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When alkene reacts with mercuric acetate in a THF solvent, Mercurinium ion is formed. Which can be attacked by nucleophile where the possible carboncation will have higher stability. In next step the acetoxymercury group can we reduced by alkaline sodium borohydride.
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- 16. When cis-1,2-cyclopentanediol reacts with acetone in dry HCl, compound M is formed. What do you expect the hydrolysis of compound M to be when subjected (i) to base; and, (ii) acid A. resistant to base; resistant to acid B. resistant to base; readily hydrolyzed by acid C. readily hydrolyzed by base; resistant to acid D. readily hydrolyzed by base; readily hydorlyzed by acidIdentify the reagents you would use to achieve of the following transformation. Identify these reactions as SN1 or Sn2. (a) (b) (c) (d)16. When cis-1,2-cyclopentanediol reacts with acetone in dry HCl, compound M is formed. What do you expect the hydrolysis of compound M to be when subjected (i) to base; and, (ii) acid a. resistant to base; resistant to acid b. resistant to base; readily hydrolyzed by acid c. readily hydrolyzed by base; resistant to acid d. readily hydrolyzed by base; readily hydorlyzed by acid 17. Following (16), would you expect that a similar compound be formed if the reactant was trans-1,2-cyclopentanediol? Why is this so? a. Yes; hydroxyl groups are on opposite side b. No; hydroxyl groups are on opposite site c. Yes; hydroxyl groups are on the same side d. No; hydroxyl groups are on the same side
- 1. What effect would you expect on the rate of reaction of ethanol with 2-iodo-2-methyl-butane if the concentration of the halide is tripled? 2. Explain the difference between addition, elimination and substitutionreactions. 3. Optically active 2-butanol slowly racemizes on standing in dilute sulfuricacid. Propose a mechanism to account for this observation.v) What products would you expect if 2-butyne were treated with ozone in the presence ofacetic acidvi) What products would you expect if 1-butyne were treated with ozone in the presence ofacetic acidvii) What products would you expect if 2-butyne were treated with KMnO4 in the presenceof KOH in water?viii) What products would you expect if 1-butyne were treated with KMnO4 in the presence of KOH in water1.Describe the ozonolysis of alkenes 2.one mole of a hydrocarbon(A) reacts with one mole of beomine giving a dibromo compound C5H10Br2.Substance A on treatment with cold dilute kMnO4 solution forms a compound C5C12O2(C5H12O2) on ozonolysis A,gives equimolar quantities of propanone and ethanol.Deduce the structure of substance A.
- Explain briefly by illustrations the chemistry behind each answer 1. Preamble :A reaction flask contains a 2-bromopentane in an ethanolic solution of sodium ethoxide at room temperature and results in the formation of two olefinic products(1-pentene and 2-pentene) I) What reaction pathway is followed by the reaction above?A. E2 dehydrohalogenation B. E1 dehydrohalogenationC. SN1 dehydrohalogenationD. SN2 dehydrohalogenationE. A mixture of E1 and E2 pathways II) What is responsible for the formation of different products (major and minor).A. The different activated complex involved in the mechanism.B.Bimolecular Nucleophilic substitution reaction C.Bimolecular Elimination reaction D.The presence of sodium ethoxideE.The hybridisation nature of the secondary carbocation III) All the following is true about the reaction in question 1 except?A. The reaction follows Zaistev’s ruleB. Sodium ethoxide is the nucleophile in this reactionC. The more highly substituted alkene is the most stable…7.56 Below are two potential methods for preparing the same ether, but only one of them is successful. Identify the successful approach and explain your choice.Provide a stepwise synthesis for benzyl alcohol to sodium benzoate with reagents KMnO4 and NaOH (including arrow-pushing mechanisms) Please show all the arrow push with the given reagents above.
- ) Draw all the Kekulé structures of anthracene and phenanthrene.(b) Propose mechanisms for the two additions shown.(c) In Chapter 8, most of the additions of bromine to double bonds gave entirely antistereochemistry. Explain why the addition to phenanthrene gives a mixture of synand anti stereochemistry.(d) When the product from (c) is heated, HBr is evolved and 9-bromophenanthrene results.Propose a mechanism for this dehydrohalogenationBelow are two potential methods for preparing the same ether (Option A and B), but only one of them is actually successful. Identify the successful approach (A or B)Show how you would synthesize the following phenols, using benzene or toluene as yourstarting material and explain why mixtures of products would be obtained in some cases.a. p-nitrophenolb. 2,4,6-tribromophenolc. m-cresol