1) Provide synthetic schemes for the following transformations starting from benzene in high yield and with high selectivity. Please show all the steps as well as reactants and reagents required for these steps in detail. You do not have to draw reaction mechanisms. a. b. HO3S Br NH2
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- Complete the synthesis of the following product from benzene and the given reagents. CH3C1 AIC13 [A] = [A] S03 H₂SO4 draw structure ... [B] + [p isomer] [B] = KMnO4 draw structure ... COOH SO3HEthers/Aldehydes/Ketones SynthesisPrepare the following compounds from any simple alkyl halide having four carbons or less,cyclohexane, and/or benzene. You may also use ethylene oxide (oxacyclopropane). SHOW ALLSTEPS AND REAGENTS with arrows.Describe a sequence of reactions by which 2-hexyne can be prepared from acetylene while minimizing the number of steps required. O 1. NANH2; 2. CH3CH2CH2Br; 3. NaNH2; 4. CH3B1 O 1. NANH2: 2. CH3Br; 3. CH3CH2CH2B1; O 1. NANH2; CH3Br; 3. NANH2; 4. CH3CH2CH2B O A or B O A or C
- SYNTHESIS Synthesize (2) two of the following compounds using cyclohexanol, or any organic reagent that has 4 or fewer carbons, and any common reagents d. CH3 С. но, е.4. Synthesize the following compounds. You may use acetylene, 1,3-cyclopentadiene, 1,4- cyclohexadiene, and any organic reagents (provided they contain no more than three carbons), and any inorganic reagents and solvents. [n.b. Problem C is synthesized from one compound.]. Name all target compounds (ignore stereochemistry). А. В. НО. OH D. C. H H. H H B.1. (cont.) CH3 Cl- -CF3 CH;NH2 (i) H ОН ČH,CH3 CH, 1. PBr,/pyridine (j) ОН 2. NaOH/DMSO 2. Using the given starting material and any necessary reagents indicate how the following syntheses can be carried out. ОН CH;CH,CHCH3 CH,CH,CH,COH OH CH;CH,CHCH3 CH;CH,C=CH .OTS OCH3 CH3 CH3 ОН 3. Propose a mechanism that accounts for the formation of the product shown during the following observed reaction. Be sure to show all intermediates. ОН H+
- Which set of reagents would be appropriate to synthesize bromobenzene from benzene? 1. HNO3 in H2SO4; 2. H2Cr04 and heat 1. H2CrO4 and heat; 2. H2 Pd/C Br2 and FeBr3 1. CH3CH2CHCI and AICI3; 2. H204 and heat 4B12 and Fe Heat and Br2 Br2, HCIQ16. What are the necessary reagents to perform the following synthesis? Choose the answer from the options below. DG (0) CH3MgBr/ether (1) NaBH4, (2) H3O*(aq) c) H₂, Pt d) (1) CH3MgBr/ether, (2) H3O*(aq) (ii) dilute HCl(aq) conc. H₂SO4(aq) conc. H₂SO4(aq) conc. H₂SO4(aq)Predict the major organic product for the following reaction sequence. Be sure your answer accounts for stereochemistry and regiochemistry, whe appropriate. If multiple stereoisomers are formed, be sure to draw all products using appropriate wedges and dashes. H₂C CH₂ 1. BH3, THF 2. H2O2, NaOH, H₂O 3. PB13 4. (CH3CH2CH2)2CuLi ?
- Q12. (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 33. Naphthalene undergoes electrophilic substitution at the a-position. Predict the organic products of the monosubstitution reactions of naphthalene with each of the following sets of Ha H reagents. a) Br2, FeBr3 b) HNO3, H2SO4 c) CICH₂CH3, AlCl3 d) (CH3)2CHOH, H₂SO4 e) CI-C- " AICI3 H. H H H H H В10) What is the major product of the following reactions? CH3 + HCI H₂O H* ? CH3CO3 H HBr 11) Which is more highly regioselective the addition of HCl to methylenecyclohexane or to 1- methylcyclohexene? Explain. What product(s) is/are formed when the following compound react with ozone and then with dimethyl sulfide (i.e. ozonolysis)? a) b)