From the table of available reagents select the one(s) you would use to convert butanoic acid to each of the following products: (Use the minimum number of steps; from one to six are required. List reagents by letter in the order that they are used; example: fa. NOTE: Assume that a normal aqueous (or mild acid) workup follows each reaction; you do not need to add reagents for the workup.) Reagents Available d. H₂O, H₂SO4 e. H₂, Pd/C f. K a. benzene/AlCl3 b. (CH3)2Culi c. CH3NH₂ 1-bromobutane 2-pentanone OC(CH3)3 g. LiAlH4 h. NaCN i. NH3 j. PBr3 k. Dess-Martin periodinane I. SOCI₂ 17
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.
![From the table of available reagents select the one(s) you would use to convert butanoic acid to each of the following products:
(Use the minimum number of steps; from one to six are required. List reagents by letter in the order that they are used; example: fa. NOTE: Assume that a normal aqueous (or mild acid) workup follows each reaction; you do not need to add
reagents for the workup.)
Reagents Available
d. H₂O, H₂SO4
e. H₂, Pd/C
f. K OC(CH3)3
a. benzene/AICI3
b. (CH3)2CuLi
c. CH3NH₂
1-bromobutane
2-pentanone
g. LIAIH4
h. NaCN
i. NH3
j. PBr3
k. Dess-Martin periodinane
I. SOCI₂
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