1) Show how m-toluidine (shown on the right) can be converterd to the following compounds using any neccesary reagents. (You can use a previously synthesized compound to carry on). a) H₂C- b) d) m-toluonitrile H₂C c) H₂C m-iodotoluene H₂C. CN m-cresol .OH CHÍNH, H.C.
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- What reagents would you use to carry out the following reaction? (A) H₂ / Pt (B) (C) (D) H₂/Lindlar's ??? Li, EtNH₂ followed by NH4Cl H₂O₂ / NaOHWhich is the major substitution product of the reaction shown? (A) OEt (C) (E) no reaction Br NaOEt © 2019 ProtonGuru.com (B) (D) OEt (F) a mixture of more than oneProvide a plausible arrow pushing mechanism for the reaction below. 1 eq. H20 MEOH Но. OMe cat. H-A OH
- Electrostatic potential maps of anisole and thioanisole are shown. Which do you think is the stronger acid, p-methoxybenzoic acid or p-(methylthio)benzoic acid? Explain.The key step in a reported laboratory synthesis of sativene, a hydrocarbon isolated from the mold Helminthosporium sativum, involves the following base treatment of a keto tosylate. What kind of reaction is occurring? How would you complete the synthesis?1.When 2-methyl-1-butanol is dehydrated in an acid medi- um to an alkene, it yelds mainly 2-methyl-2-butene rather than 2-methyl-1-butene. This indicates that the dehydra- tion to an alkene is at least a two-step reaction. Suggest a mechanism to explain the reaction.
- 3) Show how you would synthesize the following Compounds, storting with benzene or toluene ond ASSume any necessory pro duct (ond seperoble from ortho) in ortho, pora reogents, poro is the mogor mixture c)o- chlorobenzoic ocid d) m- chloronitro benzenePropose a mechanism for the followingreaction.Provide a stepwise synthesis of 1-cyclopentylethanamine using the Gabriel synthesis. NH NK NH HO. OH NH2 Кон; ;H3O+ KOH; ;H30* "Br LIAIH4; ; H3O* Br LIAIH4;
- Reaction of p-cresol with two equivalents of 2-methylprop-1-ene affordsBHT, a preservative with molecular formula C15H24O. BHT gives thefollowing 1H NMR spectral data: 1.4 (singlet, 18 H), 2.27 (singlet, 3 H), 5.0(singlet, 1 H), and 7.0 (singlet, 2 H) ppm. What is the structure of BHT?Draw a stepwise mechanism illustrating how it is formed.5. Show how you can synthesize the following compounds COOH (A) from benzene CI CI .CI from benzene (B) m-iodoaniline from benzene (C) (D) p-chlorobenzamide from benzeneWhich of the following is a major product of the reaction shown? (CH3),CHCH;NH2 **** HN- H* (cat./H;0 (A) (B) N- (C) (D) Compound D OCompound C O Compound A Compound B