Draw the optically inactive stereoisomer(s) of 1,2-dibromocyclobutane. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Show stereochemistry in a meso compound. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures with + signs from the drop-down menu. . 90-85

Chemistry Complete the equation for the reaction between each Lewis acid-base pair. CH3 H3C-CH-CH3 H • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Draw only the reaction product. If there is more than one product, draw all of them. • Separate structures with + signs from the drop-down menu. • Draw cations and anions in separate sketchers. Sn [1 ***** ChemDoodleⓇ

Stereoisomers share the same connectivity and differ only in the way their atoms are arranged in space. Draw the struct a compound that is a stereoisomer of trans-1,2-dibromocyclobutane. (Note that the question asks for a different stereoisomer of the named compound and not the named compound itself.) • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • In cases where there is more than one answer, just draw one. Hox Sn [F ? ChemDoodle

Draw the optically inactive stereoisomer(s) of 1,2-dibromocyclobutane. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. Show stereochemistry in a meso compound. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures with + signs from the drop-down menu. ● ● soll ? Sn [F

Draw the structure of the organic product of the reaction between cyclohexene and H₂, Pd/C. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. Separate multiple products using the + sign from the drop-down menu. . In cases where there is more than one answer, just draw one.

[References] The synthesis of carbohydrates can be particularly difficult because of the large number of chiral centers and OH functional groups present. Epoxides can be useful synthetic intermediates in carbohydrate synthesis. Draw the product of the reaction of a phenyl Gilman reagent with this epoxide. Å . • • Use the wedge/hash bond tools to indicate stereochemistry where it exists. Explicitly define the cis/trans stereochemistry of fused rings using wedge or hash bonds. If enantiomers are formed, draw both. Separate multiple products using the + sign from the drop-down menu. 0 Θ F ? ChemDoodle remove Previous Nex

Draw the structure of the organic product of the reaction between cyclohexene and Q3 then (CH3)2S. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. Separate multiple products using the + sign from the drop-down menu. • In cases where there is more than one answer, just draw one. ● TAYY ChemDoodleⓇ Sn [F

draw the racemic structures

Draw a structural formula for the substitution product of the reaction shown below. H3C CI CH3OH • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • If more than one stereoisomer of product is formed, draw both. • Separate multiple products using the + sign from the drop-down menu.

[References] Draw structures for the alkene (or alkenes) that gives the following reaction product. Br CH3CH₂CHCCHCH3 II Br CH3 Br₂ • You do not have to consider stereochemistry. • Submit more than one structure only if the structures are constitutional isomers. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the ● Separate structures with + signs from the drop-down menu. e- ChemDoodle {}