Concept explainers
(a)
Interpretation:
For the given set of species the available
Concept introduction:
Nucleophile: Nucleophiles are electron rich compounds which donates electrons to electrophilic compounds which results in bond formation.
Nucleophilic nature depends on the negative charge present in the molecule, the solvent in which it present and the electronegativity of the atom.
Electrophile: Electrophiles are electron deficient compounds which accepts electrons from nucleophiles that results in bond formation.
Leaving group: it is a fragment that leaves substrate with a pair of electrons via heterolytic bond cleavage.
Cation: The positively charged chemical species is referred as cation.
(b)
Interpretation:
From the given carbocations the most stable one should be identified.
Concept introduction:
Nucleophile: Nucleophiles are electron rich compounds which donates electrons to electrophilic compounds which results in bond formation.
Nucleophilic nature depends on the negative charge present in the molecule, the solvent in which it present and the electronegativity of the atom.
Electrophile: Electrophiles are electron deficient compounds which accepts electrons from nucleophiles that results in bond formation.
Cation: The positively charged chemical species is referred as cation.
Carbocation stability order:
Want to see the full answer?
Check out a sample textbook solutionChapter 6 Solutions
EBK ORGANIC CHEMISTRY
- 2. For the following nucleophilic substitution reaction: NaOC(CH3)3 CH3 'CH3 CH3 a. Draw the first transition state (TS1), the reaction intermediate, and the second m transition state (TS2) in the labeled boxes. Make sure to show any formal charges, unfilled p-orbitals, and correct stereochemistry. TS₁ 41001 Intermediate ogmos TS2 amond- b. Which of three molecules you drew for part 'a' is lowest in energy? Write your answer in the box below. c. Draw the product(s) of the nucleophilic addition reaction shown. Make sure to use wedged and dashed lines to clearly show the resulting stereochemistry at each chiral center. If there is more than one possible product, draw one in each box - if not, leave one box blank. CH3 Br + NaOC(CH3)3arrow_forwardWhat would be the effect on the rate of reaction if the concentration of the nucleophile weredoubled in an…a. SN1 reaction? Briefly explain.b. SN2 reaction? Briefly explain.arrow_forward41.Substitution reactions that can have methy and hydride shifts are? A B SN2 SN1 I Br H 42. Arrange the compounds in increasing order of carbocation stability? Go III III >I C SN1 & SN2 identical mis II. III< C IIarrow_forwarda.What carbon radical is formed by homolysis of the C–Ha bond in propylbenzene? Draw all reasonable resonance structures for this radical. b.What carbon radical is formed by homolysis of the C–Hb bond in propylbenzene? Draw all reasonable resonance structures for this radical. c. The bond dissociation energy of one of the C–H bonds is considerably less than the bond dissociation energy of the other. Which C–H bond is weaker? Offer an explanation.arrow_forwardConsider this nucleophilic substitution reaction. Part: 0/2 +:CEN: Part 1 of 2 Highlight the electrophilic carbon in red, and highlight the leaving group in blue. Highlight the atom in the nucleophile that will attack the electrophilic center in green. Only atoms need to be highlighted and not the lone pairs or formal charges. + :CEN: Garrow_forwarda. Write a second resonance structure for the following carbocation. b. Is the charge shared equally by both allylic carbons? If not, which one bears more of the charge? Select the single best answer. Both carbocations carry the same amount of charge. The structure on the left in Part 1 contributes more to the resonance hybrid. The structure on the right in Part 1 contributes more to the resonance hybrid.arrow_forwardA reaction flask contains 2-bromopentane in an ethanolic solution of sodium ethoxide at room temperature and result in the formation of two olefnic products. What is responsible for the formation of major and minor products. A. Different activated complex involved in the mechanism. B. Bimolecular nucleophilic substitution reaction. C. Bimolecular elimination reaction D. The presence of sodium ethoxide. E. The hybridization nature of secondary carbocationarrow_forwardWhich of the following statements about an SN2 reaction is true? A. There are two transition states. B. There is one energy maximum. C. The transition state can be isolated and studied. D. For a carbon electrophile in the transition state, the hybridization of an sp3 carbon remains unchanged. E. The reaction rate does not depend on the concentration of the electrophile.arrow_forward7. Provide a MO diagram, which depicts the relative energies of the pi molecular orbitals of Cyclooctatetraene. Label each orbital. Label the HOMO and the LUMO. Show which MOs are filled in Cyclooctatetraene's ground state (A diagram will be sufficient; you do not have to draw the MOS).arrow_forwardarrow_back_iosSEE MORE QUESTIONSarrow_forward_ios