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- A key step in the synthesis of naproxen, an NSAID more commonly known by its brand name, Aleve (Section 3.9), is a coupling reaction of 2-bromo-6-methoxynaphthalene to form 2-methoxy-6-vinylnaphthalene. Show three different coupling reactions, and the required reagents, that could be used tocarry out this step.Give the major organic product of each reaction of γ‑valerolactone with each of the given six reagents under the conditions indicated. Do not draw any byproducts formed. Reagent 1. NaOH, H2O, heat, then H+, H2O 2. (CH3)2CHCH2CH2OH (excess), H+ 3. (CH3CH2)2NH and heat 4. CH3MgI (excess), ether, then H+/H2O 5. LiAlH4, ether, then H+/H2O 6. DIBAL, toluene, low temperature, then H+/H2OA key step in the synthesis of naproxen, an NSAID more commonly known by its brand name, Aleve (Section 3.9), is a coupling reaction of 2-bromo6-methoxynaphthalene to form 2-methoxy-6-vinylnaphthalene. Show three different coupling reactions, and the required reagents, that could be used to carry out this step.
- Nitrating methyl benzoate. 1.Describe the mechanism of EAS clearly and in detail 2. What is the effect of subtituent of the outcome of EAS；include 3 classes of subtituentsDoxaprost, an orally active bronchodilator patterned after the natural prostaglandins , is synthesized in the following series of reactions starting with ethyl 2-oxocyclopentanecarboxylate. Except for the Nef reaction in Step 8, we have seen examples of all other types of reactions involved in this synthesis. Q. Step 11 can best be described as a Grignard reaction with methylmagnesium bromide under very carefully controlled conditions. In addition to the observed reaction, what other Grignard reactions might take place in Step 11?-Reactions E1 and E2 with AlcoholsIt develops the following reaction mechanisms and the main and secondary products:
- Determine the reagents A, B, C, D, E and the structure of compounds I, II, II in the reaction belowIn each of the following electrophilic substitution reactions (i) as a first step show the“preactivation” or generation of an electrophilic species; (ii) using arrows provide a mechanisticexplanation of the course of the reaction (show all resonance structures contributing for intermediatearenium ion stabilization); (iii) write all major products of the reaction. Friedel-Crafts acylation of anisole with 2-methylpropanoyl chloride ((CH3)2-CH-COCl) inthe presence of AlCl3 as a catalyst.3-Bromocyclohexene is a secondary halide, and benzyl bromide is a primary halide. Both halides undergo SN1 substitution about as fast as most tertiary halides. Use resonance structures to explain this enhanced reactivity.
- Organotin compounds play a significant role in diverse industrial applications. They have been used as plastic stabilizers and as pesticides or fungicides. One method used to prepare simple tetraalkylstannanes is the controlled direct reaction of liquid tin(IV) chloride with highly reactive trialkylaluminum compounds, such as liquid triethylaluminum (Al(CzHs)3). 3SnCl4 + 4Al(C2H5)3 → 3Sn(C2H5)4 + 4AlCl3 In one experiment, 0.160 L of SnCl4 (d= 2.226 g/mL) was treated with 0.346 L of triethylaluminum (Al(C2H5)3); d = 0.835 g/mL). What is the theoretical yield in this experiment (mass of tetraethylstannane, Sn(C2H5)4)? If 0.257L of tetraethylstannane (d= 1.187 g/mL) were actually isolated in this experiment, what was the percent yield?For butenafine, develop a synthesis that starts with napthalene and benzene. (aromatic methyl groups can be converted to alkyl bromides using Br2/light, and aldehydes by heating the alkyl bromide in DMSO, eg. ArCH3 to ArCH2Br then to ArCHO).Organotin compounds play a significant role in diverse industrial applications. They have been used as plastic stabilizers and as pesticides or fungicides.One method used to prepare simple tetraalkylstannanes is the controlled direct reaction of liquid tin(IV) chloride with highly reactive trialkylaluminum compounds, such as liquid triethylaluminum (Al(C2H5)3). 3SnCl4 + 4Al(C2H5)3 3Sn(C2H5)4 + 4AlCl3 In one experiment, 0.230 L of SnCl4 (d = 2.226 g/mL) was treated with 0.396 L of triethylaluminum (Al(C2H5)3); d = 0.835 g/mL). If 0.335 L of tetraethylstannane (d = 1.187 g/mL) were actually isolated in this experiment, what was the percent yield?