Which of the following reactions would NOT have a ""proton transfer step"" in the reaction mechanism: A 2-bromo-2-methylbutane +
2-methyl-2-butanol B 2-bromobutane + NaOH (E)-2-butene C 1-bromobutane + NaOMe methoxy butane D 2-bromo-2-methylbutane + tert-butoxide 2-methyl-1-butene
1 answer:
<u>Answer: </u>
Reaction C
<u>Explanation: </u>
For reaction A) we have the production of alcohol by the action of the water that attacks the tertiary carbocation produced by the leaving of Br. In the last step we will have the proton transfer (figure 1).
For B) the proton transfer step is given in the double bond formation due to the attack of the hydroxle group (figure 2).
In C we have an Sn2 reaction. Therefore, the reaction takes place in only one step without the opportunity of a proton transfer step (figure 3).
Finally for D we have an elimination reaction in which the tert-butoxide molecule will remove hydrogen (proton transfer step) from the carbocation to produce an alkene (figure 4).
You might be interested in
Explanation:
Step 1:
A good first step for a problem like this is to write down the chemical formula and balance it.
It appears here that we have 10.5 mL of vinegar, which IS acetic acid, and 19.13 mL of 0.460 M NaOH. That will give us the following balanced chemical equation:
CH3COOH + NaOH ------> NaCH3COO + H2O
All of the constituents come out to a value of 1, conveniently.
Step 2:
Since all of our stoichiometric coefficients are one, we can use a shortcut to answer this equation. I don't know if it has a name, but I just call it the titration formula. It goes something like this:
M1 * V1 = M2 * V2
M stands for Molarity and V stands for volume. 1 and 2 being the before the reaction and after the reaction.
So, our M1 for this is going to be what the question says was used for this titration. That's 0.460M NaOH.
Our V1 is going to be the initial volume of the sample, which was 10.5 mL
Our V2 is going to be 19.13, which is the volume when we're finished.
It's clear that we don't know M2, so let's find it.
Keep in mind that it's easier to convert to liters pretty much always, so I've done that by dividing the mL values each by 1000.
Using some algebra, we can see that we now have:
0.460 M * 0.0105 L = x M * 0.01913 L
Which goes to: