EBK ORGANIC CHEMISTRY-PRINT COMPANION (
4th Edition
ISBN: 9781119776741
Author: Klein
Publisher: WILEY CONS
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Bogorol A is a natural product with the potential to fight antibiotic-resistant bacteria. Shown below is an intermediate that was used in a synthesis of bogorol A. Assign the configuration of the alkene unit as either Z or E.
a. Z
b. E
Explain why the addition of HBr to alkenes A and C is regioselective, forming addition products B and D, respectively.
2..Identify the alkene and the other reagent(s) that were used to produce each of the following compounds:
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- An alkene G (C6H12) reacts with cold basic KMnO4 to produce H (C6H14O2). Hydrogenation of Gproduces I (C6H14). Ozonolysis of G produces propanone (CH3COCH3) and propanal(CH3CH2CHO).a) Draw the structure of G, H, I.b) State the reagent(s) and condition for ozonolysis reactionarrow_forwardDraw the structure for an alkene that gives the following reaction product. 7 CH2l2, Zn/Cu Ignore alkene stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. / [F ?arrow_forwardA certain hydrocarbon had the molecular formula C16H26 and contained two triple bonds. Ozonolysis gave CH3(CH2), CO₂H and HO₂CCH2CH2CH2CH2CO₂H as the only products. Draw a reasonable structure for this hydrocarbon. Click and drag to start drawing a structure. D:arrow_forward
- Predict the oxidation product of treating the given alkene with a peroxyacid reagent. Omit byproducts. Draw the oxidation product. エarrow_forwardDraw the organic product that is expected to form when the following compound is oxidized under biological conditions. oxidation reduction CH₂CH₂CH₂CH.SH You do not have to consider stereochemistry. . You do not have to explicitly draw H atoms. . If no reaction occurs, draw the organic starting material. 44495 000- AIFarrow_forwarda. Draw the two chair forms for compound A, being careful to show the stereoisomergiven above. You may use shorthand R in your drawings. Indicate the MAJOR and MINORconformations b. Using curved-arrow convention and the correct chair form of Compound A, show themechanism for the formation of alkene C from Compound A. You may use B: to indicatethe base.arrow_forward
- 6) 25pts. Draw the structure of the major alkene product (or products) formed by treatment of each of the following haloalkanes with sodium ethoxide in ethanol. Assume the mechanism is E2 elimination. t-BuO K t-BUOH Br CH3 Eto Na F ETOH CH2CH3 CI H- Eto Na -CH2CH3 ELOH H- ČH3 Br Eto Na ELOH CH3 CI, H Eto Na CH2CH3 H3C H D ELOHarrow_forwardProvide the IUPAC name for the following. You may use either the 'prefix-2-alkene' or the 'prefixalk-2-ene' namine convention, but don't forget to include any stereoisomerism in your name if relevant. C₁ b.arrow_forwardDraw the alkene that would react with the reagent given to account for the product formed. CH3 HCI CH3 CHCCH, ? + Či CH3 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.arrow_forward
- Draw the alkene structure that produced the following compounds in a ozonolysis reaction as specified. 1. O3 2. (CH3)2S 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.arrow_forwardMyrcene is an essential oil and a monoterpene that can be found in cannabis, hops, bay and the South African shrub Adenandra Villosa. What are the three different molecules that would be found if myrcene was subject to ozonolysis? 6. Myrcene 7. Draw the two possible alkene structures (C.Hi2) that could produce the following molecules after ozonolysis.arrow_forwardChemistry The following chemical trabsformation: the alkene compound X can be isomerized to compound Y by treatment with TsOH. Please draw a detailed stepwise reaction mechanism using arrows to indicate the electron flows.arrow_forward
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