An alkene having the molecular formula C₂H₁4 is treated sequentially with ozone (03) and zinc/acetic acid to give the product/s shown. O H₂C O CH3CHCH + H3C Draw a structural formula for the alkene. CH3 . 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 structural formula for the substitution product of the reaction shown below. Na OCH 3 CH3OH H (+) F |||4 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. *** ? + ChemDoodleⓇ remove

4. A hydrocarbon of unknown structure (ooh, you're gonna LOVE OCII!!!) has the molecular formula C3H10. When treated with rhodium during catalytic hydrogenation, three molar equivalents of hydrogen are absorbed. When this unknown hydrocarbon is treated with CACO3 and H2/Rh, only ONE molar equivalent of hydrogen is absorbed. a. Draw two structures for this unknown that fits the data given. b. Are there rings present? c. Any double/triple bonds? d. How many degrees of unsaturation does this unknown have? e. Could it possess a BENZENE ring, which IS unsaturated AND has a RING...

Alcohols can be converted to alkyl bromides using PBr3, which causes a complete inversion of stereochemistry. OH 10 PBr 3 Draw the stepwise mechanism for bromination of an alcohol. Be sure to include non-zero formal charges and lone pairs as necessary. : OH Br of 0 Br. Br Br Add/Remove step X Click and drag to st= drawing a structur

Will the product be a haloalkane or something else? Is it Anti-Markovnikov's rule?

Draw equations, indicating how this reactant would be converted to its final product.

The alkene shown below is treated sequentially with ozone (03) and zinc/acetic acid. Draw structural formula(s) for the organic product(s) formed. CH3 | CH3CHCH=CH₂ ● 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 a structural formula for the major organic product of the following S₁2 reaction. -CH₂Br + CH3CH₂O™ Na+ • Where configuration of the starting material is given, show the configuration of the product. • You do not have to explicitly draw H atoms. • If a group is achiral, do not use wedged or hashed bonds on it. • In cases where there is more than one answer, just draw one. / #[ ] در On ? ethanol ChemDoodle

[Review Topics] [References] An alkene having the molecular formula C6H10 is treated sequentially with ozone (03) and zinc/acetic acid to give the product/s shown. CH3CCH,CH,CH2CH 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. aste Ado ChemDoodle Previous Next

a-pinene When a-pinene reacts with 1. BH3; 2. H₂O2, NaOH, H₂O 4 possible cis,trans isomers can be formed, but one of these is formed more readily than the others. Draw the structure of this preferred isomer. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • To aid you in your drawing, the structure of a-pinene is provided for you in the drawing palette.