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Consider the reaction of I - with CH3CH2Cl.(a) Would you expect the reaction to be SN1 or SN2? The rate constant for the reaction at 60°C is 5 x 10 -5 L mol-1 s-1.

 

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Although ethyl bromide and isobutyl bromide are both primary halides, ethyl bromide undergoes SN2 reactions more than 10 times faster than isobutyl bromide does. When each compound is treated with a strong base/nucleophile (EtO-), isobutyl bromide gives a greater yield of elimination products than substitution products, whereas with ethyl bromide this behavior is reversed. What factor accounts for these results?
 

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Write conformational structures for the substitution products of the following deuterium-labeled compounds:
 

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Write conformational structures for the substitution products of the following deuterium-labeled compounds:
 

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Which product (or products) would you expect to obtain from each of the following reactions? In each part give the mechanism (SN1, SN2, E1, or E2) by which each product is formed and predict the relative amount of each product (i.e., would the product be the only product, the major product, a minor product, etc.?).
 

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Which product (or products) would you expect to obtain from each of the following reactions? In each part give the mechanism (SN1, SN2, E1, or E2) by which each product is formed and predict the relative amount of each product (i.e., would the product be the only product, the major product, a minor product, etc.?).
 

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Which product (or products) would you expect to obtain from each of the following reactions? In each part give the mechanism (SN1, SN2, E1, or E2) by which each product is formed and predict the relative amount of each product (i.e., would the product be the only product, the major product, a minor product, etc.?).
 

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Which product (or products) would you expect to obtain from each of the following reactions? In each part give the mechanism (SN1, SN2, E1, or E2) by which each product is formed and predict the relative amount of each product (i.e., would the product be the only product, the major product, a minor product, etc.?).
 

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Which product (or products) would you expect to obtain from each of the following reactions? In each part give the mechanism (SN1, SN2, E1, or E2) by which each product is formed and predict the relative amount of each product (i.e., would the product be the only product, the major product, a minor product, etc.?).
 

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Which product (or products) would you expect to obtain from each of the following reactions? In each part give the mechanism (SN1, SN2, E1, or E2) by which each product is formed and predict the relative amount of each product (i.e., would the product be the only product, the major product, a minor product, etc.?).
 

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Which product (or products) would you expect to obtain from each of the following reactions? In each part give the mechanism (SN1, SN2, E1, or E2) by which each product is formed and predict the relative amount of each product (i.e., would the product be the only product, the major product, a minor product, etc.?).
 

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Which product (or products) would you expect to obtain from each of the following reactions? In each part give the mechanism (SN1, SN2, E1, or E2) by which each product is formed and predict the relative amount of each product (i.e., would the product be the only product, the major product, a minor product, etc.?).
 

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Which product (or products) would you expect to obtain from each of the following reactions? In each part give the mechanism (SN1, SN2, E1, or E2) by which each product is formed and predict the relative amount of each product (i.e., would the product be the only product, the major product, a minor product, etc.?).
 

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Which product (or products) would you expect to obtain from each of the following reactions? In each part give the mechanism (SN1, SN2, E1, or E2) by which each product is formed and predict the relative amount of each product (i.e., would the product be the only product, the major product, a minor product, etc.?).
 

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Which product (or products) would you expect to obtain from each of the following reactions? In each part give the mechanism (SN1, SN2, E1, or E2) by which each product is formed and predict the relative amount of each product (i.e., would the product be the only product, the major product, a minor product, etc.?).
 

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Starting with an appropriate alkyl halide and using any other needed reagents, outline syntheses of each of the following. When alternative possibilities exist for a synthesis, you should be careful to choose the one that gives the better yield. (l) trans-1-Iodo-4-methylcyclohexane


 

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Starting with an appropriate alkyl halide and using any other needed reagents, outline syntheses of each of the following. When alternative possibilities exist for a synthesis, you should be careful to choose the one that gives the better yield.

 

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Starting with an appropriate alkyl halide and using any other needed reagents, outline syntheses of each of the following. When alternative possibilities exist for a synthesis, you should be careful to choose the one that gives the better yield. (j) cis-4-Isopropylcyclohexanol


 

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Starting with an appropriate alkyl halide and using any other needed reagents, outline syntheses of each of the following. When alternative possibilities exist for a synthesis, you should be careful to choose the one that gives the better yield.

 

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Starting with an appropriate alkyl halide and using any other needed reagents, outline syntheses of each of the following. When alternative possibilities exist for a synthesis, you should be careful to choose the one that gives the better yield. (h) (R)-2-Iodo-4-methylpentane


 

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Starting with an appropriate alkyl halide and using any other needed reagents, outline syntheses of each of the following. When alternative possibilities exist for a synthesis, you should be careful to choose the one that gives the better yield. (g) (S)-2-Pentanol

 

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Starting with an appropriate alkyl halide and using any other needed reagents, outline syntheses of each of the following. When alternative possibilities exist for a synthesis, you should be careful to choose the one that gives the better yield.
 

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Starting with an appropriate alkyl halide and using any other needed reagents, outline syntheses of each of the following. When alternative possibilities exist for a synthesis, you should be careful to choose the one that gives the better yield.
 

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Starting with an appropriate alkyl halide and using any other needed reagents, outline syntheses of each of the following. When alternative possibilities exist for a synthesis, you should be careful to choose the one that gives the better yield. (d) Methyl phenyl ether

 

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Starting with an appropriate alkyl halide and using any other needed reagents, outline syntheses of each of the following. When alternative possibilities exist for a synthesis, you should be careful to choose the one that gives the better yield. (c) Methyl neopentyl ether

 

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