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The C=C double bond for a trans-cyclooctene is relatively short 1.33 A vs. 1.347 A for trans-2-butene. Provide rationalization for this.
Double Bond of cyclic systems is generally shorter than the ordinary double bond.
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- Please predict the outcome of the addition of HBr to (a) trans-2-pentene, (b) 2-methyl-2-butene, and (c) 4-methylcyclohexene. Also please list how many isomers can be formed in each case? Thank youWrite a conformational structure for 1,2,3-trimethylcyclohexane in which all the methyl groups are axial and then show its more stable conformation.Please tell the outcome of the addition of HBr to (a) trans-2-pentene, (b) 2-methyl-2-butene, and (c) 4-methylcyclohexene. Also please list how many isomers can be formed in each case.
- How would you best describe the C-C bonds lengths in benzene relative to cyclohexane? Hypothesize why these results are observed.1. Write condensed structural formula for all isomers of compounds that fulfill the following requirements: (a) Alkenes with molecular formula CsH10. (b) Alkynes with molecular formula C4H6. (c) Dienes with molecular formula C4H6. 2. For each of the following, give the order of increasing boiling point: (a) n-Heptane, n-octane and n-hexane. (b) n-Pentane, isopentane and n-hexane. (c) 2-Methylhexane, n-heptane and 3,3-dimethylpentane. 9 3. Isomeric compounds can sometimes be distinguished by observing the number of mono- brominated compounds that each forms. In the following cases decide which isomer is present by the number of compounds that are formed. (a) Compound A forms four monobromo compounds. Is it 2-methylbutane or n-pentane? (b) CompoundB forms four monobromo compounds. Is it 2- methylpentane or 3- methylpentane? (c) Compounds C forms monobromo compound. Is it cyclopentane or one mehtylcyclopentane? 4. A hydrocarbon C5H12 was allowed to react with bromine. Only monobromo…Measure the C-C-C and C-C-H bond angles in the energy-minimized models of cis and trans isomers of cyclooctene. Compare these values with those predicted by VSEPR. In which isomer are deviations from VSEPR predictions greater?
- Draw the structures of 1,3-pentadiene and 1,4-pentadiene and label the carbons. Predict the trendin C-C single bond lengths in the two compounds.1)Chemistry students are taking an experimental course in organic chemistry at a public university. During an experiment involving conjugated dienes, some doubts arose when discussing the results obtained so far: (a) A student obtained two products from the reaction of 1,3-cyclohexadiene with Br2. His lab partner was surprised to get only one product from the reaction of 1,3 - cyclohexadiene with HBr. Explain these distinct results. (b) One student, seeing the discussion of colleagues, commented that she obtained two distinct products when reacting 1,3,5-hexatriene with HBr, with different yields just by changing the reaction temperature. Explain the results she obtained using reaction mechanism and based on kinetic and thermodynamic control involving conjugated dienes.Measure the C-C-C and C-C-H bond angles in the energy-minimized model of cyclohexene and compare them with those predicted by VSEPR. Explain any differences.
- Explain why (i) the dipole moment in chlorobenzene is lower than that of cyclohexyl chloride. (ii) haloalkanes are only slightly soluble in water but dissolve easily in organic solvents.Write structural formulas for toluene (C6H5CH3) and for benzoic acid (C6H5CO2H) (a) as resonance hybrids of two Kekulé forms and (b) with the Robinson symbol.Classify the following dienes and polyenes as isolated, conjugated, cumulated, or some combination of theseclassifications.(a) cycloocta-1,4-diene (b) cycloocta-1,3-diene (c) cyclodeca-1,2-diene