In the bromination of stilbene experiment, trans-stilbene (E-stilbene) is used. If cis-stilbene (Z-stilbene) was used, would the product be an enantiomer or diastereomer of the product obtained with trans-stilbene. Explain.
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In the bromination of stilbene experiment, trans-stilbene (E-stilbene) is used. If cis-stilbene (Z-stilbene) was used, would the product be an enantiomer or diastereomer of the product obtained with trans-stilbene. Explain.
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- In the bromination of stilbene experiment, trans-stilbene is used. If cis-stilbene was used, would the product be an enantiomer or diastereomer of the product obtained with trans-stilbene. Give a brief explanation why.In 1935, J. Bredt, a German chemist, proposed that a bicycloalkene could not have a double bond at a bridgehead carbon unless one of the rings containsat least eight carbons. This is known as Bredt’s rule. Explain why there cannot be a double bond at this position.What would the resulting products of bromine to trans-stilbene look like if the bromonium ion did NOT prevent free rotation?
- Compound W shows stereoisomerism. Why are such isomers formed in approximately equimolar quantities no matter the synthetic pathway used for the preparation of the compound?In 1935, J. Bredt, a German chemist, proposed that a bicycloalkene could not have a double bond at a bridgehead carbon unless one of the rings contains at least eight carbons. This is known as Bredt’s rule. Explain why there cannot be a double bond at this position.what is the stereochemistry involved in the rducing benzil experiment. And write the definition and give examples of : meso compound, racemic mixture, enantiomer, and diastereomer.
- Isomerization of (R)-Carvone What is the mechanism of the attached reaction and the final product(s)?b) Optical isomers can often be formed during these reactions. For products A-H indicate how many different optical isomers you expect to form for each from these reactions (you do not have to indicate whether they are diastereomers/enantiomers). c) In the preparation of substance D by ozonolysis, the second step is necessary treatment of the reaction mixture with zinc in acetic acid. If we forgot this step, we would get substance V instead of substance D, which would probably explode when isolated. What is the structure of substance V? *24 X 1: ozone V e) What products do you expect to form if they react with alkene X: I - HBr in diethyl ether; II - Brl in methanol; III - PhSCI in diethyl ether; IV - Selectfluor in methanol. P M EtOH NA EtONa PhSNa EtOH E H+ O TsCl Pyridín F- T2, Pd/C G4 mCPBA H₂SO4 10 %, H₂O 1: BH3 H◄ 2: H₂O₂ ill X Br₂ cyclohexane HCI A > В B HBr warmth, benzoylperoxid 1: ozone 2: Zn, ACOH Mg THF с D D₂O K I + J NaOHPropose the synthesis of chiral molecule A from D-lactic acid and methyl isobutyrate and any other building block/reagent. Note: your synthesis should involve protection of the hydroxyl group of D-lactic acid to form a chelating (or non-chelating) ether. HO₂C OH .... CH3 D-lactic acid + H3C CH3 OCH3 methyl isobutyrate H3C H3C HO CH 3 A
- 20. Identify each asymmetric carbon atom in the following examples, and determine (if chiral) the (R) or the (S) configuration. 21. Explain the terms with suitable examples: (a) Inductive and Field effects (b) Electromeric effect (c) Mesomeric effect (d) l-strain (e) B-strain (f) F-strain and (g) Hyperconjugation. 22. Draw the energy diagram of thermodynamic control and kinetic control of a reaction. 23. How can you classify the major reactive intermediates in organic chemistry? Give examples. 24. Write the mechanism of the following reaction: CH,OH Br 25. Write a rational mechanism for the reaction of 2-Methyl-2-butanol with a strong acid. 26. 1-Butanol is heated with HBr. Write the detailed mechanism of the reaction. 27. 2-Bromobutane is heated with NaOH. Write the detailed mechanism of the reaction.Provide an illustration of resolution of a racemate mixture using diasteromer formation. Provide the structure of the two forms of the racemates selected. Provide the structure of the single enentiomer chosen for the reaction. Provide the structures of the diastereomeric products.In laboratory, Dr. Nur found out that the hydrolysis of nitriles (R—CN) when heated under reflux with dilute sulfuric acid yielded a major compound A. When compound A reacts with element N it showed that two products are produced (salt and gas). Meanwhile, the reaction of compound A with methanol yielded aromatic scent of compound B. She also noticed two products (compounds C and D) were obtained when she react compound B with reagent Lithium Aluminium Hydride (LiAlH4). Dr. Nur was observed compound C can be prepared naturally in the presence of enzymes in yeast through anaerobic conditions. Further investigation showed when compounds C and D can react with acidified potassium permanganate will produce compound (compounds E and F) with similar functional group. Dr. Nur also discovered compound E will produce silver mirror when react with reagent M and vice versa from compound F. Identify the possible expanded structure of compound A, B, C, D, E and F. Predict the…