How is ethyl methanoate converted into propan-2-ol?
Answer
652.8k+ views
Hint: To convert ethyl methanoate to propan-2-ol we need to attach more carbon atoms to it. So, we need to use a reagent which is capable of adding extra carbon atoms. This compound is basically an organometallic compound and functions as a nucleophile.
Complete step by step answer:
-First of all we will see the structures of ethyl methanoate and propan-2-ol.
Since we can see that in ethyl methanoate there are only 2 carbons connected to each other while in propan-2-ol there are 3 carbons. So, we need to use a reagent which has the ability to create new C-C bonds.
So, we can convert ethyl methanoate to propan-2-ol by reacting it with Grignard reagent. Grignard reagent has a generic formula of R-Mg-X and is an organometallic compound where X is any halogen and R is an alkyl group. It is used as a reagent in organic synthesis for formation of new C-C bonds. While reacting the R-Mg-X molecule usually functions as a nucleophile (${R^ - }Mg{X^ + }$). The general form of this reaction is:
$2C{H_3}MgX + HCOOC{H_2}C{H_3}\xrightarrow{{{H_3}{O^ + }}}C{H_3}CH(OH)C{H_3}$
-Now let us see how the Grignard reagent reacts with ethyl methanoate.
Here we can see that first the nucleophile ($CH_3^ - $ from the Grignard reagent) attacks on the carbonyl carbon and its addition takes place to that carbon. Then there is elimination of the $C{H_3}C{H_2}{O^ - }$ group occurs leaving behind an aldehyde $C{H_3}CHO$. To this we need to attach one more methyl group so it is reacted with another R-Mg-X molecule. Finally after addition of another methyl group, hydrolysis occurs and propan-2-ol is formed.
This can be shown in a much better way in the form of the following reaction mechanism:
Finally we can say that ethyl methanoate is converted into propan-2-ol using Grignard reagent ($C{H_3}MgX$).
Note: The Grignard reagents are highly reactive compounds. They are extremely sensitive to water and oxygen and thus are usually stored as solutions in diethyl ether or THF (Tetrahydrofuran) solvents. Also Grignard reagent is industrially used as an important reagent in manufacture of Tamoxifen which is used in the treatment of breast cancer.
Complete step by step answer:
-First of all we will see the structures of ethyl methanoate and propan-2-ol.
Since we can see that in ethyl methanoate there are only 2 carbons connected to each other while in propan-2-ol there are 3 carbons. So, we need to use a reagent which has the ability to create new C-C bonds.
So, we can convert ethyl methanoate to propan-2-ol by reacting it with Grignard reagent. Grignard reagent has a generic formula of R-Mg-X and is an organometallic compound where X is any halogen and R is an alkyl group. It is used as a reagent in organic synthesis for formation of new C-C bonds. While reacting the R-Mg-X molecule usually functions as a nucleophile (${R^ - }Mg{X^ + }$). The general form of this reaction is:
$2C{H_3}MgX + HCOOC{H_2}C{H_3}\xrightarrow{{{H_3}{O^ + }}}C{H_3}CH(OH)C{H_3}$
-Now let us see how the Grignard reagent reacts with ethyl methanoate.
Here we can see that first the nucleophile ($CH_3^ - $ from the Grignard reagent) attacks on the carbonyl carbon and its addition takes place to that carbon. Then there is elimination of the $C{H_3}C{H_2}{O^ - }$ group occurs leaving behind an aldehyde $C{H_3}CHO$. To this we need to attach one more methyl group so it is reacted with another R-Mg-X molecule. Finally after addition of another methyl group, hydrolysis occurs and propan-2-ol is formed.
This can be shown in a much better way in the form of the following reaction mechanism:
Finally we can say that ethyl methanoate is converted into propan-2-ol using Grignard reagent ($C{H_3}MgX$).
Note: The Grignard reagents are highly reactive compounds. They are extremely sensitive to water and oxygen and thus are usually stored as solutions in diethyl ether or THF (Tetrahydrofuran) solvents. Also Grignard reagent is industrially used as an important reagent in manufacture of Tamoxifen which is used in the treatment of breast cancer.
Recently Updated Pages
Which of the following graphs shows the variation of class 12 physics CBSE

Draw a labelled diagram of the human male reproductive class 12 biology CBSE

Describe the experiment to compare the emf of two cells class 12 physics CBSE

What is standard hydrogen electrode

What is conventional current and electric current class 12 physics CBSE

2Bromopentane is treated with an alcoholic KOH solution class 12 chemistry CBSE

Trending doubts
Draw a labelled sketch of the human eye class 12 physics CBSE

Which are the Top 10 Largest Countries of the World?

A member of Simon commission later became Prime Minister class 12 social science CBSE

Draw ray diagrams each showing i myopic eye and ii class 12 physics CBSE

Give one example of a reptile that is viviparous class 12 biology CBSE

Which is the correct genotypic ratio of mendel dihybrid class 12 biology CBSE

