Concept explainers
(a)
Interpretation:
The constitutional isomer formed with greatest yield in the given reaction should be given.
Concept introduction:
Dehydration reaction:
Removal of water molecule from the reaction when the alcohol is treated with strong acid like sulfuric acid is known as dehydration reaction, for example
Alcohols are react with acids like hydrochloric acid or hydrobromic to yields the corresponding carbocation intermediates, this carbocation intermediate undergoes elimination reaction to give a corresponding
Carbocation: it is carbon ion that bears a positive charge on it.
Primary carbocation < secondary carbocation < tertiary carbocation
Constitutional Isomers: Two compounds are considered as constitutional isomers if they have same molecular formula but different in their connectivity.
(b)
Interpretation:
The stereoisomer formed with greatest yield in the given reaction should be given.
Concept introduction:
Dehydration reaction:
Removal of water molecule from the reaction when the alcohol is treated with strong acid like sulfuric acid is known as dehydration reaction, for example
Alcohols are react with acids like hydrochloric acid or hydrobromic to yields the corresponding carbocation intermediates, this carbocation intermediate undergoes elimination reaction to give a corresponding alkene as a product.
The stability of carbocation is given below,
Tertiary carbocation is more stable than the secondary and primary.
Cis–trans isomerism (or) geometric isomerism or configurational isomerism:
The
The functional groups are in opposite to each other in the carbon chain is called trans- isomer.
Two similar functional groups are in same side which is called as Z-isomer.
Two similar functional groups are opposite side which is called as E-isomer.
Stereoisomers: same molecular formula and sequence of bonded atoms (constitution), but differ in the three-dimensional orientations of their atoms in space.
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Chapter 9 Solutions
Essential Organic Chemistry, Global Edition
- Draw all stereoisomers formed in each reaction. to [1] CH3LI а. [2] H2O 1m( Culi b. [1] [2] H2O [1] LIAIH4 С. с. [2] H2O [1] mCРBA d. [2] MgBr [3] H2O ..||arrow_forward2. a. b. C. Predict the products of the reactions below. Show stereochemistry, using wedges and dashes, in the products and draw both enantiomers. 1. Hg(OAc)2, H₂O 2. NaBH4 1. BH3 2. H₂O2, NaOH H₂ Pd/Carrow_forwardWhat stereoisomers are obtained from the following reactions? a. 1-butene + H2O + H2SO4 b. cyclohexene + HBr c. cis-3-heptene + Br2 d. trans-3-hexene + Br2arrow_forward
- Draw all stereoisomers formed in the reaction shown. Use wedges and dashes for tetrahedral stereogenic centers, if applicable. NH₂ HOACarrow_forwardOptical active compound 1-chloro-3-methylcyclopentane was reacting withpotassium t-butoxide in t-butanol. Two alkene products were obtained. Themain product was optically active, and the secondary product was notoptically active. What are the two products?arrow_forwardCompare the physical properties of the three stereoisomers of 1,3-dimethylcyclopentane. a.How do the boiling points of A and B compare? What about those of A and C? b. Characterize a solution of each of the following as optically active or optically inactive: pure A; pure B; pure C; an equal mixture of A and B; an equal mixture of A and C. c.A reaction forms a 1:1:1 mixture of A, B, and C. If this mixture is distilled, how many fractions would be obtained? Which fractions would be optically active and which would be optically inactive?arrow_forward
- Draw the cycloalkene that would react with the reagent given to account for the product formed. CH3- OH H2S04 H2O CH3 CH • You do not have to consider 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 ASUSarrow_forward2.) Which is a pair of enantiomers? CH3 H3C CI CH;CH2CH3 CH3 CH3 CH;CH;CH3 H3C CI CH;CH2CH; II II CH,CI CH;CH2CH3 H3C CI CH;CH2CH3 IV V A. I& II and III & IV В. I & II С. II & IV D. IV & Varrow_forwardWhat are the products of the following reaction? a. How many stereoisomers of each product could be obtained?arrow_forward
- 2. Explain the stereochemistry and labelling pattern in this reaction. t-Bu enantiomerically pure 180 H₂SO4 HOAC t-Bu racemicarrow_forwardDraw a tetrahedral representation of the meso form of 3,4-dimethyl-1,5-hexadiene. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Show stereochemistry in a meso compound. C P. aste opy ChemDoodlearrow_forwardDraw all stereoisomers formed in each reaction. Cl2 Br2 Br2 b. с. CHg а.arrow_forward
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