The nucleophilic substitution reaction of t r a n s -1-bromo-4- t e r t -butylcyclohexane with iodide ion using chair conformations is to be shown. Concept introduction: Electrophiles are electron-deficient species, which has positive or partially positive charge. Lewis acids are electrophiles, which accept electron pair. Nucleophiles are electron-rich species, which has negative or partially negative charge. Lewis bases are nucleophiles, which donate electron pair. Substitution reaction: A reaction in which one of the hydrogen atoms of a hydrocarbon or a functional group is substituted by any other functional group is called substitution reaction. Nucleophilic substitution reaction is a reaction in which an electron rich nucleophile attacks the positive or partial positive charge of an atom or a group of atoms to replace a leaving group. The S N 2 reaction occurs in the secondary alkyl halides with the inversion of configuration. The S N 2 reaction takes place in one step. The nucleophile attacks the alkyl halide from the side opposite to the leaving group resulting in the inversion of configuration. In double bond or cyclic compounds, if two same functional groups are present on the same side of the double bond or cyclic compound, the given compound can be labeled as cis. If the two functional groups are present on the different sides of the double bond or cyclic compound, the given compound can be labeled as Trans. Cis-trans isomerism exists in the compounds in which similar groups are present on the adjacent carbon atoms. Chair conformations: It is the most stable conformation, which accurately shows the spatial arrangement of atoms. Equatorial bonds are parallel to the average plane of the ring, while axial bonds are perpendicular to the average plane of the ring. The conformation having bonds at the equatorial positions are more stable than those with bonds at the axial position. On flipping the cyclohexane ring, axial bonds become equatorial bonds and equatorial bonds becomes axial bond. Bulkier group acquires equatorial positions to form stable conformer due to steric factors.

Question

Want to see the full answer?

Answer 1

Question

Chapter 6, Problem 5PP

Interpretation Introduction

Interpretation:

The nucleophilic substitution reaction of trans-1-bromo-4-tert-butylcyclohexane with iodide ion using chair conformations is to be shown.

Concept introduction:

Electrophiles are electron-deficient species, which has positive or partially positive charge. Lewis acids are electrophiles, which accept electron pair.

Nucleophiles are electron-rich species, which has negative or partially negative charge. Lewis bases are nucleophiles, which donate electron pair.

Substitution reaction: A reaction in which one of the hydrogen atoms of a hydrocarbon or a functional group is substituted by any other functional group is called substitution reaction.

Nucleophilic substitution reaction is a reaction in which an electron rich nucleophile attacks the positive or partial positive charge of an atom or a group of atoms to replace a leaving group.

The SN2 reaction occurs in the secondary alkyl halides with the inversion of configuration.

The SN2 reaction takes place in one step. The nucleophile attacks the alkyl halide from the side opposite to the leaving group resulting in the inversion of configuration.

In double bond or cyclic compounds, if two same functional groups are present on the same side of the double bond or cyclic compound, the given compound can be labeled as cis.

If the two functional groups are present on the different sides of the double bond or cyclic compound, the given compound can be labeled as Trans.

Cis-trans isomerism exists in the compounds in which similar groups are present on the adjacent carbon atoms.

Chair conformations: It is the most stable conformation, which accurately shows the spatial arrangement of atoms.

Equatorial bonds are parallel to the average plane of the ring, while axial bonds are perpendicular to the average plane of the ring.

The conformation having bonds at the equatorial positions are more stable than those with bonds at the axial position.

On flipping the cyclohexane ring, axial bonds become equatorial bonds and equatorial bonds becomes axial bond.

Bulkier group acquires equatorial positions to form stable conformer due to steric factors.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Predict the major products of the following organic reaction: O O + A ? Some important notes: • Draw the major product, or products, of the reaction in the drawing area below. • If there aren't any products, because no reaction will take place, check the box below the drawing area instead. • Be sure to use wedge and dash bonds when necessary, for example to distinguish between major products that are enantiomers. Explanation Check Click and drag to start drawing a structure. eserved. Terms of Use | Privacy Center >

(EXM 2, PRBLM 3) Here is this problem, can you explain it to me and show how its done. Thank you I need to see the work for like prbl solving.

can someone draw out the reaction mechanism for this reaction showing all bonds, intermediates and side products Comment on the general features of the 1H-NMR spectrum of isoamyl ester provided below