[OCR] 3

Topic: chemical-bonding-2

This question explores the reactions of short-chain hydrocarbons and halogenoalkanes. ![img-6.jpeg](img-6.jpeg) ![img-7.jpeg](img-7.jpeg) ![img-8.jpeg](img-8.jpeg) ![img-9.jpeg](img-9.jpeg) ![img-10.jpeg](img-10.jpeg) ![img-11.jpeg](img-11.jpeg) ![img-12.jpeg](img-12.jpeg) ![img-13.jpeg](img-13.jpeg) ![img-14.jpeg](img-14.jpeg) ![img-15.jpeg](img-15.jpeg) ![img-16.jpeg](img-16.jpeg) ![img-17.jpeg](img-17.jpeg) [22.0m]

Part 1: (a) (i) Draw the three-dimensional structures of the two enantiomers of D. [2m]

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Part 2: (a) (ii) By considering the shape of the intermediate formed during the reaction in Fig. 3.1, explain whether the product mixture rotates plane-polarised light. [1m]

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Part 3: (a) (iii) With reference to Fig. 3.2, deduce the three-dimensional structures of $E$ and the product. [2m]

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Part 4: (b) (i) Using the concept of electronic effect, explain why $G$ is produced in a larger proportion. [1m]

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Part 5: (b) (ii) On Fig. 3.5, draw a curly arrow for step B to show the alkyl rearrangement. [1m]

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Part 6: (b) (iii) Deduce whether $K$ or $L$ is the major product. Explain your answer. [2m]

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Part 7: (c) (i) Use this information to complete the reaction scheme involving 3-methylbut-1-ene in Fig. 3.7. Draw the structures of $M$ and $P$ and state the reagent for step 2. [3m]

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Part 8: (c) (ii) Give the systematic name for compound $N$ . [1m]

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Part 9: (c) (iii) State the type of reaction occurring in step 4. [1m]

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Part 10: (c) (iv) Complete the equation below. [1m]

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Part 11: (c) (v) Based on your answer in (c)(iv), describe the mechanism to show the formation of $Q$ from $N$ . [3m]

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Part 12: (c) (vi) Suggest a simple chemical test to distinguish between $S$ and $T$ . [1m]

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Part 13: (d) (i) Briefly explain how CFCs contribute to ozone depletion. [1m]

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Part 14: (d) (ii) Explain how the replacement of CFCs by HFCs is detrimental to the environment. [2m]

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[OCR] 3

Part 1: (a) (i) Draw the three-dimensional structures of the two enantiomers of D. [2m]

Your Answer

Marking Points

Part 2: (a) (ii) By considering the shape of the intermediate formed during the reaction in Fig. 3.1, explain whether the product mixture rotates plane-polarised light. [1m]

Your Answer

Marking Points

Part 3: (a) (iii) With reference to Fig. 3.2, deduce the three-dimensional structures of E and the product. [2m]

Your Answer

Marking Points

Part 4: (b) (i) Using the concept of electronic effect, explain why G is produced in a larger proportion. [1m]

Your Answer

Marking Points

Part 5: (b) (ii) On Fig. 3.5, draw a curly arrow for step B to show the alkyl rearrangement. [1m]

Your Answer

Marking Points

Part 6: (b) (iii) Deduce whether K or L is the major product. Explain your answer. [2m]

Your Answer

Marking Points

Part 7: (c) (i) Use this information to complete the reaction scheme involving 3-methylbut-1-ene in Fig. 3.7. Draw the structures of M and P and state the reagent for step 2. [3m]

Your Answer

Marking Points

Part 8: (c) (ii) Give the systematic name for compound N. [1m]

Your Answer

Marking Points

Part 9: (c) (iii) State the type of reaction occurring in step 4. [1m]

Your Answer

Marking Points

Part 10: (c) (iv) Complete the equation below. [1m]

Your Answer

Marking Points

Part 11: (c) (v) Based on your answer in (c)(iv), describe the mechanism to show the formation of Q from N. [3m]

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Marking Points

Part 12: (c) (vi) Suggest a simple chemical test to distinguish between S and T. [1m]

Your Answer

Marking Points

Part 13: (d) (i) Briefly explain how CFCs contribute to ozone depletion. [1m]

Your Answer

Marking Points

Part 14: (d) (ii) Explain how the replacement of CFCs by HFCs is detrimental to the environment. [2m]

Your Answer

Marking Points

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Similar Problems

Part 3: (a) (iii) With reference to Fig. 3.2, deduce the three-dimensional structures of $E$ and the product. [2m]

Part 4: (b) (i) Using the concept of electronic effect, explain why $G$ is produced in a larger proportion. [1m]

Part 6: (b) (iii) Deduce whether $K$ or $L$ is the major product. Explain your answer. [2m]

Part 7: (c) (i) Use this information to complete the reaction scheme involving 3-methylbut-1-ene in Fig. 3.7. Draw the structures of $M$ and $P$ and state the reagent for step 2. [3m]

Part 8: (c) (ii) Give the systematic name for compound $N$ . [1m]

Part 11: (c) (v) Based on your answer in (c)(iv), describe the mechanism to show the formation of $Q$ from $N$ . [3m]

Part 12: (c) (vi) Suggest a simple chemical test to distinguish between $S$ and $T$ . [1m]