Draw the major organic product of each reaction. Indicate the stereochemistry at the stereogenic center. Omit byproducts such a salts. If applicable, expand octets to minimize formal charges. CH3S- Ⓒ Macmillan Learnin Н..... D SOCI₂ pyridine OH TsCl Product A Product C Draw product A. Select Draw Templates More /UUVCHO H D pyridine Step 1 hint: if the C-O bond breaks, assume inversion of configuration. CH3S- Cl CHOD S CI Erase Draw product C. Select Draw Templates More // CHOD Q2Q Erase Product B S CI Product D Draw product B. Select Draw Templates More // H Draw product D. Select Draw Templates More Y... Erase CHOD DS CI Q2Q Erase CHOD SCI
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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1.SOCl2
- Thionyl chloride is useful reagent to convert carboxylic acid to acid chlorides.
- Alcohol can converted into alkyl chloride with this reagent.
- The reaction occurs with inversion of configuration.
- The mechanism of reaction proceeds as SN2 mechanism.
2. CH3S- :-
- It can act as a nucleophile which can attack on alkyl chloride, leaving group chlorine leaves and new carbon-sulphur bond is formed.
- The reaction proceeds SN2 mechanism in which inversion of configuration occurs.
3. TsCl reagent :-
- p-toluenesulfonyl chloride converts -OH group into good leaving group.
- -OTs show substitution reactions with good nucleophiles.
- Elimination reaction gives alkene as a product.
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