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- Provide the reagents necessary to carry out the conversion shown. 1. H2O; 2. KMnO4 1. O3; 2. DMS; 3. Na2Cr2O7/H2SO4/H2O 1. NaOH, Br2; 2. DMS; 3. H2O/heat 1. O3; 2. DMS; 3. KMnO4 1. DMS; 2. H2O2/heatPropose a mechanism for this isomerization.When warmed in dilute sulfuric acid, 1-phenyl-1,2-propanediol undergoes dehydration and rearrangement to give 2-phenylpropanal. (a) Propose a mechanism for this example of a pinacol rearrangement (Section 10.7). (b) Account for the fact that 2-phenylpropanal is formed rather than its constitutional isomer, 1-phenyl-1-propanone.
- In the early age of the development of Organometallilc Chemistry, the preparation of Organometallic Compound containing M-R(R: alkyl group) bond always led to the decomposition of the M-R bond. It was later known to be caused by the so called “beta-hydrogen elimination” process. Which of the following statements is not correct? This process can be prevented by using all halogenated alkyl group. This process can be prevented by carrying out reaction at high temperature. The Grignard’s reagent, RMgX or R2Mg is stable and does not undergo “b-hydrogen elimination” process. The anti-knocking agent, Pb(C2H5)4 is stable and does not undergo “b-hydrogen elimination” process. The ferrocene, Cp2Fe, is free from the “b-hydrogen elimination” process.Rank the species below in order of increasing nucleophilicity in protic solvent. I. H2O II. CH3S— III. CH3COO— IV. t-BuO— I, II, IV, III I, III, II, IV I, III, IV, II I, II, III, IVTunicates 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):
- 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?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?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 + 4AI(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 0.257 L of tetraethylstannane (d= 1.187 g/mL) were actually isolated in this experiment, what was the percent yield?
- 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 answerChoose the best reagents from the list provided below for carrying out the following conversion. Match the reagent with the step number. HCl (aq), Zn(Hg) KMnO4, H3O+ CH3Cl, AlCl3 HNO3, H2SO4 Cl2, FeCl3 fuming sulfuric acidAn organic chemistry experiment involves a nucleophilic substitution (SN2) reaction using 1-iodobutane and 2-naphthoxide ion. The 2-naphthoxide ion is generated from 2-naphthol and sodium hydroxide in an ethanol solvent. The experiment includes steps like generating the nucleophile, conducting the SN2 reaction, and analyzing the product using 1H NMR spectroscopy. Question: Write the structure of the undesired side product if CH3CH2O‾ (ethoxide) reacts with 1-iodobutane.