When treated with NaOH, the bromide below gives an alkene by the E2 mechanism, by eliminationof the circled atoms: (a) Draw the Newman projection from which elimination takes place. (b) Draw the mechanism. (c) Draw the product with the proper stereochemistry. (d) Assign the proper stereochemical descriptor to the product. (Z, E? Trans,CiS?) (e)What would happen to the stereochemistry of the product if the enantiomer of the starting material were used inthe reaction? CH3+ NaOHan alkene + NaCl + H,0

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Answered: CH3 + NaOH an alkene + NaCl + H,0

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CH3 + NaOH an alkene + NaCl + H,0

Chemistry: Principles and Practice

3rd Edition

ISBN:9780534420123

Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer

Publisher:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer

Chapter22: Organic Chemistry And Biochemistry

Section: Chapter Questions

Problem 18QE

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Concept explainers

Alkanes and Cycloalkanes

Alkanes are saturated organic compounds which are made up of C and H atoms. Alkanes have the general formula of CnH2n+2. Alkane contains sp3 hybridized carbon atoms with four sigmas (σ) bonds & every hydrogen atom is connected with one of the carbon atoms. The size of the alkane could be determined by the number of carbon atoms located in it.

Question

When treated with NaOH, the bromide below gives an alkene by the E2 mechanism, by elimination
of the circled atoms:

(a) Draw the Newman projection from which elimination takes place.

(b) Draw the mechanism.

(d) Assign the proper stereochemical descriptor to the product. (Z, E? Trans,CiS?)

(e)What would happen to the stereochemistry of the product if the enantiomer of the starting material were used in
the reaction?

Definition Definition Organic compounds that contain at least one double bond between carbon-carbon atoms. The general molecular formula for alkenes with one double bond is C n H 2n .

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