(a)
Interpretation:
Whether an E2 elimination from the given
Concept introduction:
E2 elimination is a single step mechanism involving both the substrate molecule and the reagent molecule. It involves the elimination of a leaving group along with hydrogen from a carbon adjacent to the one with the leaving group. In E2 mechanism, a strong base extracts the proton with the
(b)
Interpretation:
Whether an E1 elimination reaction, from the given precursor, will produce a pure stereoisomer or a mixture is to be determined.
Concept introduction:
E1 elimination is a two-step reaction. The leaving group breaks off in the first step taking its bond pair with it. A trigonal planar carbocation results from this step. Since the carbocation is planar, any one of the hydrogen atoms, on an adjacent carbon, can be removed as a proton. The associated
(c)
Interpretation:
In each of the two reactions that produce a mixture, which isomer is produced in greater abundance is to be determined.
Concept introduction:
When a reaction produces a mixture of stereoisomers, the product distribution depends on two factors, the stability of the product and the stability of the conformers of the precursor in case of an E2 reaction. An E2 reaction requires that the proton and the leaving group be anti to each other. If there are two protons on the beta carbon, the relative stabilities of the two conformers will influence the product distribution.
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Organic Chemistry: Principles and Mechanisms (Second Edition)
- Given that an E2 reaction proceeds with anti periplanar stereochemistry, draw the products of each elimination. The alkyl halides in (a) and (b) are diastereomers of each other. How are the products of these two reactions related? Recall from Section 3.2A that C6H5– is a phenyl group, a benzene ring bonded to another group.arrow_forwardGiven that an E2 reaction proceeds with anti periplanar stereochemistry, draw the products of each elimination. The alkyl halides in (a) and (b) are diastereomers of each other. How are the products of these two reactions related?arrow_forwardDrawing an SN2 product with More Complex Reactants Identify C, the product of an SN2 reaction in the synthesis of raloxifene, a drug used to reduce the risk of invasive breast cancer in postmenopausal women.arrow_forward
- Draw the product of this reaction and states its IUPAC name, and states what type of mechanism is occuring (eg. SN1, SN2, E1, E2, etc)?arrow_forwardwhat mechanism is involved? SN1, E2, E1, or SN2arrow_forwardBetween E1 and E2, which reaction mechanism is most efficient to synthesize the (E) stereoisomer of this product on an industrial scale?arrow_forward
- Q2: Give the structure of the possible Claisen condensation product from the following reaction .Tell which , If any you would expect to predominate in each case .(a) CH3CO2Et + CH3CH2CO2Et (b) C6H6CO2Et + C6H5CH2CO2Et(c) EtOCO2Et + Cyclohexanones (d) C6H5CHO + CH3CO2Etarrow_forwardDescribe the following chemical reactions as SN1, SN2, E1 and W2. Draw a curved arrow mechanism for each reaction.arrow_forwardWhich one is sn1 or sn2 and state the mechanism?arrow_forward
- Draw the structure of the major product of each reaction (If a racemic mixture is formed, indicate both enantiomers), and show the mechanismarrow_forwardDraw the ALL of the E2 organic product formed when the structure shown below undergoes dehydrohalogenation in alcoholic KOH with heat. Which of the products is formed the most?arrow_forwardComplete the following reactions by providing the missing product(s). Determine what mechanism operates in each case (SN1, SN2, E1, or E2). Show the stereochemistry of the product(s) where appropriate. If more than one product is formed circle the major one.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning