Concept explainers
Interpretation:
The molecular formula of compound A is C6H12. It reacts with one molar equivalent of H2/Pd. It reacts with OsO4 to give the
Concept introduction:
From the molecular formula the degree of unsaturation can be calculated. The reaction with H2/Pd and that with OsO4 shows the presence of double bonds. When oxidized with KMnO4 a disubstituted carbon in a double bond is converted in to a ketone and a monosubstituted carbon in double bond gives a
To give:
The structures of compounds A, B and C which accounts for the reactions
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Chapter 8 Solutions
Organic Chemistry
- Compounds Y and Z both have the formula C₂H18. Both Y and Z react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2-methyloctane. The heat of hydrogenation of Y is less than that of Z. Y and Z each undergo hydroboration/oxidation to give a primary alcohol (OH attached to a primary carbon). What is the structure of Y? • In cases where there is more than one answer, just draw one. 1998) 0▾ + n [F ChemDoodle aarrow_forwardCompound A is unsaturated hydrocarbon with molecular formula (C6H12) reacted with Br2 in water to form compound B. compound C was produced from the reaction between compound A, sulphuric acid and H2O (g). Compound A undergo hydrogenation to form compound D. Compound E was produced from the reaction of compound A with Br2 in room temperature. Compound A undergo hydrohalogenation in the presences of hydrogen peroxide to form compound F. The reaction between compound F with aqueous sodium hydroxide will form compound G. Compound H was produced when compound F reacts with the aqueous ammonia in ethanol. Compound F also reacts with aqueous sodium cyanide to produce compound I. Draw the possible structural formulae of compounds A, B, C, D, E, F, G, H and I. Give the IUPAC nomenclature of compounds H and I. Distinguish between compound A and D.arrow_forwardCompounds X and Y have the formula C6H₁2. Both X and Y react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2-methylpentane. The heat of hydrogenation of X is less than that of Y. X and Y react with HBr to form a mixture of the same bromoalkanes, and they both undergo hydroboration/oxidation to give a mixture of the same alcohols. What is the structure of Y? • In cases where there is more than one answer, just draw one. MAVI Sn [F ? ChemDoodlearrow_forward
- Compounds X and Y have the formula C6H12. Both X and Y react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2-methylpentane. The heat of hydrogenation of X is less than that of Y. X and Y react with HBr to form a mixture of the same bromoalkanes, and they both undergo hydroboration/oxidation to give a mixture of the same alcohols. What is the structure of Y? • In cases where there is more than one answer, just draw one. + ChemDoodlearrow_forwardAn unknown hydrocarbon Q has a formula C6H12. Q Reacts with osmium tetroxide to give a diol R. When oxidized with KMnO4 in an acidic medium, Q gives two products. One product is propanoic acid and the other a ketone S. Provide reaction equations to identify the possible structures of Q, R and S.arrow_forwardCompounds X and Y both have the formula C7H14. Both X and Y react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2-methylhexane. The heat of hydrogenation of X is greater than that of Y. Both X and Y react with HCI to give the same single C₂H₁5Cl compound as the major product. What is the structure of X? • In cases where there is more than one answer, just draw one. 7 0▾ ChemDoodleⓇ 146arrow_forward
- Compounds X and Y have the formula C6H12- Both X and Y react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2-methylpentane. The heat of hydrogenation of X is less than that of Y. X and Y react with HBr to form a mixture of the same bromoalkanes, and they both undergo hydroboration/oxidation to give a mixture of the same alcohols. What is the structure of Y? In cases where there is more than one answer, just draw one. n. n [ ]# ChemDoodleⓇ zaarrow_forwardOne mole of an unknown hydrocarbon, compound C, in the presence of a platinum catalyst, adds 98.9 L of hydrogen, measured at 744 mm Hg and 22 degrees C , to form a saturated alkane which contains one ring. When one mole of compound C is reacted with ozone, followed by reduction with (CH3)2S , four moles of only one product was formed, whose condensed molecular formula is CHO -CHO. Give the structure of compound C. Explain your reasoningarrow_forwardReaction of butane (CH 3CH 2CH 2CH 3) with Cl 2 in the presence of light forms two different alkyl chlorides that have molecular formula C 4H 9Cl. Draw the structures of both alkyl chlorides.arrow_forward
- b) An alkyl halide W has the molecular formula CaH,Br. One of the isomers , X can rotate plane-polarised light . Another isomer, Y is a primary alkyl halide that reacts with ethanolic potassium hydroxide to form alkene, Z which can reacts with ozone and zinc followed by hydrolysis to yield propanone and methanal. Identify the compounds X. Y and Z.arrow_forwardDraw the structure(s) of all of the branched alkene isomers, C6H12, that contain 2 methyl branches.arrow_forwardHydrocarbon S, C8H8 reacts with hydrogen in the presence of platinum catalyst to yield T, C8H10. Compound U is formed when T is heated with alkaline potassium permanganate solution, followed by hydrolysis. The reaction of S with hydrogen bromide V, whereas ozonolysis of S produces W and methanal. Draw the structures of S to W. Give the name of the reaction for the conversion of S to T. Write all chemical equations involved.arrow_forward
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