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Question #45080
The Question
Consider the reaction of 3-bromo-2,2,3-trimethylpentane with potassium tert-butoxide () in tert-butanol () at 350 K. Identify the correct IUPAC name of the major organic product formed.
Options
- A.
2-ethyl-3,3-dimethylbut-1-ene
- B.
3,4,4-trimethylpent-2-ene
- C.
2-(tert-butyl)but-1-ene
- D.
2,2,3-trimethylpent-3-ene
Check Your Answer
Correct Answer
Step-by-Step Solution
Explanation
How the Examiner Thinks
Exception_Exposure
Learn to identify edge cases and boundary exceptions that JEE examiners hide in math problems.
Concepts Behind This Question
IUPAC Nomenclature Priority|E2 Regioselectivity (Saytzeff vs Hoffmann)|Inductive Effect (I-Effect)
Why This Question Is Tricky
Common Mistakes
This problem tests the intersection of kinetic regioselectivity and rigorous IUPAC nomenclature.
Students often fall into two traps: (1) ignoring the steric bulk of the base and predicting the thermodynamic Saytzeff product (3,4,4-trimethylpent-2-ene), or (2) correctly identifying the Hoffmann product but failing to apply the IUPAC rule that requires maximizing the number of substituents on the parent chain, leading to the incorrect name 2-(tert-butyl)but-1-ene.
It forces a distinction between structural nomenclature rules and mechanistic outcomes.
Quick Facts About This Question
Question Information
| Subject | Chemistry |
| Chapter | Organic Chemistry – Some Basic Principles and Techniques - Class 11 Part 2 |
| Concept | IUPAC Nomenclature Priority |
| Difficulty | 8 |
| Cognitive Load | 7 |
| Target Solve Time | 160 sec |
| Access | Free |