Interpretation:
To draw the anti periplanar geometry for the E2 reaction and the product that results after elimination of HBr.
Concept introduction:
The most common mechanism for dehydrohalogenation is the E2 mechanism. An E2 reaction exhibits a second-order kinetics, in which the reaction is bimolecular and both the
The transition state of an E2 reaction consists of four atoms from the alkyl halide-one hydrogen atom, two carbon atoms, and the leaving group (X)-all aligned in the same plane. There are two ways for the C-H and C-x bonds to be coplanar. When the H and X atoms oriented on the same side of the molecule. This geometry is called syn periplanar. While the H and X atoms oriented on opposite sides of the molecule. This geometry is called anti periplanar. The dihedral angle for the C-H and C-X bonds equals 0° for the syn periplanar arrangement and 180° for the anti periplanar arrangement.
Want to see the full answer?
Check out a sample textbook solutionChapter 8 Solutions
Organic Chemistry - Access (Custom)
- Fill in the blank for this reaction by using the E1 mechanism that includes rearrangemntarrow_forwardBetween E1 and E2, which reaction mechanism is most efficient to synthesize the (E) stereoisomer of this product on an industrial scale?arrow_forwardIn the box to the left of each reaction below, write the mechanism by which it occurs (could be SN1, SN2, or E1, or even 2 of them). Then draw the product(s).arrow_forward
- Why does increasing alkyl substitution increase the rate of an E2 reaction?arrow_forwardConsider the following reaction being performed with a low concentration. Think about what type of substitution mechanism will be favored, SN2 or SN1, and what product will result.arrow_forwardUse curved arrows to show the movement of electrons in the following E2 mechanism. Draw the structure of the transition state.arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning