Consider the following reactants: HO-CH3 Would substitution take place at a significant rate between these reactants? Note for advanced students: you can assume that the reaction mixture is heated mildly, somewhat above room temperature, but strong heat or reflux is not used. If you said substitution would take place, draw all the major products in the upper drawing area below. Be sure you use wedge and dash bonds where necessary, for example to distinguish between major products. If you said substitution would take place, also draw the complete mechanism for one of the major products in the lower drawing area below. If there is more than one major product, you may draw the mechanism for the production of any one of them. Note: be sure you show all the steps in your mechanism. A good check is to make sure the final product of your mechanism is a stable molecule that could be isolated and purified. yes Ono

Draw a structural formula of an alkene or alkenes (if more than one) that undergo acid-catalyzed hydration and without rearrangement give 1-methylcyclohexanol as the major product. You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. ● If more than one structure fits the description, draw them all. • 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. ● ● ✓ ? ChemDoodleⓇ n [ ]#

Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic steps. Be sure to account for all bond-breaking and bond-making steps.

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What is the missing reactant in this organic reaction? NH2 +R + H₂O Specifically, in the drawing area below draw the skeletal ("line") structure of R. If there is more than one reasonable answer, you can draw any one of them. If there is no reasonable answer, check the No answer box under the drawing area. Note for advanced students: you may assume no products other than those shown above are formed.

Q4. Alkyl halides are good at doing substitution (SN2/SN1) and elimination (E1/E2) reactions because the halide (X-) is a good LG. Alcohols on the other hand are not suitable for these reactions since hydroxide (¯OH) is a poor LG. However, an OH can be converted into a OTs (tosyl group) by reacting an alcohol with TsCl in presence of a base. An OTs is a good LG, and this allows us to indirectly (via OTs) use alcohols in substitution (SN2/SN1) and elimination (E1/E2) reactions. (4) OH TsCl NEt3 OTS Tosyl ester NaCN DMSO + HNEt3 Determine the major/minor products CH3OH heat OTS Tosyl ester TsCl = NaOCH3 CH3OH DBU Ś=0 CI

29 minutes, 42 seconds. Question Completion Status: A Moving to another question will save this response. Question 15 What is not an expected product of the following allylic substitution reaction? NBS, hv Br Br Compounds II and II Compound II only O Compound I only O Compound II only A Moving to another question will save this response O O C

Curved arrows are used to illustrate the flow of electrons. Using the provided starting structure, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. Then draw any missing organic intermediates or products for this reaction. Include all lone pairs in the structures. Ignore inorganic byproducts and counterions. H 0:0- HsC H Select to Add Arrows H HaC Select to Add Arrows CH₂OH, H CH3OH, H* CH3OH, H* HaC H Select to Add Arrows 1 CH3OH, H+ HaC H H Select to Add Arrows I

Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. CI H H Select to Add Arrows Q H H C → :CI:O Select to Add Arrows H H H HH :CI:0 Select to Add Arrows

Draw the structural formula for all the alkenes with the indicated molecular formula that, without undergoing a rearrangement, produce the compound shown as a major product. Br. C7H12 Br2/H₂O OH . You do not have to consider stereochemistry. • If more than one structure fits the description, draw them all. ⚫ 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. 0 ? F ChemDoodle Previous Next