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Interpretation:
The given carbocation is expected to undergo any carbocation rearrangement has to be predicted.
Concept Introduction:
Carbocations are only intermediates of a reaction and not starting materials of a reaction. In other words, short-lived intermediates are carbocations. The stability of the carbocation formed is decided by the group that is attached to the charged carbon atom.
From the above, it is understood that tertiary carbocations are more stable than secondary carbocations which are more stable than primary carbocation. Unstable carbocation is the methyl carbocation. As the alkyl group increases the stability of the carbocation also increases. This is by means of phenomenon known as hyperconjugation.
Carbocations are also stabilized by resonance. The more the resonance structures that is possible for the carbocation, the more stability will be.
The carbocations possessing the positive charge at the benzylic position is more stable.
In some cases, the carbocation that is formed will try to rearrange into more stable carbocation either by shifting or resonance. In shifting, the two most common types are hydride shift and methyl shift.
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Chapter 8 Solutions
Organic Chemistry As a Second Language: First Semester Topics
- Write the reaction and show the mechanism of the reaction. Include the mechanism for formation of the NO2+ 2. Explain, using resonance structures, why the meta isomer is formed. Draw possible resonance structures for ortho, meta and para.arrow_forwardNonearrow_forward3. A molecular form of "dicarbon", C2, can be generated in gas phase. Its bond dissociation energy has been determined at 599 kJ/mol. Use molecular orbital theory to explain why energy of dissociation for C₂+ is 513 kJ/mol, and that for C2² is 818 kJ/mol. (10 points)arrow_forward
- 9.73 g of lead(IV) chloride contains enough Cl- ions to make ____ g of magnesium chloride.arrow_forward6. a) C2's. Phosphorus pentafluoride PF5 belongs to D3h symmetry group. Draw the structure of the molecule, identify principal axis of rotation and perpendicular (4 points) b) assume that the principal axis of rotation is aligned with z axis, assign symmetry labels (such as a1, b2, etc.) to the following atomic orbitals of the P atom. (character table for this group is included in the Supplemental material). 3s 3pz (6 points) 3dz²arrow_forward2. Construct Lewis-dot structures, and draw VESPR models for the ions listed below. a) SiF5 (4 points) b) IOF4 (4 points)arrow_forward
- 5. Complex anion [AuCl2]¯ belongs to Doh symmetry point group. What is the shape of this ion? (4 points)arrow_forward4. Assign the following molecules to proper point groups: Pyridine N 1,3,5-triazine N Narrow_forward7. a) Under normal conditions (room temperature & atmospheric pressure) potassium assumes bcc lattice. Atomic radius for 12-coordinate K atom is listed as 235 pm. What is the radius of potassium atom under normal conditions? (3 points) b) Titanium metal crystallyzes in hcp lattice. Under proper conditions nitrogen can be absorbed into the lattice of titanium resulting in an alloy of stoichiometry TiNo.2. Is this compound likely to be a substitutional or an interstitial alloy? (Radius of Ti (12-coordinate) is 147 pm; radius of N atom is 75 pm. (3 points)arrow_forward
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