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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ORGANIC CHEMISTRY
- a. Draw clear structures of all the possible distinct 2,3-dibromobutane isomers that can be formed. b. identifying the absolute stereochemistry of each stereocenters. c. Indicate the relationships between each of the structures you have drawn (enantiomers, diastereomers, etc.). d. Choose the (2R,3R)-dibromobutane and draw the most stable and the least stable Newman projection looking at C2-C3 sigma bond.arrow_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_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
- 2. In aqueous solution d-glucose (or dextrose) exists in equilibrium between a linear and cyclic form shown below. A. Mark all the stereocenters in the linear form of the molecule. Number them 1,2,3, etc. B. Draw out the reaction that converts the linear form to the 6-membered ring using the arrow formalism. C. Identify the stereocenters in the 6-member ring that correspond to the stereocenters in the linear form marking them as 1,2,3, etc. The reaction also created a new stereocenter. Mark it as H -OH HO--H H--OH нон Ho но HO HO H он H-OH H но.arrow_forwardDraw 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_forwardDraw 1,2,3,4,5,6-hexachlorocyclohexane with a. all the chloro groups in axial positions. b. all the chloro groups in equatorial positions.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 product(s) of the following reactions. CH3CH₂CH₂-CEC-CH₂CH₂CH3 • You do not have to consider stereochemistry. Separate multiple products using the + sign from the drop-down menu. • You do not have to explicitly draw H atoms. • If no reaction occurs, draw the organic starting material. ? 1. BH3/THF 2. H₂O₂ / aqueous NaOH ChemDoodleⓇ #[ ] در [F Previousarrow_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_forward
- 1. Nomenclature. Note: You don't have to assign absolute stereochemistry, but you should include relative stereochemistry where necessary. Provide an IUPAC name for each structure a. CH3 H3C b. H3C. CH3 OH с. CI In the space below, draw the following molecule 2-chloro-5-methyl-4-hexen-1-olarrow_forwardWhat are the products of the following reaction? a. How many stereoisomers of each product could be obtained?arrow_forwardDraw the product(s) of (S)-2-bromobutane with the reagents listed. Clearly show stereochemistry by drawing a wedge and dashed bond on each chiral carbon. If a racemic mixture is produced, draw both enantiomers. Scroll down to see both reactions. a. Draw the major organic product(s) of (S)-2-bromobutane with HCO₂ H. G Select Draw Rings More Erase Q2 Qarrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning