Draw the product of this series of reactions. 90-85 1. Br₂, hv 2. 1 equivalent of NaOEt 3. Br₂/ CH₂Cl₂ • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • If a group is achiral, do not use wedged or hashed bonds on it. • If the reaction produces a racemic mixture, draw both stereoisomers. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple products using the + sign from the drop-down menu. ChemDoodle √ [F ? ◊
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.
![Draw the product of this series of reactions.
• Use the wedge/hash bond tools to indicate stereochemistry where it exists.
• If a group is achiral, do not use wedged or hashed bonds on it.
• If the reaction produces a racemic mixture, draw both stereoisomers.
• Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner.
● Separate multiple products using the + sign from the drop-down menu.
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1. Br₂, hv
2. 1 equivalent of NaOEt
3. Br₂ / CH₂Cl₂
ChemDoodle
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