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(a)
Interpretation:
The product for the given nucleophilic elimination step with appropriate curved arrows is to be drawn.
Concept introduction:
In nucleophilic elimination step, the more electronegative atom bears full negative charge or partial negative charge. This is the electron rich atom, and the less electronegative atom bonded to the electronegative atom is relatively electron poor. The curved arrow drawn from the lone pair of electron rich atom points to bonding region between the more electronegative atom and less electronegative atom, representing the electron flow from the electron rich site to the electron poor site. The second curved arrow is drawn to represent the breaking of bond between the less electronegative atom and leaving group to avoid exceeding an octet on the less electronegative atom.
(b)
Interpretation:
The product for the given nucleophilic elimination step with appropriate curved arrows is to be drawn.
Concept introduction:
In nucleophilic elimination step, the more electronegative atom bears full negative charge or partial negative charge. This is the electron rich atom, and the less electronegative atom bonded to the electronegative atom is relatively electron poor. The curved arrow drawn from the lone pair of electron rich atom points to bonding region between the more electronegative atom and less electronegative atom, representing the electron flow from the electron rich site to the electron poor site. The second curved arrow is drawn to represent the breaking of bond between the less electronegative atom and leaving group to avoid exceeding an octet on the less electronegative atom.
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Chapter 7 Solutions
EBK ORGANIC CHEMISTRY: PRINCIPLES AND M
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- The crossed aldol reaction shown here can be carried out using a weak base such as pyridine. (a) Draw the complete, detailed mechanism for this reaction. (b) Explain why a relatively weak base can be used. EtO OEt H EtO OEt H. Diethyl malonatearrow_forwardBonus Question: If you deemed the previous reaction to be unsuccessfull, propose a reaction or synthesis that would successfully produce the desired ether product (shown again to the side). You may use any reaction you know of.arrow_forwardDraw a complete, detailed mechanism for the reaction CH3CH2OH shown here. Harrow_forward
- Consider the mechanistic step shown below. Which of the four characteristic patterns of arrow pushing is illustrated? O loss of a leaving group O rearrangement O proton transfer O nucleophilic attack For the reaction shown, where would the head of the curved arrow be placed? the chlorine a hydrogen attached to carbon the bond that connects carbon and chlorine the carbon attached to chlorinearrow_forwardBe sure to include all lone pair electrons and nonzero formal charges. Step 1 Step 2 i Draw H3CO¯, and then add curved arrow notation showing nucleophilic addition.arrow_forwardDraw the complete, detailed mechanism for the reaction shown here and predict the major product. CH3ONA Explain. DMSOarrow_forward
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning