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Organic Chemistry Practice Test #3

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Screen shot 2016 02 21 at 7.45.00 am

Classify the type of reaction given above.

 

 

 

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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?

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

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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

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Screen shot 2015 07 08 at 8.37.25 am

Predict the major product of the given reaction.

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

 

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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

 

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Which labeled proton in the following molecule is most acidic?

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

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

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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

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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?

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

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Which of the following reaction conditions favours an SN2 mechanism?

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

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Which of the following is true for E2 reactions?

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

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

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Which of the following compounds is not a reducing agent?

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

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All of the following are characteristics of a Wittig reaction except

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

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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

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

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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

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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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Which of the following reaction conditions favours an SN1 mechanism?

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

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

 

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

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