2. Predict the products of the following reaction. ( CH3 HCI H₂C=CC=CH₂ CH3 a. Identify the kinetic product and the thermodynamic product. b. Propose a reasonable mechanism for each of the products. (
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- Ff.166.13.a. Give the mechanism(s) and product(s) for the reaction below. Show stereochemistry. CH3 H3C CH3 ||||C KOtBu tBuOH4. Use the reactant below to perform two separate reactions. Give the mechanism(s) and product(s) for each reaction. Show stereochemistry and be clear in your work. Use chair form. KOEt, EtOH t-Bu |||| H3O+
- 4. Protonation of alcohol A and subsequent loss of water, produces the intermediate B. CH3 CH; CH, CH, — с — сH, CH, CH;CH, - C- CH, CH; | OH A B (a) (i) Name alcohol A. (11) What type of species is intermediate B? (iii) Draw the structures of the two alkenes which can be formed from species B by removal of a proton. Label as C the alkene which shows geometrical isomerism. (b) The intermediate B is readily attacked by nucleophiles such as water. What is the essential feature of a nucleophile? (c) State what final colour you would see if alcohol A were warmed with acidified potassium dichromate(VI). Explain your answer. Colour Explanation . (ii) Draw two structural isomers of alcohol A which form branched chain ketones when heated with acidified potassium dichromate(VI), but which could not form alkene C on dehydration.7. Give a Mechanism for the following reaction; show formal charges and significant intermediates. e CH3CH₂NH2 H3O+ N CH₂CH3 + H₂OGive the product and mechanism for the following reaction. Be sure to include all mechanism arrows, lone pairs, and formal charges in your mechanism. The product is an alkene.
- Predict the dehydrohalogenation product(s) that result when the following alkyl halides are heated in alcoholic KOH. When more than one product can be formed, rank them in terms of their predicted stability (1 is most stable isomer, 2 the next most stable isomer, etc...) a) b) HD HD H CH3 ''CI H CH3 Br 'Br KOH EtOH KOH EtOH KOH EtOH8. Propose a mechanism for the light-initlated free-radical monofluorination of ethane: CH;CH, + F2 → CH;CH,F + HF (a) Show both initiation and propagation steps. (b) Calculate AH° for each step in the reaction and characterize each as exothermic or endothermic. (c) Calculate the overall value of AH° for this reaction (omit the initiation step).CH3 CH3 CH3 CH;=ĊCH,CHCH;OH H2SO4, H3C H3C Referring to the above reaction: 1. Which atom does the H2SO4 first remove? 2. Identify the reaction if it's hydrogenation, hydrohalogenation, etc. 3. Propose a mechanism for the reaction, using the arrow formalism to indicate the flow of electrons.
- An alkene having the molecular formula C11H20 is treated sequentially with ozone (O3) and zinc/acetic acid to give the product/s shown. CH;CH2ČCH,CH3 Draw a structural formula for the alkene. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. In cases where there is more than one answer, just draw one. C opy aste ChemDoodleFor the reaction run at room temperature, compound I is formed. However, over prolonged reaction time, compound II becomes the major product. Which explains this phenomenon? H. но II O Compound Il is the both the thermodynamic and kinetic product. O Compound I is the kinetic product and compound II is the thermodynamic product. O Compound l is the thermodynamic product and compound Il is the kinetic product. O Compound l is the both the thermodynamic and kinetic product. O Both compounds I and II are the thermodynamic products. O Both compounds I and II are the kinetic products. %DCS41 10.) Chapter 7: E2 SNI + EI SN1+ E1 Mechanisms. Using correct mechanistic arrows, provide the step-by-step mechanism that demonstrates how the following reactions proceed to afford both substitution and elimination products via SN1 and E1. You do not need to show stereochemistry while providing the mechanism, but show correct stereochemistry in the final product(s). If there is more than one product feel free to write +E or +D as appropriate (or just write your products). C341 Br CH3NH2 CH3CH2OH CH₂OH Br CH3CH₂OH A Page 5 of Chapter 7: E2 SNI + E1
