Section B: Sigmatropic reactions Shade the circle for the correct phenol product resulting from the following Claisen rearrangement. Additionally, complete the arrow-pushing mechanism below to show how the desired product is formed. OH О Mechanism: OH [3,3]- sigmatropic shift A ? о OH OH о Cyclohexadienone Intermediate Tautomerization Product
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- 13). What is the major product of the following two reactions? H₂ H3C H3C NH (A) H3C ОН H3C NH₂ OH-, then H2O (D) H3C H₂ (В) CH3 ? H3C H3C (E) ОН NH (C) CH3 -CH₂он Mẹ 4. HSO4 → Product and name of the reaction is : NH – C – Me NH – C – Me (Hoffmann bromamide reaction) (Beckmann rearrangement) (а) (b) CN (c) (Curtius reaction) (d) None of theseWhen cyclohexene undergoes ozonolysis, and the resulting product is treated with excess LiAlH4, following by H₂O, the product is a diol. O True O False
- What is the product when (2R, 3R)-2-bromo-2,3-diphenylpentane undergoes an E2 reaction with EtONa? ph Br X (A) H3C. Ph (C) Ph Ph 3 Ph CH₂CH3 (B) H₂C Ph = Ph CH₂CH3 CH3 Ph. Học Ph (D) H₂C CH₂CH3 Ph H CH₂CH3CH3 NH3, H* H3C H3C CH: Substituted pyrroles are often prepared by treatment of a 1,4-diketone with ammonia in the presence of catalytic H*. The mechanism involves the following steps: 1) Protonation of the carbonyl oxygen and nucleophilic attack by ammonia form tetrahedral intermediate 1; 2) Proton transfer leads to protonated carbinolamine 2; 3) B-elimination leads to enamine 3; 4) Protonation of the carbonyl oxygen and nucleophilic attack by the amine form tetrahedral intermediate 4; 5) Proton transfer leads to protonated carbinolamine 5; 6) B-elimination leads to the final product. Write out the reaction mechanism on a separate sheet of paper, and then draw the structure of tetrahedral intermediate 4. • You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. Do not include lone pairs in your answer. ZI1 20 What sequence of reactions will accomplish the following synthetic transformation? & A CO,H LiAlH4 B LiAlH4 H/H₂O H/H₂O CrO 3/Ht D HO-CH₂-CH₂-OH, H+ C NaBH4 HO-CH,CH)-OH, H* -CH₂-OH CH3-CH₂-OH, H+ LiAlH4 H₂O/OH H₂O2 H/H₂O OH (aq)
- Identify the major and minor product(s) of the following reaction: of Br NaOEt ? ELOHQ12. (1-bromoethyl)benzene 1 udergoes an elimination following an E1 mechanism. Fill in the following synthetic scheme by drawing the structure of intermediate 2 and product 3. The chemical formula of product 3 is provided as guidance. CH; RDS Br C3Hg E1 2 3V. @Given the following mechanism fer me Y OCHS NaOH reaction show the detailed conversion of A to B •OCN3 CH3OH. OH (A) (B) c Ⓒ using the same detailed mechanism instead of cyclonexare ring as shown in product. B, propose and fer a product wil a cyclopentane ning instead of a cyclohexane viny. Ⓒ Exploumpand I with why campand (B) is preferred over the campanay campand with a cyclopentake ring..