The alkene shown undergoes bromination. H a) Draw the product(s) of bromination of this compound, including all expected stereoisomers (if any). Use wedge-and-dash onds to designate the stereochemistry at any chirality centers, and make sure to draw an explicit hydrogen if a chirality center as one. (b) Characterize the starting alkene as having the E or Z configuration. (c) characterize the product(s). (a) Br₂ Draw the product(s) of bromination. Select Draw Templates More C H Br Erase
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.
R
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![The alkene shown undergoes bromination.
D
H
(a) Draw the product(s) of bromination of this compound, including all expected stereoisomers (if any). Use wedge-and-dash
bonds to designate the stereochemistry at any chirality centers, and make sure to draw an explicit hydrogen if a chirality center
has one. (b) Characterize the starting alkene as having the E or Z configuration. (c) characterize the product(s).
@
Br₂
Draw the product(s) of bromination.
Select
Draw
/ ||||||
Templates
More
C H Br
Erase](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F264dec5f-ae66-47f4-bd33-71da91a305ae%2Fa9270eea-6665-4278-b3a4-8d64cb3f338d%2Fma9s6vw_processed.jpeg&w=3840&q=75)
![(b) The configuration of the alkene is:
E
Z
(c) Characterize the product(s). Select all that apply.
achiral.
R,R.
racemic.
R,S (and/or S, R).
S, S.
S.
diastereomers.
R.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F264dec5f-ae66-47f4-bd33-71da91a305ae%2Fa9270eea-6665-4278-b3a4-8d64cb3f338d%2Ff1r1gmh_processed.jpeg&w=3840&q=75)
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