Table of contents

1. A Review of General Chemistry5h 5m
2. Molecular Representations1h 14m
3. Acids and Bases2h 46m
4. Alkanes and Cycloalkanes4h 17m
5. Chirality3h 39m
6. Thermodynamics and Kinetics1h 22m
7. Substitution Reactions1h 48m
8. Elimination Reactions2h 30m
9. Alkenes and Alkynes2h 9m
10. Addition Reactions3h 19m
11. Radical Reactions1h 58m
12. Alcohols, Ethers, Epoxides and Thiols2h 42m
13. Alcohols and Carbonyl Compounds2h 17m
14. Synthetic Techniques1h 26m
15. Analytical Techniques:IR, NMR, Mass Spect7h 3m
16. Conjugated Systems6h 13m
17. Ultraviolet Spectroscopy51m
18. Aromaticity2h 34m
19. Reactions of Aromatics: EAS and Beyond5h 1m
20. Phenols55m
21. Aldehydes and Ketones: Nucleophilic Addition4h 56m
22. Carboxylic Acid Derivatives: NAS2h 51m
23. The Chemistry of Thioesters, Phophate Ester and Phosphate Anhydrides1h 10m
24. Enolate Chemistry: Reactions at the Alpha-Carbon1h 53m
25. Condensation Chemistry2h 9m
26. Amines1h 43m
27. Heterocycles2h 0m
28. Carbohydrates5h 53m
29. Amino Acids4h 20m
30. Peptides and Proteins2h 42m
31. Catalysis in Organic Reactions1h 30m
32. Lipids 2h 50m
33. The Organic Chemistry of Metabolic Pathways2h 52m
34. Nucleic Acids1h 32m
35. Transition Metals6h 14m
36. Synthetic Polymers1h 49m

9. Alkenes and Alkynes

Zaitsev Rule

Organic Chemistry

9. Alkenes and Alkynes

Zaitsev Rule

Previous problemNext problem

7:02 minutes

Problem 45b

Textbook Question

What products will be obtained from the E2 reaction of the following alkyl halides?
b.

Verified step by step guidance

Identify the alkyl halide structure provided in the problem. For an E2 reaction, the structure of the alkyl halide (primary, secondary, or tertiary) will influence the elimination process and the resulting products.

Determine the β-hydrogens (hydrogens on the carbon atoms adjacent to the carbon bearing the leaving group). These β-hydrogens are necessary for the elimination process to occur.

Consider the base used in the reaction. A strong base is typically required for an E2 reaction. The base will abstract a β-hydrogen, leading to the formation of a double bond between the α-carbon (carbon bearing the leaving group) and the β-carbon.

Apply Zaitsev's rule to predict the major product. Zaitsev's rule states that the more substituted alkene (the one with more alkyl groups attached to the double-bonded carbons) is usually the major product, unless steric hindrance or a bulky base favors the less substituted alkene (Hofmann product).

Draw the possible alkene products, considering all β-hydrogens that can be eliminated. Ensure to show the stereochemistry (E/Z isomers) if applicable, as E2 reactions can lead to different stereoisomers depending on the anti-periplanar geometry of the β-hydrogen and the leaving group.

Verified video answer for a similar problem:

This video solution was recommended by our tutors as helpful for the problem above

Video duration:

Play a video:

Was this helpful?

Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

E2 Reaction Mechanism

The E2 (bimolecular elimination) reaction is a concerted mechanism where a base abstracts a proton from a β-carbon while a leaving group departs from the α-carbon, resulting in the formation of a double bond. This reaction typically requires strong bases and occurs in a single step, making it essential to understand the stereochemistry and regioselectivity involved.

Alkyl Halides

Alkyl halides are organic compounds containing a carbon atom bonded to a halogen atom (F, Cl, Br, I). Their structure influences reactivity in elimination reactions, as the type of halide and the carbon's hybridization (primary, secondary, or tertiary) determine the feasibility and products of the E2 reaction.

Regioselectivity and Stereochemistry

In E2 reactions, regioselectivity refers to the preference for the formation of one alkene product over another, often influenced by the stability of the resulting double bond. Stereochemistry is also crucial, as the orientation of substituents around the double bond can lead to different isomers, impacting the overall product distribution in the reaction.

Watch next

Master Defining Zaitsev’s Rule with a bite sized video explanation from Johnny

Start learning

Related Videos

Related Practice

Textbook Question

What is the major elimination product obtained from the reaction of each of the following alkyl halides with hydroxide ion?

Textbook Question

Two elimination products are obtained from the following E2 reaction:

a. What are the elimination products?

b. Which is formed in greater yield?

Textbook Question

What is the major elimination product obtained from an E2 reaction of each of the following alkyl halides with hydroxide ion?

Textbook Question

What is the major elimination product obtained from an E2 reaction of each of the following alkyl halides with hydroxide ion?

Textbook Question

Draw the major product obtained when each of the following alkyl halides undergoes an E2 reaction:

Textbook Question

Draw the major product obtained when each of the following alkyl halides undergoes an E2 reaction:

Textbook Question

Draw the major product obtained when each of the following alkyl halides undergoes an E2 reaction:

Textbook Question

Predict the major product(s) of the following elimination reactions, paying close attention to the stereochemical outcome of the reactions.

(b)

Show more practices

Download the Mobile app

Privacy

Do not sell my personal information

Accessibility

Patent notice

Sitemap

What products will be obtained from the E2 reaction of the following alkyl halides? b.

Key Concepts

E2 Reaction Mechanism

Alkyl Halides

Regioselectivity and Stereochemistry

Watch next

What products will be obtained from the E2 reaction of the following alkyl halides?
b.