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- Propose a synthesis of each of the following compounds below. For the Grignard reaction, list all possibilities. a. b. C. NH₂ CI from CH₂CH₂CH3 NO₂ from HOSelect from the Table provided the reagent you would use to carry out each of the transformations below. Reagents Available а. КОН e. Hg(OAc)2, H2O; then NaBH4 i. O3; then Zn, H3O* b. KMNO4, H3O* f. OsO4; then NaHSO3 j. H2SO4 С. На, Pd g. BH3; then H2O2, "OH k. Cl2 d. CH212, Zn(Cu) h. CHCI3, KOH Co,H , then H3O* I. CI H3C O || CH3CHCH CH3 ? CH;CH=CHCHCH3 CH3CH + CH3 CH3 ? CH3CCH2CH3 H3CC=CHCH3 ÓHBromo compound N can undergo substitution with nucleophiles X to give mixtures of products O and P as shown below. Explain how this is possible, and suggest an explanation for the observation that the proportion of product P increases with increasing solvent polarity. F N Br X- O X ...X F P
- In synthesis shown in box, which of the following reagents is expected to give the indicated product ? 1. in high yield? HO. 2. HС, Н,О A) LIAIH4 B) NaH C) NABH4 D) SOCI2 A OD B.Show how products A, B and C can be derived from each of the starting material. More than one step is required. (i). (ii). (iii). OH OH Step 1 Step 2 Step 1 Step 2 Step 1 Br -Br Compound A Compound B Step 2 CI OH Compound C6. Provide the structure for the major product in the following reactions. b. P f. OH g. Lia * Oia ملی CI 1. SOCI₂, pyr. 2. to Br 2 1. LIAIH4 (xs) 2. H₂O 1. LIAI(OR) 3H 2. H₂O 2. NH₂ Et₂CuLi 1. EtMgBr (xs) 2. H₂O 1. Mg 2. CO₂ 3. H* 4. SOCI₂, pyr 1. [H], NaBH3CN, EtNH₂ CI pyridine
- Predict the reagent(s) needed to produce this product(s). H. O O A B C D E 1. Os04 (catalytic) 2. NMO 1. OsO4, H2O 2. NaIO4 3. Na2S2O3, H₂O 1. KMnO4, OH¯ (warm) 2. H3O+ 1. mCPBA 2. H3O+ mCPBA DoneWhich compound is the major product of the reaction below? QH (1) LIAIH,/ether N. N. N. (2) H* (dil.)/H,O (A) (B) HO, (C) (D) O Compound B O Compound A Compound C Compound D4. Propose a mechanism for the reaction shown below olig Mechanism NaOH heat C13H14O
- 7. Each of the following synthesis will not produce the desired product. Explain the flaw in each synthesis. NO2 1. HNO3, H2SO4, 2. EtCI, AICI3 а.For the reaction sequence below, select the expected major product. 1) Br2 2) 3 eq. NANH2/NH3 3) H20What is the major organic product of the following sequence of reactions? OH A. B. SOCI₂ ZI NH₂ NaCN C. D. NH₂ NH₂ 1. LIAIH4 2. H3O+