Question

ОН H-S0, но он What is the major product of the reaction? оно. он О, он он Pad, он он онBrz (1 eq.) FeBa What is the major product of the above reaction? co BI -B O Br BrBI What is the best method to synthesize the above compound? CI Bra AICI: FeBry CI Br2 NHANH2 NBS KOBu AICI FeBr3 KOH hv B12Which one of the following compounds is consistent with the following IR spectrum? LUU ก” TFIGHETTENCEIX M D 1100 000E 2000 D

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Answer #1

Answer) option 3) 0 is the major product

Explanation:

When carboxylic acid group and hydroxyl group in the presence acid, ester is formed. This reaction is esterification.

The mechanism for the reaction is as follows:

# 1 20: 11 -OH -GH H-ö S-0-H -OH -OH -H504 -S-o-H -HSO4 1-H20 ©0-5-0-H 90 +H-O-S-

Step 1: The Lone pair of carboxylic oxygen attacks the Acidic Hydrogen of sulfuric acid(H2SO​​​​4) and carboxylic acid group is protonated.

Step2: The lone pair of oxygen of the hydroxyl group attacks the electrophilic Carboxylic carbon.

Step3: The conjugate base(HSO​​​​4​​​2-) of sulphuric acid that is formed in the first step then abstract the the Acidic Hydrogen and makes the molecule neutral.

Step4: One of the germinal hydroxyl oxygen lone pair abstract Proton from sulfuric acid and gets protonated.

Step5: The lone pair of oxygen atom of second geminal hydroxyl group shifts to the adjacent carbon and water leaves.

Step6: The conjugate base(HSO​​​​4​​​2-) of sulphuric acid that is formed in the fourth step then abstract the the Acidic Hydrogen and makes the product neutral. Hence, the lactone in option 3 is formed as product.

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