Predict the major products of this organic reaction: 1. LDA (-78°C) ? 2. CH3Br Some notes: • Draw only the major product, or products. You can draw them in any arrangement you like. • Be sure to use wedge and dash bonds where necessary, for example to distinguish between major products that are enantiomers. • If there are no products, just check the box under the drawing area.

Draw a structural formula for the major organic product of the reaction shown. CH₂CH3 H₂C=C CH₂CH3 / + You do not have to consider stereochemistry. • If there is more than one major product possible, draw all of them. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate multiple products using the + sign from the drop-down menu. ? HCI ChemDoodleⓇ Jn [F <

Draw the structure of the major organic product(s) of the reaction. You do not have to consider stereochemistry. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple products using the + sign from the drop-down menu.

Draw the structure(s) of the major organic product(s) of the following reaction. H H You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Do not include lone pairs in your answer. They will not be considered in the grading. • If no reaction occurs, draw the organic starting material. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate multiple products using the + sign from the drop-down menu. 1. LIAIH4 / dry Et₂0 2. aqueous HCI 2 OOD OO. [F ChemDoodleⓇ < 26

Draw a structural formula for the major organic product of the reaction shown. CH3 CHCH₂CHCH3 ● You do not have to consider stereochemistry. ● If there is more than one major product possible, draw all of them. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple products using the + sign from the drop-down menu. ● MAVIL ? + ChemDoodleⓇ HBr Sn [1

Draw the two major products obtained in the reaction shown.

Draw the product(s) of the following reactions. H₂ Lindlar catalyst CH3CH₂-CEC-CH₂CH3 • Consider E/Z stereochemistry of alkenes. ● If no reaction occurs, draw the organic starting material. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate multiple products using the + sign from the drop-down menu.

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.

Predict the major products of this organic reaction: 1 LDA (-78°C) ? Some notes: Draw only the major product, or products. You can draw them in any arrangement you like. • Be sure to use wedge and dash bonds where necessary, for example to distinguish between major products that are enantiomers. . If there are no products, just check the box under the drawing area.

Draw the major organic product(s) of the following reaction. Br CH3 H3C-C-CEC-H H NaNH2 , NH3(I) CH3CH₂-CH-CH3 • You do not have to consider stereochemistry. If no reaction occurs, draw the organic starting material. ● Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple products using the + sign from the drop-down menu. ● C P opy aste []* ? ChemDoodleⓇ TAYY <