Using the following reagents, convert the given starting material into the given product. Each transformation requires exactly 3 steps. For each transformation, write the letter for your choice of reagents in the box next to the arrow. Draw the products of each individual reaction in the boxes provided. Assume that each reagent is used in excess. Each reagent might be used more than once or not at all. Some steps can be accomplished with more than one option from this list; you only need to choose one. For racemic products, you only need to draw one enantiomer. A) Br2 B) Br2, light C) H₂SO4 D) H₂O, H₂SO4 E) Na F) t-BuO K G) NaNH2 H) H₂CRO4 I) mCPBA J) PBr3 K) BH3, H₂O2, NaOH L) OsO4, NaHSO3 Br M) O3, (CH3)2S N) CH3CH₂S Nat O) CH3CH₂O Nat P) CH3CH₂Br Q) H₂, Lindlar's catalyst R) PCC
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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