c=CH H20, H2SO4 H9SO4 `CH3 Alkynes do not react directly with aqueous acid as do alkenes, but will do so in the presence of mercury(II) sulfate as a Lewis acid catalyst. The reaction occurs with Markovnikov regiochemistry, so the OH group adds to the more highly substituted carbon and the H adds to the less highly substituted carbon. The initial product of the reaction is a vinyl alcohol, also called an enol. The enol immediately rearranges to a more stable ketone via tautomerization. Draw curved arrows to show the movement of electrons in this step of mechanism. Arrow-pushing Instructions Hjö: H- -CH3 -CH3 H3O*

Draw a structural formula for the product formed upon hydroboration/oxidation of the alkene below. CH;CH2CH,CH2 C=CHCH3 CH;CH,CH,CH2

Which of the following statements is incorrect? The carbon atom in CH3* is sp2-hybridized. Vinyl halides do not undergo E2 reactions. Alkyl halides have higher melting points than alkanes of comparable size. Cations are well-solvated in both protic and aprotic polar solvents.

Q2. Consider the nucleophilic substitution reaction between 3-chloro-3-methylpentane and the hydroxide ion: CI x + OH (a) Is the alkyl halide 1°, 2° or 3°? (b) Will the nucleophilic substitution reaction be S₁1 or S№2? (c) Give the substitution mechanism showing all full and partial positive and negative charges, electron movements using curved arrows.

An alkene having the molecular formula C,H12 is treated sequentially with ozone (O3) and zinc/acetic acid to give the product/s shown. CH3CH2CH,CH½CH2CH Draw a structural formula for the alkene. You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. P opy aste Previous Next

5. There are three constitutional isomers with the molecular formula, C6H12. When heated with chlorine (Cl₂) at 300C, ● Isomer A gives a mixture of four monochlorination products. Isomer B gives a mixture of three monochlorination products. Isomer B gives only one monochlorination product. From this information, deduce the structures of isomers A, B, and C. Draw the products upon chlorination of each to explain your answer on the back of this sheet..

12. Which of the following carbocations is the least stable one? 13. The heats of complete hydrogenation of the following three hydrocarbons are 105, 116, 275 and 292 (in kJ/mol). Which hydrocarbon does feature the heat of hydrogenation of 292 kJ/mol?

Calculate the units of unsaturation of C6H7NO. And draw out the structure.

Draw the structure of the expected organic product(s) formed in the following reactions including correct stereochemistry. If the product is racemic write both isomers or write racemic. Assume all reagents listed are present in excess unless otherwise noted. If no reaction occurs, state 'No Reaction'

The following reaction represents one of the steps in the synthesis of the bioactive substance quinine. Me 활씀 OH Draw the structure of the product of this reaction. • All hydrogen atoms are implied. Apply formal charges where appropriate. Assign lone pairs and radical electrons where appropriate. Use the wedge/hash bond tools to indicate stereochemistry where it exists. If needed, use the "starting points" menu to revert to the original molecule(s) shown.