Use the References to access important values if needed for this question. a. Use strain energy increments in the OWL Table Reference (see References button, Strain Energy Increments) to calculate the energy difference between the two chair conformations of the compound below. b. Specify substituent positions (axial or equatorial) in the more stable chair. c. Estimate the percent of the more stable chair at equilibrium at 25°C. (To determine the percent of the more stable chair at equilibrium, first calculate K, and then use this value to find the percentage.) он (in isopropanol) Answers: a. The energy difference is b. In the more stable chair: • The hydroxyl group is in the kJ/mol. | position. |position. • The chloro group is in the | c. At 25°C the equilibrium percent of the more stable chair conformation is approximately
Reactive Intermediates
In chemistry, reactive intermediates are termed as short-lived, highly reactive atoms with high energy. They rapidly transform into stable particles during a chemical reaction. In specific cases, by means of matrix isolation and at low-temperature reactive intermediates can be isolated.
Hydride Shift
A hydride shift is a rearrangement of a hydrogen atom in a carbocation that occurs to make the molecule more stable. In organic chemistry, rearrangement of the carbocation is very easily seen. This rearrangement can be because of the movement of a carbocation to attain stability in the compound. Such structural reorganization movement is called a shift within molecules. After the shifting of carbocation over the different carbon then they form structural isomers of the previous existing molecule.
Vinylic Carbocation
A carbocation where the positive charge is on the alkene carbon is known as the vinyl carbocation or vinyl cation. The empirical formula for vinyl cation is C2H3+. In the vinyl carbocation, the positive charge is on the carbon atom with the double bond therefore it is sp hybridized. It is known to be a part of various reactions, for example, electrophilic addition of alkynes and solvolysis as well. It plays the role of a reactive intermediate in these reactions.
Cycloheptatrienyl Cation
It is an aromatic carbocation having a general formula, [C7 H7]+. It is also known as the aromatic tropylium ion. Its name is derived from the molecule tropine, which is a seven membered carbon atom ring. Cycloheptatriene or tropylidene was first synthesized from tropine.
Stability of Vinyl Carbocation
Carbocations are positively charged carbon atoms. It is also known as a carbonium ion.
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Use the References to access important values if needed for this question.
a. Use strain energy increments in the OWL Table Reference (see References button, Strain Energy Increments) to calculate the energy difference
between the two chair conformations of the compound below.
b. Specify substituent positions (axial or equatorial) in the more stable chair.
c. Estimate the percent of the more stable chair at equilibrium at 25°C.
(To determine the percent of the more stable chair at equilibrium, first calculate K, and then use this value to find the percentage.)
он
(in isopropanol)
Answers:
kJ/mol.
a. The energy difference is
b. In the more stable chair:
• The hydroxyl group is in the |
• The chloro group is in the |
c. At 25°C the equilibrium percent of the more stable chair conformation is approximately |
position.
|position.
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