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Organic Chemistry Practice Test #3

1 / 30

What reagent can be used to convert 2,2-dimethylbutan-1-ol into 2,2-dimethylbutanal?

 

2 / 30

What is the best explanation for why phenol (shown) directs substitution products ortho and para?

Screen shot 2015 09 21 at 1.34.45 pm

 

3 / 30

Which of the following statements best describes the structural relationship between cis-1,2-dibromocyclopropane and trans-1,2-dibromocyclopropane?

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2-butone is reacted with NaBH4 to form a product. That product was then heated in acid (Heat/H3O+) to form a final product. What is the final product?

5 / 30

Screen shot 2016 02 21 at 7.45.00 am

Classify the type of reaction given above.

 

 

 

6 / 30

Which position will be most favoured when adding chlorine to tert-butylbenzene?

7 / 30

The reaction of a Grignard reagent with ethylene oxide (oxirane) followed by work-up with dilute acid gives which of the following products?

8 / 30

What is the product of the reaction between 1,3-dibutene and bromoethene?

9 / 30

The 1H NMR spectrum of an unknown compound shows the following signals: triplet, quintet and triplet (relative integrals 1:2:3, respectively). Which compound is consistent with this data?

10 / 30

Which of the following reagents can be used to create a E alkene from an alkyne?

11 / 30

Which of the following characteristics does not reflect an SN2 reaction mechanism?

12 / 30

For carbonyls that are part of a conjugated π-network, the C=O stretch:

13 / 30

What is the product of the reaction shown?

Screen shot 2015 11 13 at 2.18.46 pm

Screen shot 2015 11 13 at 2.18.40 pm

14 / 30

Which of the following compounds is not a reducing agent?

15 / 30

Quinine is well-known antimalarial drug from the bark of the cinchona tree. In principle, how many stereoisomers of quinine are possible?

16 / 30

Which of the following substituents is electron-withdrawing when added to a benzene ring?

17 / 30

All of the following are characteristics of a Wittig reaction except

18 / 30

The absorption of what type of electromagnetic radiation results in electronic transitions?

19 / 30

What is the product of the given reaction?Screen shot 2015 09 21 at 12.54.15 pm

Screen shot 2015 09 21 at 12.59.41 pm

20 / 30

Screen shot 2015 07 08 at 8.37.25 am

Predict the major product of the given reaction.

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Which of the following molecules would most readily undergo an SN2 mechanism?

Screen shot 2015 09 21 at 5.21.16 pm

22 / 30

Which diene would be more reactive in a Diels-Alder reaction and why?

 

23 / 30

Which series of carbocations are arranged from most stable to least stable?

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Which of the following reaction conditions favours an SN1 mechanism?

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Which of the following is true for E2 reactions?

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Which of the following reaction conditions favours an SN2 mechanism?

27 / 30

E1

The above image undergoes an E1 elimination reaction in a lab. The researchers note that the major product formed was the "Zaitsev" product. Which of the following compounds did the observers see most abundantly when the reaction was complete?

AE3BE4CE2DE7

28 / 30

Which labeled proton in the following molecule is most acidic?

29 / 30

The addition of heat and acid to 2-oxocyclopentanecarboxylic acid produces:

30 / 30

Methods of extraction are important for use in industry and research. One of the typical steps in an extraction is the use of either acid or base to treat an unknown mixture. This step is applied in order to:

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