaction of each enantiomer of cis-1-chloro-2-isopropylcyclopentane with sodium methoxide in methanol. b. Are all the products optically active? c. How would the products differ if the starting material were the trans isomer? Are these products optically active? d. Will the cis enantiomers or the trans enantiomers form substitution products more rapidly? e. Will the cis enantiomers or the trans enantiomers form elimination products more rapidly?arrow_forward
- a. Draw the structures of the products obtained from the reaction of each enantiomer of cis-1-chloro-2-isopropylcyclopentane with sodium ethoxidein methanol.b. Are all the products optically active?c. How would the products differ if the starting material were the trans isomer? Are these products optically active?d. Will the cis enantiomers or the trans enantiomers form substitution products more rapidly?e. Will the cis enantiomers or the trans enantiomers form elimination products more rapidly?arrow_forwardDraw the reaction and choose the correct characterizationsarrow_forwardDraw the products of the following reactions. If the products can exist as stereoisomers show what stereoisomers are formed. a. cis-2-pentene + Br2/CH2Cl2 b. trans-2-pentene + Br2/CH2Cl2 c. 1- butene + HCl d. methylcyclohexene + HBr e. trans-3-hexene + Br2/CH2Cl2 f. cis-3-hexene + Br2/CH2Cl2 g. 3,3-dimethyl-1-pentene + HBr h. cis-2-butene + HBr i. (Z)-2,3-dichloro-2-butene + H2, Pd/C j. (E)-2,3-dichloro-2-butene + H2, Pd/C k. (Z)-3,4-dimethyl-3-hexene + H2, Pd/C l. (E)-3,4-dimethyl-3-hexene + H2, Pd/Carrow_forward
- Draw the structure of the product of this reaction. H CH2CH3 Br H-.. КОН E2 elimination product H-- Use the wedge/hash bond tools to indicate stereochemistry where it exists. • If there are alternative structures, draw the most stable one. • If no reaction occurs, draw the organic starting material.arrow_forward10. When cyclohexane 5 is treated with a strong base it undergoes an E2 elimination. Answer the following questions about the reaction below. a) Draw the structure of the favored product for the E2 reaction 5 'Br Na b) Draw the two chair conformations for cylcohexane 5. (Make sure to draw out all groups including hydrogens.) c) Put a square around the most stable chair and circle the reactive conformation. d) The elimination of 5 proceeds much faster than the elimination of 6, which produces a different alkene product 7. Explain the difference in rate and the formation of a different alkene product. Explanation NaOCH3 slow Br 7 6arrow_forwardConsider a reaction where cis-but-2-ene is treated with sO followed by NaHSO/H, O. Draw the structure of one product that is formed in the reaction, including correct stereochemistry.arrow_forward
- Draw a structural formula for the product of the reaction shown. CH3 CN + H H CH3 Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Show stereochemistry in a meso compound. • In cases where there is more than one answer, just draw one. ? ChemDoodleⓇarrow_forwardDraw the major product of this reaction. Use a dash or wedge bond to indicate stereochemistry of substituents on asymmetric centers, Ignore inorganic byproducts. Br 1. NaN 3, THF 2. LiAlH4 (excess) 3. H3O+arrow_forwardDraw the structure for an alkene that gives the following reaction product. CH3 HCI CH3CHCH2CHCH3 CI • Ignore alkene stereochemistry. •You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. P. opy aste ChemDoodle"arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
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