Skip to main content

Predicting Products from Multistep Syntheses I

Draw the major product from each of the reaction sequences shown below.
To draw a formula use the Drawing Window on the left. When you are finished, check your answer by pressing the Check Molecule # button. A help screen is available for the drawing window.




 1.
Skeletal structure of cyclohexene, a six-membered ring with one double bond
1)perbenzoic acid (C6H5CO3H)
2) ethyllithium (C2H5Li)
reaction arrow
3) PCC (C5H5N.CrO3.HCl)
2.
Skeletal structure of cyclopentanone, a five-membered ring with a ketone group
1)C6H5MgBr in ether
2) phosphoric acid (H3PO4) & heat
reaction arrow
3) ozonolysis (O3, then H2O2)
3.
Skeletal structure of 3-methyl-1-butanol (isoamyl alcohol)
1)Jones' reag. (CrO3 in aq. H2SO4)
2) ethanol & acid catalyst & heat
reaction arrow
3) NaOC2H5 & heat; then H3O(+)
4.
Skeletal structure of benzene, a six-membered aromatic ring
1)C2H5COCl + AlCl3 & heat
2) (C6H5)3P=CH2 in ether
reaction arrow
3) B2H6 in ether; then H2O2 & NaOH

Close this tab to return to the textbook.