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Questions On The Chapter

This document contains 23 questions about chapter 8 on elimination reactions. The questions cover topics such as labeling alpha and beta carbons in alkyl halides, classifying alkenes, identifying constitutional and stereoisomers, determining major products of E1 and E2 reactions, applying the Zaitsev rule, and comparing E1 and E2 mechanisms. The final questions ask students to summarize key differences between E1 and E2 and compare the reactions discussed in chapters 7 and 8.

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Tshiamo Motaung
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208 views6 pages

Questions On The Chapter

This document contains 23 questions about chapter 8 on elimination reactions. The questions cover topics such as labeling alpha and beta carbons in alkyl halides, classifying alkenes, identifying constitutional and stereoisomers, determining major products of E1 and E2 reactions, applying the Zaitsev rule, and comparing E1 and E2 mechanisms. The final questions ask students to summarize key differences between E1 and E2 and compare the reactions discussed in chapters 7 and 8.

Uploaded by

Tshiamo Motaung
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as PDF, TXT or read online on Scribd
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Questions on chapter 8

MCHB000
ECP II

1. Label α and β carbons in each alkyl halide. Draw all possible elimination products

formed when each alkyl halide is reacted with K+ -OC(CH3)3

Br

CH3CH2CH2CH2CH2Cl I

2. How many unique β carbons are found in the alkyl halide below?

Br

3. Classify each alkene (double bond C=C) in vitamin D3 and vitamin A below in

mono, di, tri and tetrasubstituted.

I OH
II
III
IV
V

4. Establish a net difference between constitutional isomer and stereoisomer.

Support your argument with examples.

5. For which alkenes are stereoisomers possible?

CH3CH2CH=CHCH3 CH=CH

6. Labelle each pair of alkenes as constitutional isomers, identical or stereoisomers.

Classify the stereoisomers in Cis, Trans, E or Z

1
Questions on chapter 8
MCHB000
ECP II
a b and
and

c and d
and

7. What is the major product of the following reaction?

a.

b.

c.

d.

e.

f.

g.

h.

2
Questions on chapter 8
MCHB000
ECP II

8. Range the following compounds in decreasing order of E2 reaction?

a. I II III IV

b.

9. Which alkyl halide would afford the synthesis of the following compound in

presence of sodium methoxide (Na+ -OCH3)?

10. Which major E2 product would be formed from the following alkyl halide?

11. Which of the labelled protons in the compound below is most readily abstracted

under E2 conditions?

12. Range the following ions in decreasing order of reactivity as a base in elimination

reaction

a.

3
Questions on chapter 8
MCHB000
ECP II

b.

13. What is (are) the possible starting material(s) in the reaction below?

14. Which alkyl halide(s) would give the following alkene as the only product in an

elimination reaction?

15. Consider the following E2 reaction. Establish the rate equation for this reaction?

16. Which of the following alkenes is the most stable?

4
Questions on chapter 8
MCHB000
ECP II
17. Assign E/Z to the following compounds:

OCH3
Cl
Cl Br

Br OH

CHO

18. The Zaitsev rule states that in a β-elimination reaction, the major product has the

more substituted double bond. Apply this rule and give the product to each of the

following reactions:

Br

a.

Br

b.

Cl

c.

19. Consider the reactions a and b below:

H2O
a. Br

5
Questions on chapter 8
MCHB000
ECP II

I CH3OH
b.

Using the β elimination procedures, draw all possible products for each reaction

and identify the most stable product. Are these reactions regioselective or

stereoselective? Support your statement.

20. Consider the elimination reaction 2-bromobutane in presence of two different

bases (Na+ -OCH2CH3 and K+ -OC(CH3)3). Indicate which base favours which

product. Support your statement.

Br

21. Consider the E2 reaction below, detail the mechanism of this reaction.

Br C6H5 CH3
H CH3

C6H5 CH3
CH2CH3 H3C CH2CH3

22. Draw a table summarising E1 and E2. Their similarities as well as their differences.

23. Draw a comparative summarising the four reactions discussed in chapter 7 and

chapter 8.

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