(a) Which primary alcohol of molecular formula
(b) Write equations describing the preparation of three isomeric primary alcohols ofmolecular formula
(c) Write equations describing the preparation of the tertiary alcohol of molecular formula
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ORGANIC CHEM BUNDLE >BI<
- Suggest a method of preparing ethyl benzene, starting with benzene and ethylene as the only organic reagents.arrow_forwardCompound A is a branched-chain alcohol that undergoes oxidation to produce compound B. Compound B is a ketone that gives positive triiodomethane reaction. Compound B is then reacted with phenyl magnesium bromide, C6H5MgBr in the presence of aqueous acid to form compound C. Compound C has the molecular formula of C11H16O (i) Deduce the structure for compound A, B and C. (ii) State the observation when compound C is added with acidified potassium dichromate(VI).arrow_forwardWrite structural formulas for all aldehydes with the molecular formula C6H12O and give each its IUPAC name. Which of these aldehydes are chiralarrow_forward
- Write structural formulas for all the constitutionally isomeric alcohols of molecular formula C5H12O. Assign a substitutive and a functional class name to each one, and specify whether it is a primary, secondary, or tertiary alcohol.arrow_forwardAn unknown hydrocarbon Q has a formula C6H12. Q reacts with osmium tetroxide to give a diol R when oxidized with KMnQ4 in an acidic medium Q gives two products. One product is propanoic acid and the other is ketone S. Provide reaction equations to identify the possible structures of Q, R and S.arrow_forwardAn unknown hydrocarbon A with the formula C6H12 reacts with 1 molar equivalent ofH2 over a palladium catalyst. Hydrocarbon A also reacts with OsO4 to give diol B. When oxidized with KMnO4 in acidic solution, A gives two fragments. One fragmentis propanoic acid, CH3CH2CO2H, and the other fragment is ketone C. What are thestructures of A, B, and C? Write all reactions and show your reasoning.arrow_forward
- Isoerythrogenic acid, C18H26O2, is a acetylic fatty acid that turns vivid vle on exposure to UV light. On Catalytic hydrogenation over a palladium catalyst, five molar equivalents of hydrogen are absorbed, and stearic acidarrow_forwardAn organic compound A of unknown structure was found to have a molecular formula C8H16. When A was poured in water and heated, compound B having a molecular formula C8H18O was formed. B upon heating with sulfuric acid was converted to C as the major product which is identical to A. Ozonolysis of C gave one molecule each of two different products D and E, both having a molecular formula C4H8O. Write the reactions involved and determine the structure of A,B,C,D and E.arrow_forwardIdentify the characteristics of the acid-catalyzed hydration of an alkenearrow_forward
- Compound A (C5H8) readily reacts with bromine (Br2) at room temperature to discharge the purple colour of bromine and form Compound B ‍‍(C5H8Br2). When Compound A is treated with H2 in the presence of a transition metal catalyst, it is converted to compound C ‍(C5H10). When treated with HCl, compound A is converted to compound D (C5H9Cl)‍‍. B, Cand D are saturated compounds. Given this information, propose structural formulas for compounds A, B, C, and D.arrow_forwardAn unknown hydrocarbon A with the formula C6H12 reacts with 1 molar equivalent of H2 over a palladium catalyst to give hydrocarbon B. Hydrocarbon A also reacts with OsO4 to give the glycol C. When oxidized with KMnO4 in acidic solution, A gives two fragments. One fragment is propanoic acid, CH3CH2COOH, and the other fragment is ketone D (R2C=O). What are the structures of A, B, C and D? Write all reactions.arrow_forwardCompound AA has a molecular formula of C3H6O and gives a positiveresult using Tollen’s reagent. The reaction of compound AA with hotacidified potassium permanganate, KMnO4 gives compound BB. Thecatalytic hydrogenation of compound AA with nickel, Ni producedcompound CC. The reaction of compound BB with ethanamine,CH3CH2NH2 produces compound DD I) Draw the structural formula of compounds AA, BB, CC and DD. 2)Name the type of chemical reaction for the formation of compound CC.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning