Hi solve 51,54,55,56,62,64,67. Dont say for again post solve All steps by steps explanation. Thanks surely will upvote 336 CHAPTER 7 Alkyl Halides: Nucleophilic Substitution and Elimination Reactions7.51 Draw the transition state for the substitution reaction that occursbetween ethyl iodide and sodium acetate (CH₂CO₂Na).7.52 (S)-2-lodopentane undergoes racemization in a solution ofsodium iodide in DMSO. Explain.7.53 In Chapter 9, we will see that an acetylide ion (formed by treat-ment of acetylene with a strong base) can serve as a nucleophile in anSN2 reaction:H-CEC-HAcetyleneStrongbase(a)This reaction provides a useful method for making a variety of substi-tuted alkynes. Determine whether this process can be used to makethe following alkyne. Explain your answer.7.54 Consider the following S2 reaction:NaCNDMFH-CEC:Acetylide ionOHCNH-CEC-(a) Assign the configuration of the chiral center in the substrate.(b) Assign the configuration of the chiral center in the product.(c) Does this SN2 process proceed with inversion of configuration?Explain.7.55 The following reaction gives a product with the molecular for-mula C₂H₂O₂. Draw the structure of the product.NaoNaCHO, + 2 NaBr7.56 Each of the following compounds can be prepared with an alkyliodide and a suitable nucleophile. In each case, identify the alkyl iodideand the nucleophile that you would use.CH₂IRX(b)H-CEC-RNaOMe(c)(d)7.57 Below are two potential methods for preparing the same ether,but only one of them is successful. Identify the successful approach andexplain your choice.ONaSH7.58 When (R)-3-bromo-2,3-dimethylpentane is treated with sodiumhydroxide, four different alkenes are formed. Draw all four products andrank them in terms of stability. Which do you expect to be the majorproduct?7.59 When 3-bromo-2,4-dimethylpentane is treated with sodiumhydroxide (NaOH), only one alkene is formed. Draw the product andexplain why this reaction has only one regiochemical outcome.7.60 How many different alkenes will be produced when each of thefollowing substrates is treated with a strong base?(a) 1-Chloropentane(b) 2-Chloropentane(c) 3-Chloropentane(d)2-Chloro-2-methylpentane(e) 3-Chloro-3-methylhexane7.61 Draw the major product that is obtained when (2S,3S)-2-Bromo-3-phenylbutane is treated with sodium ethoxide, and explain thestereochemical outcome of this reaction.7.62 Predict the stereochemical outcome for each of the following E2reactions. In each case, draw only the major product of the reaction.?(a)(b)7.63 Identify the sole product of the following reaction:Br(a)(a)7.64 Predict the major product for each of the following reactions:??E2(c)? 22.E2NaOH(a)NaOHBr(b)7.65 In each of the following cases, draw the structure of an alkyl halidethat will undergo an E2 elimination to yield only the indicated alkene.BrNaOHNaOEtBUOK?(b)C₁0H₂0(d)?7.66 Draw the transition state for the reaction between tert-butylchloride and sodium hydroxide.(b)E27.67 Indicate whether you would use sodium ethoxide or potassiumtert-butoxide to achieve each of the following transformations.? 2².E2Br

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336 CHAPTER 7 Alkyl Halides: Nucleophilic Substitution and Elimination Reactions 7.51 Draw the transition state for the substitution reaction that occurs between ethyl iodide and sodium acetate (CH,CO₂Na). 7.52 (S)-2-lodopentane undergoes racemization in a solution of sodium iodide in DMSO. Explain. 7.53 In Chapter 9, we will see that an acetylide ion (formed by treat- ment of acetylene with a strong base) can serve as a nucleophile in an SN2 reaction: H-CEC-H Acetylene Strong base This reaction provides a useful method for making a variety of substi- tuted alkynes. Determine whether this process can be used to make the following alkyne. Explain your answer. 7.54 Consider the following S2 reaction: NaCN DMF NaO H-CEC: Acetylide ion OH H-CEC (a) Assign the configuration of the chiral center in the substrate. (b) Assign the configuration of the chiral center in the product. (c) Does this SN2 process proceed with inversion of configuration? Explain. ONa CN 7.55 The following reaction gives a product with the molecular for- mula C₂H₂O₂. Draw the structure of the product. CHO, + 2 NaBr 7.56 Each of the following compounds can be prepared with an alkyl iodide and a suitable nucleophile. In each case, identify the alkyl iodide and the nucleophile that you would use. RX H-CEC-R (b) 7.59 When 3-bromo-2,4-dimethylpentane is treated with sodium hydroxide (NaOH), only one alkene is formed. Draw the product and explain why this reaction has only one regiochemical outcome. 7.60 How many different alkenes will be produced when each of the following substrates is treated with a strong base? (a) 1-Chloropentane (b) 2-Chloropentane (c) 3-Chloropentane (d) 2-Chloro-2-methylpentane (e) 3-Chloro-3-methylhexane 7.61 Draw the major product that is obtained when (2S,3S)-2-Bromo- 3-phenylbutane is treated with sodium ethoxide, and explain the stereochemical outcome of this reaction. 7.62 Predict the stereochemical outcome for each of the following E2 reactions. In each case, draw only the major product of the reaction. ļ ? NaOH 7.63 Identify the sole product of the following reaction: Br (a) NaOH Br 7.64 Predict the major product for each of the following reactions: NaOH ? NaOEt C₁0H₂0 BUOK ? (b) 7.65 In each of the following cases, draw the structure of an alkyl halide that will undergo an E2 elimination to yield only the indicated alkene.