11. (2) A Diels Alder reaction was performed using compounds (A) and (B). The product was then treated with ozone to produce the di-aldehyde shown below. Propose bond-line structures for compounds (A), (B) and (C). H 200°C 1.03 CH₂Cl2 2. (CH3)2S O H (A) (B) (C) 12. (2) Draw structural formulas for the 1,2- and 1,4-addition products formed by addition of one mole of HBr to one mole of the compound below. Ignore stereochemistry. HBr 1,2-product 1,4-product 13. (5) Starting from a single common alkene, show how you would synthesize the following compounds. Provide the alkene (in the middle) along with the appropriate reagents needed for the transformations. НО OH OH 8 HO OH

11. (2) A Diels Alder reaction was performed using compounds (A) and (B). The product was then treated with ozone to produce the di-aldehyde shown below. Propose bond-line structures for compounds (A), (B) and (C). H 200°C 1.03 CH₂Cl2 2. (CH3)2S O H (A) (B) (C) 12. (2) Draw structural formulas for the 1,2- and 1,4-addition products formed by addition of one mole of HBr to one mole of the compound below. Ignore stereochemistry. HBr 1,2-product 1,4-product 13. (5) Starting from a single common alkene, show how you would synthesize the following compounds. Provide the alkene (in the middle) along with the appropriate reagents needed for the transformations. НО OH OH 8 HO OH

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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4.35 Formulate the reaction of cyclohexene with (i) Br2 and (ii) meta-chloro- peroxybenzoic acid followed by H30+. Show the reaction intermediates and the final products with correct cis or trans stereochemistry. 4.36 What products would you expect to obtain from reaction of cyclohexa- 1,3-diene with each of the following? (a) 1 mol Br2 in CH2C12 (c) 1 mol DCl (D = deuterium, ²H) (b) 1 mol HCl (d) 2 mol H2 over a Pd catalyst 4.37 Predict the products of the following reactions on hex-1-yne: (a) 1 equiv HBr ? (b) 1 equiv Cl2 ? (c) H2, Lindlar catalyst
1. Predict the elimination products of the following reactions. When two alkenes are possible, predict which one will be the major product. Explain your answers, showing the degree of substitution of each double bond in the products. 2. Which of these reactions are likely to produce both elimination and substitution products? (a) 2-bromopentane +NaOCH3 (b) 3-bromo-3-methylpentane +NaOMe(Me= methyl, CH3) (c) 2-bromo-3-ethylpentane +NaOH (d) cis-1-bromo-2-methylcyclohexane +NaOEt (Et= ethyl, CH2CH3)
(b) Answer BOTH parts (i) and (ii). (i) Using your knowledge of silicon chemistry, explain why the synthesis of a compound containing a formal Si=0 double bond is challenging. (ii)Bearing in mind your answer to part (i), suggest a synthetic route to a silanone, R2Si=O, starting from silicon tetrachloride SiCl4 and using any other reagents you choose. Identify all reagents and side-products in your synthetic route and specify your chosen R group, giving reasons for your choice.
(b) From the following molecules, A-D, a rotaxane can be formed. B NH i. ii. A HN H 'N C H D Cd(CIO4)2 NH₂ Draw the structure of the possible rotaxane that can be formed by molecules A-D. Give the order you would add the above molecules in order to synthesise a rotaxane. Justify your chosen order.
Q3. 2-Bromopentane, when treated with ‎ alcoholic KOH yields a mixture of three alkenes A, B and C. Identify A, B and C. Which is predominant? ‎ Q4 Which statement below about Sn1 reactions is incorrect? (A) SN1 reactions are stepwise and have intermediates. (B) The slow step in a SN1 reaction is formation of the carbocation intermediate. (C) SN1 reactions have first order kinetics which means only the alkyl halide is involved in the rate limiting step. (D) The products of a SN1 reaction will be a pair of enantiomers. (E) An aprotic solvent is best for Sn1 reactions as they tend to help stabilize carbocation intermediates.
6). What is the product obtained from the following reaction? (A) (C) 0= N(C₂H5)2 CI HN(C₂H5)2 (B) (D) (C₂H5)2N
(i) State reagents G and J. (ii) Draw the structural formula for compounds D, E and H.
1)Chemistry students are taking an experimental course in organic chemistry at a public university. During an experiment involving conjugated dienes, some doubts arose when discussing the results obtained so far: (a) A student obtained two products from the reaction of 1,3-cyclohexadiene with Br2. His lab partner was surprised to get only one product from the reaction of 1,3 - cyclohexadiene with HBr. Explain these distinct results. (b) One student, seeing the discussion of colleagues, commented that she obtained two distinct products when reacting 1,3,5-hexatriene with HBr, with different yields just by changing the reaction temperature. Explain the results she obtained using reaction mechanism and based on kinetic and thermodynamic control involving conjugated dienes.
7. f Which of the following is the product of the reaction of 1-hexyne with 1 mol of Br₂? (a) Abi (c) Br Br Br Br Br Br (e) Br Br Br Br
5. What is the major product of the following reactions? ( a) b) OH 2° OH Jones reagent H₂O Heat