Compound (2E,4Z,6Z,8E)-2,4,6,8-decatetraene has been cyclized to give 7,8-dimethyl- 1,3,5- cyclooctatriene. Predict the manner of ring-closure-conrotatory or disrotatory-for both thermal and photochemical reactions and predict the stereochemistry of the product in each case. Show the outermost molecular orbital cyclizaion.
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- Reaction of iodoethane with CN- yields a small amount of isonitrile, CH3CH2N≡C, along with the nitrile CH3CH2N≡N, as the major product. Write electron-dot structures for both products, assign formal charges as necessary, and propose mechanisms to account for their formation.Predict the products for the hydrohalogenation reaction of 1-methyl-1,3-cyclohexadiene with 1 equivalent of HBr in thermodynamic conditions.15) Ignoring stereochemistry, the 1:1 reaction of chlorine with 1,3-cyclohexadiene at 25°C in the dark and in the absence of peroxide forms which of these? C1 C1 C1 6 & 60 C1 I II III IV C1 C1
- (2E,4Z,6Z,8E)-decatetraene has been cyclized to give 7,8-dimethy-1,3,5-cyclooctatriene. Predict the manner of ring-closure conrotatory or disrotatory for both thermal and photochemical reactions, and predict the stereochemistry of product in each case. Show how to get the answerThe reaction of 2,2-dimethyl-1-propanol [(CH3)3CCH2OH], also known by the common name neopentyl alcohol, with HBr is very slow and gives 2-bromo-2-methylbutane as the major product.Give a mechanistic explanation for these observations.Phenol reacts with three equivalents of bromine in CCl4 (in the dark) to give a product of formula C6H3OBr3. When thisproduct is added to bromine water, a yellow solid of molecular formula C6H2OBr4 precipitates out of the solution. The IRspectrum of the yellow precipitate shows a strong absorption (much like that of a quinone) around 1680 cm-1. Proposestructures for the two products
- Addition of m-xylene to the strongly acidic solvent HF/SbF5 at 45C gives a new species, which shows 1H-NMR resonances at 2.88 (3H), 3.00 (3H), 4.67 (2H), 7.93 (1H), 7.83 (1H), and 8.68 (1H). Assign a structure to the species giving this spectrum.The following sequence of steps converts (R)-2-octanol to (S)-2-octanol. Propose structural formulas for intermediates A and B, specify the configuration of each, and account for the inversion of configuration in this sequence.Examine each of the following ALLOWED electrocyclic, sigmatropic or cycloaddition reactions. Determine in each of these how many electrons are involved. For electrocyclic and cycloaddition reaction, this includes π-electrons (4n or 4n+2); for sigmatropic reactions, one σ bond electrons also contribures. Tell what type of concerted reaction each is, and whether 4n or 4n+2 system. Thank you!
- Furan undergoes electrophilic aromatic substitution more readily than benzene; mild reagents and conditions are sufficient.For example, furan reacts with bromine to give 2-bromofuran.Propose mechanisms for the bromination of furan at the 2-position and at the 3-position. Draw the resonance forms ofeach sigma complex, and compare their stabilities.Please show the reaction mechanisms of the [3 + 2] cycloadditions of (A) Ozone and (B) OsO4 to cis-2-butene to form their respective 5-membered rings.The first step in a synthesis of dodecahedrane involves a Diels-Alder reaction between the cyclopentadiene derivative (1) and dimethyl acetylenedicarboxylate (2). Show how these two molecules react to form the dodecahedrane synthetic intermediate (3). + CH,0OCC=CCOOCH, COOCH ČOOCH3 Cyclopentadienyl- cyclopentadiene (1) Dimethyl acetylene- dicarboxylate (2) (3)