1. How does the addition of cyclohexene destroy excess...

1. How does the addition of cyclohexene destroy excess bromine in the solution? Draw any relevant reactions. 2. Suppose the compound shown below were subjected to bromination conditions similar to those in this experiment . Draw all of the possible stereoisomeric products. Remember: the bromonium ion can form on both sides of the double bond and the bromide can open up the bromonium ion by attack at either carbon. 3. Imagine you are a teaching assistant for organic chemistry, and you need to explain how addition reactions to alkenes work. Prepare a handout explaining how the following reagents add to asymmetrical alkenes. For full credit: a. You must first explain concept of Markovnikov addition b. Choose an any asymmetrical alkene clearly displaying the alkene in either the E or Z conformation. This will serve as the starting material to explain the stereochemical outcome following addition reactions (Choose one of the following): i. HBr ii. Br2, H2O 4. Provide ALL the reaction products – include stereochemistry 5. Indicate if the reaction is syn addition or anti addition 6. Provide The IUPAC names of the starting alkene and product(s)- do not forget to include E/Z and R/S nomenclature of reactants and products respectively. 7. Include the mechanism (arrow pushing) for each reaction.

Transcript

00:01 So this question, it is based upon the marconikov rule.

00:11 Marconikov rule.

00:13 This marconikov rule, it states that the addition of any group in unsymmetrical elkin.

00:23 An alkyne group will be there and there will be the addition of the group and that group will attach at that carbon atom which has.

00:35 The less number of which has less number of hydrogen atoms and that hydrogen will shift to that carbon atom which has the high number of hydrogen maximum number of hydrogen so therefore we have a compound here that is this is pent to in that is the e form so, here we will introduce the reagent that is br and br.

01:26 First this br and br get dissociated and they will form the radical and then this will group attached at this.

01:36 As we can say here, that is the maximum electrons are there at these two carbon and hence it contains a less number of hydrogen and therefore it will lead to the formation of the formation.

01:50 Of this br is there and this group it is already attached there and hence there will be the positive charge at this position.

02:03 So this br now this br will try to attain or try to contact with this positive charge and hence it will form this br and this br it is these are the two carbons.

02:21 Let us make it with the dots.

02:23 Heavy dots so to understand the compound so now as this br it will contain the positive charge here now so as we can see here that this carbon if we have to draw that this is ch3 this is ch3 and here to this one hydrogen it is attached there and therefore this is ch3 and one hydrogen it will be there ch3 and hydrogen is attached there and this is ch3 ch3.

03:05 Now see this bromine it has a positive charge at this step.

03:16 So now one o h negative iron it will get introduced here and it will let and it will try to attack at this carbon and hence it will lead to the bond breaking down of this.

03:31 Born and therefore we will have these these are the two carbons atom here and this b r it is attached to this molecule c h c h3 is there and this is o h and 1 h is present there so this is the product let us suppose this is the step a so this is step a product if this o h group suppose this is oh negative and if it tried to attain or attack at this carbon then this bond will break down and hence it will lead to the formation of these two carbons are here these two carbon and this is ch3 and hence this oh group will attach here and this will be the br ch3 and this is the hydrogen atom so let us suppose this is step b this is the step b product.

04:46 So as you can see here that the addition it will lead to the see this o h negative how we get this oh negative.

04:56 This br molecule we are having that is br negative and it gets attached with the water and hence it lets to the formation of the oh negative plus hbr.

05:08 And this oh negative will attack at this to carbon.

05:12 Atom.

05:14 Now the addition of this bromine or the water to this asymmetric alkyne, it is anti -addition...

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