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- For alkenes A, B, and C: (a) Rank A, B, and C in order of increasing heat of hydrogenation; (b) rank A, B, and C in order of increasing rate of reaction with Hạ, Pd-C; (c) draw the products formed when each alkene is treated with ozone, followed by Zn, H,0. A. BTo preview image click here 3D/sahorse structure Ph Br Ph Newman projection Alkene Product For the following compound a) Draw the 3-D structure in the reactive conformation for a E2 elimination using wedge/dashed bonds to indicate stereochemistry. b) Draw a Newman projection in the reactive conformation for E2 elimination c) Give the alkene product obtained upon a E2 elimination using a non-bulky base.Problem 8.2 Classify each alkene in the following vitamins by the number of carbon substituents bonded to the double bond. OH b. vitamin A vitamin D, HO
- Problem 8.21: Draw all the stereoisomers of 3-bromo-4-methylhexane. a. How many stereoisomers can you draw? Classify the stereoisomers as enantiomers and diastereomers. b. Consider E2 elimination across C3-C4 bond for all stereoisomers. How many alkene products can you draw and how are they related to each other? Problem 8.22: Rank the following alkyl halides in decreasing order of reactivity towards E2 reaction (most reactive -3 and least reactive -1). a. b. Br Br CH3 CH(CH3)2 Br CH3CH2OH Br CH3 CH(CH3)2 CH(CH3)2 Problem 8.23: The following reaction is an E1 reaction. Draw and energy diagram to represent the reactants, products and intermediate. Xor CH3 + Br BrDraw the structures of A -D from the following electrocyclic and cycloaddition reactions. CH heat hv B D. CH38.2 Which alkene gives the product via hydroboration- oxidation? 1. BH3 2. H₂O2, NaOH ОН
- • Draw the curved arrow mechanism for the following reaction. o Show all electrons, spectator ions, formal charges, and intermediates. o Only account for the products shown. • Account for any stereochemistry and regiochemistry provided. Overall Reaction 1. 1 equiv CH₂MgBr, ether 2 water workup OH + enantiomerFill in the blank: The acid catalyzed hydration of alkenes (addition of H2O/H2SO4) is: A) a polar mechanism with carbocation intermediate B) a radical mechanism with carbon radical intermediate C) a concerted reactionc) Classify the reaction below as an oxidation, a reduction, or neither.cis-pent-2-ene → pentaneA) oxidationB) reductionC) neitherAnswer: 2) Which of the following compounds has carbon in the highest oxidation state?A) CO2B) CH3COCH3C) CH3CH2OHD) CH3C(OCH2CH3)3Answer: 3) Which of the following reagents is the best choice for oxidizing a primary alcohol toan aldehyde?A) H2CrO4B) pyridinium chlorochromateC) Na2Cr2O7, H2SO4D) KMnO4E) LiAlH4Answer:
- For alkenes A, B, C, and D: (a) Rank A—D in order of increasing heat ofhydrogenation; (b) rank A—D in order of increasing rate of reaction withH2, Pd-C; (c) draw the products formed when each alkene is treated withozone, followed by Zn, H2O.Problem 8.20 Which mechanism, E1 or E2, will occur in each reaction? to b. + OCH₂ - + H₂O - 1 . d. + CH₂OH Br -OC(CH3)3Draw the structures of organic compounds A and B. Indicate stereochemistry where applicable H2 Lindlar's H2O H,O* OH 1. NaNH2 catalyst H-C=C-H compound A compound B 2. CH3CH2CH2Br (1 equiv.)