Draw a structural formula for the alkene you would use to prepare the alcohol shown by hydroboration/oxidation CHCH3 OH •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. 0▾ 4 n ?

Draw structural formulas for the major organic product of the reagents shown. CH3 • NO2 H2SO4 + HNO3 You do not have to consider stereochemistry. • Apply formal charges to any nitro groups. • If there is more than one major product possible, draw all of them. • • Separate multiple products using the + sign from the drop-down menu. ? √n [F ChemDoodleⓇ

Carvone is the major constituent of spearmint oil. Draw the major organic product of the reaction of carvone with HOCH2CH2OH, HCI. Carvone • 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. • In cases where there is more than one answer, just draw one. • If no reaction occurs, draw the organic starting material. + Sn 1

Draw a structural formula for the alkene you would use to prepare the alcohol shown by hydroboration/oxidation. OH CH3 CH3 H • 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. Y ? ChemDoodle Ⓡ

Draw a structural formula for the alkene you would use to prepare the alcohol shown by hydroboration/oxidation. -CHCH3 ОН • 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.

Draw a structure for 1,1-dichloro-3-propoxycyclopentane. • 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. • In cases where there is more than one answer, just draw one. opy aste

Draw a structural formula for the substitution product of the reaction shown below. Br H NH3 CH₂OH • 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. • Products that are initially formed as ions should be drawn in their neutral forms.

Draw a structural formula for the alkene you would use to prepare the alcohol shown by hydroboration/oxidation. OH AFFIL CH3 CH3 H • 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. Sn [F ? ChemDoodle

N,N-diethyl-m-toluamide (DEET) is the active ingredient in many insect repellent preparations. Following is one of the steps in its synthesis. In the box below draw the structure of the product of this reaction. H3C MgBr 1. CO₂ 2. H₂O* product • 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. • Draw the Grignard reagent as a covalent magnesium bromide.

(a) • All hydrogen atoms are implied. • You do not have to consider stereochemistry. • Omit lone pairs and radical electrons from your answer. 3-ethyl-3-pentanol Draw the structure of the alkene that was used to prepare the alcohol in highest yield. -8) O GA + H₂C * Cat CH₂ ? ChemDoodle Which process does this employ? 01. Hg(OAc)2, H₂O; 2. NaBH4 01. BH3; 2. H₂O2, NaOH OOSO4, H₂O2 Y