Capsaicin, the spicy component of hot peppers, can be prepared from amine X and acid chloride Y. Devise a synthesis of Y from (4E)-6-methyl-4-hepten-1-ol [(CH3).CHCH=CH(CH2),OH), CH(CO,Et)2, and any required inorganic reagents. CH,O. CH,0. NH2 но но capsaícin
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- KMnO4, warm, conc'd reacts with hept-1-ene to yield __________. CO2, hex-1-ene CO2, hexanoic acid Formic acid, pentanoic acid Ethanoic acid, pentanal Formic acid, hexanoneFor 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).i. When But-1-ene (CH3CH2-CH=CH2) is treated with HBr in the presence of a peroxide, give the name and structure of the product. ii. Give the structure of the product from the reaction of propanal with 1M ethanol in dry acid. iii. What happens when Further 1M of ethanol is added to above (ii) ?
- 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.d. Reaction with CH3MgI (excess), ether; then H+/H2O e. Reaction with LiAlH4, ether; then H+/H2O f. Reaction with DIBAL (diisobutylaluminum hydride), toluene, low temperature; then H+/H2OTunicates are marine animals that are called "sea squirts" because when they are taken out of water, they tend to contract and expel seawater. Lepadiformine is a cytotoxic agent (toxic to cells) isolated from a marine tunicate. During a recent synthesis of lepadiformine, the investigators observed the formation of an interesting by-product (3) while treating diol 1 with a reagent similar in function to PBr3 (J. Org. Chem. 2012, 77, 3390–3400):
- Triethyloxonium tetrafluoroborate, (CH3CH2)3O+ BF4 −, is a solid with melting point 91–92 °C. Show how this reagent can transfer an ethyl group to a nucleophile (Nuc:−) in an SN2 reaction. What is the leaving group? Why might this reagent be preferred to using an ethyl halide?A mixture of 0.10 mol benzene and 0.10 mol p-xylene was allowed to react with 0.10 mol nitronium ion until all the nitronium ion was gone. Two products were obtained: 0.002 mol of one and 0.098 mol of the other. a. What was the major product? b. Why was more of one product obtained than of the other?Predict the organic products of the reaction of 2 butene with each reagent. Be sure to indicate stereochemistry and regioselectivity where appropriate. a. Br2 in H2O b. Hg(OAc)2, H2O c. Product from (b) + NaBH4
- True or false? 2-bromo-2-methylpropane undergoes SN1 rather than SN2 because the nucleophile experiences steric hindrance, and a stable carbocation can be formed. When hydroxide ion reacts with 1-chloropropane the main product is 1-propanol.Benzene is one of the compounds used as octane enhancers in unleaded gasoline. It is manufactured by thecatalytic conversion of acetylene to benzene: 3C2 H2(g) ⇌ C6 H6(g). Which value of Kc would make this reactionmost useful commercially? Kc ≈ 0.01, Kc ≈ 1, or Kc ≈ 10. Explain your answerExplain the following result. Although alkenes are generally more reactive than alkynes towards electrophiles, the reaction of Cl2 with but-2-yne can be stopped after one equivalent of Cl2 has been added.