2) Two structures with the molecular formula C₂H5N are provided here. a) Draw the other three possible isomers, showing all bonds and lone pairs. Label them 1, 2 and 3. Consider only these three structural isomers in the following questions. [HINT: You may "purchase the structures of these molecules at a "cost" of XX points each.] H₂CH H₂C
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.
![2) Two structures with the molecular formula C₂H5N are provided here.
H₂C
H H₂C
a) Draw the other three possible isomers, showing all bonds and lone pairs.
Label them 1, 2 and 3. Consider only these three structural isomers in the
following questions. [HINT: You may "purchase" the structures of these
molecules at a "cost" of XX points each.]
b) Which isomer (1, 2 or 3) would be the most soluble in cyclohexane? Give the single most important
reason for your choice and compare it to the second most soluble.
c) Which isomer is the most soluble in water? Provide the single most important reason for your
selection and draw a picture of the solvent interactions.
d) Which isomer has the lowest boiling point? Explain your choice compared to the other two isomers
you drew.
e) Which isomer has the longest C-N bond? Explain your choice.
H-N](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F2660bb2b-eb6c-49c7-b36e-9a46eaa70744%2F3bc9243b-28af-47ac-bd6b-e76e4713a8b7%2Fqc6sfq9_processed.jpeg&w=3840&q=75)
Trending now
This is a popular solution!
Step by step
Solved in 2 steps with 1 images
