When the compound is treated with bromine under conditions that favor monobromination, two stereoisomeric products are obtained. Identify the two products, and describe their relationship. Select all that apply.
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- For the following reaction, decide whether a solution of the products would be optically active or not and why. You will need to know the product of this reaction in order to solve this problem. To preview the image click here Br CH3 Na: CEN: acetone O Not optically active, achiral product is formed O Not optically active, racemic mixture is formed O Not optically active, a meso compound is formed O Optically active, a single enantiomer is formed9. Which compound reacts with both NaBH and H/Pt to produce the same product? A) 1 4 2 B) II III CHO ||| D) None of these 10. Reduction of a carbonyl to produce a stereogenic center A) occurs with the formation of both diastereomers. B) occurs with the formation of both enantiomers. (C) occurs stereospecifically yielding a single isomeric product. D) none of these. MgBr 11. Which reagent would you use to produce (S)-1-phenylethanol from phenyl methyl ketone (acetophenone)? 12. A) S-CBS reagent B) R-CBS reagent C) NaBH +S-CBS reagent 4 D) NaBH + R-CBS reagent 4 An aldehyde can be produced by the reaction of the compound shown with which reagent? A) B) || D IV OCH3 I) H₁/Pt III) LiAlH4 II) NaBH4 IV) DIBAL-H 13. LiAlH reacts with which of the following? 4 A) | H .0 CI 0 EtO. 0 B) C) III D) All of these I II III8) How are the compounds in each pair related to each other? Are they identical, enantiomers, or diastereomers? I, E, D and Br Br Br and Br Br Br Br Br and Br Br. Br and Br Br Br Br
- Draw the structure of an alkyl bromide with molecular formula CgH13Br that fits each description: (a) a 1° alkyl bromide with one stereogenic center; (b) a 2° alkyl bromide with two stereogenic centers; (c) an achiral 3° alkyl bromide.1) Draw the products of the following reactions. Draw stereoisomers and identify them as enantiomeric or diastereomeric pairs if applicable. H₂ Rh(PPh3)3ClDraw the kinetic and the thermodynamic addition products formed when one equivalent of HBr reacts with the following compound. (Draw a single product for each. Ignore stereochemical or chiral isomers.) kinetic product: Br CH3 HBr (one equivalent thermodynamic product: Нас, Br
- Use mechanism arrows to show the mechanism indicated for each reaction. Draw all possible regiochemical and stereochemical products and indicate if the reaction solution is optically active or not. OTS Ph NaNH, SN2 CH₂OH SN1 Is the reaction solution optically active: yes or no?. Is the reaction solution optically active: yes or no?Draw all products including stereoisomers for the following reaction: Br hvOne stereoisomer of 2,6-dibromocyclohexanol is labeled with a 13C isotope (indicated by an asterisk) at one of the C atoms bonded to Br. When this compound is treated with a strong base and heated, only the product shown is formed. Draw the stereoisomer of Br Br HOʻ NaOH Br Br 2,6-dibromocyclohexanol that is consistent with these results. Explain.
- Draw the organic product of the following reaction. H₂C-CH₂-C CH ● 1 NaH2 2. CH₂CH₂Br • You do not have to consider stereochemistry. • You do not have to explicitly draw Hatoms.2-Acetoxycyclohexyl tosylate reacts with acetate ion to form 1,2-cyclohexanediol diacetate. The reaction is stereospecific—that is, the stereoisomers obtained as products depend on the stereoisomer used as a reactant. Recall that because 2-acetoxycyclohexyl tosylate has two asymmetric centers, it has four stereoisomers—two are cis and two are trans. Explain the following observations: a. Both cis reactants form an optically active trans product, but each cis reactant forms a different trans product. b. Both trans reactants form the same racemic mixture. c. A trans reactant is more reactive than a cis reactant2-Acetoxycyclohexyl tosylate reacts with acetate ion to form 1,2-cyclohexanediol diacetate. The reaction is stereospecific—that is, the stereoisomers obtained as products depend on the stereoisomer used as a reactant. Recall that because 2-acetoxycyclohexyl tosylate has two asymmetric centers, it has four stereoisomers—two are cis and two are trans. Explain the following observations:a. Both cis reactants form an optically active trans product, but each cis reactant forms a different trans product.b. Both trans reactants form the same racemic mixture.c. A trans reactant is more reactive than a cis reactant.