Concept explainers
(a)
Interpretation:
All the substitution products must be drawn, and their relationship must be identified.
Concept Introduction :
Tertiary alkyl bromide follows the SN1 pathway in which racemization can take place.
(b)
Interpretation:
It is to specify which substitution product will be favored.
Concept Introduction :
In SN1 reaction racemization takes place via attack of a nucleophile to the carbocation from both sides.
(c)
Interpretation:
All the elimination products must be drawn, and stereoisomers must be identified.
Concept Introduction :
Sterically crowded
(d)
Interpretation:
From each pair of stereoisomers, the favored alkene must be chosen.
Concept Introduction:
Trans
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EBK ORGANIC CHEMISTRY-PRINT COMPANION (
- cis-4-Bromocyclohexanol and trans-4-bromocyclohexanol form the same elimination product but a different substitution product when they react with HO-. a. Why do they form the same elimination product? b. Explain, by showing the mechanisms, why different substitution products are obtained. c. How many stereoisomers does each of the elimination and substitution reactions form?arrow_forwardThe product of this reaction CH3 Pt/C H2 CH3 Select one: а. Is a racemic mixture of the cis isomer b. Is a single stereoisomer resulting from anti addition С. Is a racemic mixture of the trans isomer O d. Is achiralarrow_forwardAddition of HCl to alkene X forms two alkyl halides Y and Z.a.Label Y and Z as a 1,2-addition product or a 1,4-addition product. b. Label Y and Z as the kinetic or thermodynamic product and explain why. c.Explain why addition of HCl occurs at the indicated C=C (called an exocyclic double bond), rather than the other C=C (called an endocyclic double bond).arrow_forward
- 4. Draw the products for the following reaction. Answer the questions regarding the reaction. H₂O₂ NaOH A. Which product do you think will be the favored product? Draw it here. B. What do you think will happen if I change the tert-butyl group to a methyl group? a. The ratio of stereoisomers will not change c. The ratio of stereoisomers will go down b. The ratio of stereoisomers will go up d. The ratio of stereoisomers will be equal C. What do you think will happen if move the tert-butyl down to carbon 6? a. The ratio of stereoisomers will not change c. The ratio of stereoisomers will go down b. The ratio of stereoisomers will go up d. The ratio of stereoisomers will be equalarrow_forwarda. Draw the major product of the following reaction. 1) BH3 2) NaOH, H₂O2 b. The reaction follows A. Markovnikov B. anti-Markovnikov rule.arrow_forward3. The first reaction is not stereoselective. Draw only the R isomer (A) and then reduce the carbonyl with Red Al (B). Draw the structure of A and B. OTMS H TiCl4 Mukaiyama Rxn 1. RedAl 2. Acid workup A Barrow_forward
- Draw the products of each reaction, including stereochemistry. Br2 a. b.arrow_forwardDraw the structures of organic compounds A and B. Indicate stereochemistry where applicable. Br2 (1 equiv.) H2 Pd/C 1. nBuLi H-C C-H compound A compound B Br 2. CH3CH,Br (1 equiv.) CH,Cl2 Br Draw compound A. Draw compound B. Select Draw Rings More Erase Select Draw Rings More Erase C Br C Brarrow_forward3. Choose the appropriate reagent OH HO a. NaCN, then CO2 b. LIAIH4, then CO2 c. NACN, then H2O in HC1 d. LIAIH4, then H2O in HC1arrow_forward
- Draw the substitution and elimination products for the following reactions, showing the configuration of each product: a. trans-1-chloro-2-methylcyclohexane + CH3O- b. cis-1-chloro-2-methylcyclohexane + CH3O− c. 1-chloro-1-methylcyclohexane + CH3O d. 1-chloro-1-methylcyclohexane + CH3OHarrow_forward5. Devise concise syntheses for the following transformations. Clearly show the reagent and product for each step. All syntheses can be accomplished in two steps. 519 a. Br b. Br one C. H or = ol OH H d. H Brarrow_forward1. Draw the products of each nucleophilic substitution reaction a. b. D b OH C. d. e. f. Br 1 NaCN + NaOCH3 H₂Oarrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning