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Organomagnesium compounds
The interaction of alkyl halide with Mg metal in a suitable ether solvent is the common method for the synthesis of the Grignard reagent.
Hydrolysis Grignard Reactions and Reduction
Organomagnesium halides are Grignard reagents. Francois Auguste Victor Grignard, a French chemist who received the Nobel Prize in Chemistry in 1912, created these highly useful reagents.
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- 10. E to CH3ONa a) Br₂ Br2 1. Mg /ether khan (A) (B) (C) (D) hv FeBr3 hv 2. CO2 3. H3O+ C1 B2 B3 B1 KMnO4 H+ C1 Mg, ether CHO b) 1. CH3Mgl H2SO4 HBr 1. Mgether khan A B D to 2. H3O+ peroxide 2. H₂C-CH2 ° CH3COCI AICI 3 1. C1 1. 03 G F E 2. H3O+ 2. Na₂S 3. H3O+The stereochemistry of the following alkenes are? CH2 a. b. с. d. (A) a: Z; b: Z; c: E; d: E (D) a: Z; b: E; c: E; d: E (B) a: Z; b: Z; c: Z; d: E (E) a: Z; b: Z; c: E; d: Z (C) a: E; b: Z; c: E; d: E(a) 1. LIAIH4, ether (e) 1. LIAIH4, ether Problem 17.9: Predict the major products in each of the following.
- Which of the following would accomplish the transformation below? a) 1. HSCH2CH2SH, H+; 2. H2, Raney Ni b) H2N-NH2, NaOH(aq), heat c) H2, Pd d) All of the aboveO (1) H20, H*; (2) Jones reagent (1) H20, H*; (2) PCC, CH2CI2 (1) conc. H2SO4: (2) Jones reagent O (1) H20, H*; (2) Tollens reagent (1) conc. H2SO4: (2) PCC, CH2CI2 O (1) conc. H2SO4: (2) Tollens reagent2) Provide the major organic product(s) for each of the following reactions. You may ignore drawing stereoisomers if formed. ( NH H2O, pH 6 2) 3) H3O* 1) NaOH, H2O H. 2) But-3-en-2-one (provide structure for product) 1) NaOEt, HOET 2) H3O* 1) NaOEt, HOEt 2) 3) H3O* 1) (CH,CH,CH,),CuLi THF, -78°C 2) CH3Br
- 19). What is the major organic product of the following reactions? LBCH COOH 2. Pyridine ? (-HB) (4) D C " & & & & &a) b) c) d) CI H3CH₂CC CH CO + CH3MgBr 1. 2 eq. PhMgBr 2. H3O+ 1. NaNH, 2. PhCHO 3. H₂O* Azculi + 1. ether 2. H30* -Br rBromoetherification, the addition of the elements of Br and OR to adouble bond, is a common method for constructing rings containingoxygen atoms. This reaction has been used in the synthesis of thepolyether antibiotic monensin (Problem 18.34). Draw a stepwisemechanism for the following intramolecular bromoetherification reaction.
- [5] What is major product ? Na `NH2 ? liq NH3 "NO2 H. "NH2 "NH2 "NH2 (e) (d) (b) (c) (a)Give the major organic product(s) of the following. Include stereochemistry when applicable. 1) Nal Br a) 2) NaCN, acetone 1) NaOC(CH3)3, heat d Br 2) BH₂ THF; 3) H,O,, NaOH(aq) b) c) d) c) 2) KOC(CH3)3, heat Copyright University of California Merced 2022 Br 1) NaOH, heat 2) MCPBA 1) KOC(CH3)3, heat 2) H3O+Draw and name ethers andheterocyclic ethers, includingepoxides. Explain the trends intheir boiling points, solubilities,and solvent properties