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9 Questions around this concept.
Acetone $\left(\mathrm{CH}_3 \mathrm{COCH}_3\right)$ is the major product in :
$\mathrm{I}: \mathrm{CH}=\mathrm{C}=\mathrm{CH}_2 \xrightarrow{\mathrm{H}_3 \mathrm{O}^{+}}$
II : $\mathrm{CH}_3 \mathrm{C}=\mathrm{CH} \xrightarrow{\mathrm{H}_2 \mathrm{SO}_4 / \mathrm{HgSO}_4 / \mathrm{H}_2 \mathrm{O}}$
III : $\mathrm{CH}_3 \mathrm{C}=\mathrm{CH} \xrightarrow[\mathrm{H}_2 \mathrm{O}_2 / \mathrm{OH} \oplus]{\mathrm{BH}_3 \mathrm{THF}}$
But-2-ene on reaction with alkaline $\mathrm{KMnO}_4$ at elevated temperature followed by acidification will give:
$\mathrm{CH}_3-\mathrm{CH}=\mathrm{CH}_2 \xrightarrow{\mathrm{H}_2 \mathrm{SO}_4} \mathrm{~A} \xrightarrow[\text { Heat }]{\mathrm{H}_2 \mathrm{O}} \mathrm{B}$
What is B in this reaction?
NEET 2025: Syllabus | Most Scoring concepts | NEET PYQ's (2015-24)
In the following reaction :
The major product is:
Hydroboration-oxidation serves as an important method for synthesis of alcohol(1o & 2o). The reaction occurs as follows:
The addition of boron hydride is syn-addition. It is generally carried out by BH3 (boron hydride) B2H6 (diborane) in THF. In each addition, the boron atom becomes attached to the less substituted carbon atom of double bond and H is transferred from boron atom to the other carbon atom of double bond. Thus it follows Anti-Markonikoff’s addition.
Cold concentrated sulphuric acid adds to alkenes in accordance with Markovnikov rule to form alkyl hydrogen sulphate by the electrophilic addition reaction.
For example:
Mechanism: In this reaction, carbon-carbon double bond is broken first. Then one of the H+ is released and combines with one of the carbon. Now, a carbocation is already formed after the breaking of double bond. Now, if the carbocation has a possibility to achieve more stability, then first it becomes more stable either by hydride shift or methyl shift. Then HSO-4 binds with carbocation and forms the final product as given below.
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