determine whether every of the following reactions occurs with an Sn1 , Sn2, E1, or E2 mechanism.

Answer


Three reaction are given with their product, the mechanism adhered to by the development of provided product requirements to be written. Generally, the rate of mechanism of reaction relies on the assorted parameters for instance, substrate, type of nucleophile, and the leaving group.

You are watching: Identify whether each of the following reactions occurs through an sn1, sn2, e1, or e2 mechanism.


Firstly, determine whether the product formed is substitution product or the removed product and the create the perfect mechanism.


Substitution reaction have the right to be categorized as, and depending on the form of mechanism followed.

• reaction is unimolecular nucleophilic substitution reaction which takes place in between a haloalkane and a nucleophile. The reaction takes ar in two step through a carbocation intermediate and the reaction product are developed with both retention as well as inversion the configuration. Think about the adhering to scheme that a reaction:

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In haloalkane, the order of reactivity for the substitution reaction is, 2°>1°>CH," title="e4187a4f7744"> like the security of carbocation.


• reaction is bimolecular nucleophilic substitution reaction i beg your pardon takes place in between a haloalkane and also a nucleophile. The reaction takes ar in one step through a transition state. Think about the following scheme the a reaction:

*

In haloalkane, the bespeak of reactivity for the

*
substitution reaction is, CH," title="e4187a4f7744"> choose the stability of carbocation.

• In E-2 removed reaction the reaction takes place in one action through the formation of a transition state. In haloalkane, the stimulate of reactivity because that the removed is,

Part (a)

Consider the provided reactants as presented below:

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As the product kind is alkene native alkane therefore, it need to follow elimination reaction.


Generally, in the elimination reaction ns of one atom, molecule or ion take away place. In the provided reaction, a cyclic alkene is formed from cyclohaloalkane molecule hence, the ns of one H atom and one Br atom bring away place. Thus, the reaction is an elimination reaction.



Step 2 that 6


Now, identify the kind of elimination system in the given reaction by observing the framework of haloalkane and also the toughness of base as displayed below:

*

As the offered reactants are an additional haloalkane and also a solid base, therefore, the reaction will certainly undergo

*
removed reaction mechanism.


Part (a)


Consider the offered reaction and observe the framework of haloalkane as displayed below:

In haloalkane, the order of reactivity because that the

*
elimination is, 2°>1°>CH," title="e4187a4f7744"> like the security of carbocation and for the removed is,

Step 3 the 6


Part (b)



Consider the provided reactants as displayed below:

*

As the product developed is one ether indigenous haloalkane by the substitution that Br therefore, it need to follow substitution reaction.


Generally, in the removed reaction lose of an atom, molecule or ion takes ar while replacement of a group takes ar in a substitution reaction.

In the given reaction, replacement of Br atom through the take away place. Thus, the reaction is a substitution reaction.


Step 4 that 6


Now, recognize the type of substitution device in the given reaction through observing the structure of haloalkane and also the stamin of base as displayed below:

As the provided reactants are an additional haloalkane and also a strong base, therefore, the reaction will certainly undergo

*
substitution reaction mechanism.


Part (b)


Consider the provided reaction and also observe the structure of haloalkane as shown below:

In haloalkane, the order of reactivity because that the

*
elimination is, 2°>1°>CH," title="e4187a4f7744"> choose the stability of carbocation and also for the remove is,

Step 5 that 6


Part (c)

Consider the offered reactants as shown below:

As the product created is an ether indigenous alcohol by the substitution that methoxy team therefore, it need to follow substitution reaction.


Generally, in the remove reaction ns of one atom, molecule or ion takes location while replacement of a group takes place in a substitution reaction.

In the given reaction, instead of of OH group with the bring away place. Thus, the reaction is a substitution reaction.


Now, identify the kind of substitution mechanism in the provided reaction by observing the framework of alcohol and the solvent as shown below:

As the offered reactants are an additional alcohol in the visibility of polar solvent, therefore, the reaction will certainly undergo substitution reaction mechanism.

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Part (b)


Consider the provided reaction and observe the framework of alcohol and also the mechanism followed to produce ether as presented below:

*

Firstly, the departure of leaving group take ar to generate the carbocation. Then, the assault of nucleophile take location to kind the substituted product. Hence, the mechanism followed is substitution reaction mechanism.


Part (a)


Part (b)


Part (b)




Part (a)


Part (b)



Part (b)




3° ,>



(CH3),CONa (CH3),COH (strong base) + NaBr an additional haloalkane
(CH3),CONa (CH3),COH (strong base) + NaBr second haloalkane
30 > 2°>1°>CH,
3° ,>
(CHR), CONa/(CH), COH
CHZON CH + NaBr || THF
ОСН,
CHON + NaBr| THF (strong base in non polar solvent) secondary haloalkane
CHON + NaBr| THF (strong base in non polar solvent) an additional haloalkane
30 > 2°>1°>CH,
3° ,>
H30* CH + H2O CH3OH
ОСН,
OH H20 + H2O CH,OH second alcohol
H30+ second alcohol HO CH3 СН,ОН + H2O second Carbocation
o ООО
o ООО
To EI to ez
ОООО
ОООО
ОООО
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