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- (b) Write the mechanism for the formation of products in following reaction. Clearly show the intermediates in the reaction. Which product is a kinetically controlled and which one is the thermodynamically controlled product? CH3 CI. CI. A½O3, HCI H Ph-C=C-CH3 Ph CH3 Ph H.3. (i) Classify the following carbocations (methyl, primary, secondary, tertiary, benzylic, allyl, or vinyl). (ii) Which of the following carbocations is more stable? (iii) What kind of rearrangement (methyl shift, alkyl shift, hydride shift, anion shift, other) can be used to interconvert these carbocations? + +The cis and trans 2-butene stereoisomers have the following rate constant values associated with the electrophilic addition of water in an acid medium at the same temperature. what is the difference between the two values through the energy profile of each reaction. CH3 H,O productos H+ H3C k = 3.51 x 10- M's1 H3C CH3 H,0 > productos H+ k = 8.32 x 10®M's1
- CH3 HCH₂CH₂C CH3 CH3CHCH₂CH₂C-OCH₂CH₂CHCH3 NaOH, H₂O a. Draw the structure of the tetrahedral intermediate INITIALLY-FORMED in the reaction shown. • You do not have to consider stereochemistry. • Do not include counter-ions, e.g., Na+, I´, in your answer. • In cases where there is more than one answer, just draw one.Schlapbach and Hoffmann used a stereoelectronic effect to control the stereochemistry of the reaction below. Draw the structure of the transition states for competing reactions to explain the origin of stereoselectivity. lag X = CI, OR, N(Me)SO₂R R H + Me R OH Me Xreactions. Be sure to show any significant stereochemical details. (a) I. Nall. CS 2. CH,I 3. heat (b) 1. BULI, LICI 2.MeCu(CN)LI (c) CH, Zn-Cu CH,l,, ether (d) CH,CO,H LOET (e) Br Zn, THO.
- 9. Write structural formulas for the major organic product(s) for the following reactions. Be sure to indicate stereochemistry when relevant. (CH;CH,CH,),CuLi (a) Cl Br PAL2 (b) HO (c) CH;CH,CH,CH,OH C,H5MgBr 10. Propose a reasonable mechanism for the following reaction Be sure to include all intermediates. (transition states are not necessary) Br Br hv CH3-CH=C(CH3)2 + Br, ČH,-CH=C(CH3)2 CH2=CH–Ċ(CH3)2 11. Indicate how each of the following compounds could be prepared using the given starting material CH;CH,CH,CH3 CH;CH,CH,CH,Br CH;CH,CH,CH3 H,C=CH-CH=CH2 Br CH;CHCH,CH3 CH;CH=CCH,CH3 CH3In this chapter, reversibility was discussed only in terms of SN2, SN1, E2, and E1 reactions, but the ideas apply to other reactions as well. Considering charge stability, determine whether each of the following elementary steps is reversible or irreversible. (a) (b) (c) H CH3 :? HÖ:Which of the following represents the correct transition state for a hydroboration reaction mechanism (use the correct number or your answer: 1, 2, 3, or 4)? Also, answer any follow-up questions. Anne + BH₂ CH₂ H₂B----H Hiine. R 2 CH₂ H 3 ansition state of hydroboration is best described by structure number -CH₂ "do e term (one word) that describes the stereocontrol of the hydroboration reaction? te da term that describes the regiocontrol of the hydroboration reaction? the term (one word) that best describes how the bonds are broken and formed in the first step of a hydroboration ism? 4 BH₂ CH₂2 hp
- 2. Show the mechanism with arrow formalism to show the formation of the most stable product. Which of the following terms apply to the mechanism(s) i) Regioselectivity (ii)stereoselectivity (iii)stereospecificity. Explain H+ (aq) from sulfuric acid NaCN most stable productThe compound below is treated with chlorine in the presence of light. CH3 CH3CHCH,CH3 Draw the structure for the organic radical species produced by reaction of the compound with a chlorine atom. Assume reaction occurs at the weakest C-H bond. • You do not have to consider stereochemistry. You do not have to explicitly draw H atoms.Give the structures of the free-radical intermediates in the peroxide-initiated reaction of HBr with the following alkene. Include all lone-pair electrons and unpaired electrons. Hint: the radicals do not coexist in the same mechanistic step. сCH2 Hint: One organic radical and one inorganic radical.