LEVELJEE Main
Visualized Solution
The Sigma Insight: Alkenes
Analyzing the Setup The problem presents us with a classic organic chemistry scenario: the ozonolysis of a symmetrical alkene
We are told that this reaction yields exactly two moles of an identical aldehyde.
The key piece of information provided is the molecular mass of this resulting aldehyde, which is . Our first goal is to identify this aldehyde.
The Master Equation
To find the identity of the aldehyde, we start with the general molecular formula for an aliphatic aldehyde, which is .
We know the atomic masses of the constituent elements: Carbon is , Hydrogen is , and Oxygen is . By substituting these values into our general formula, we can set up an equation for the total molecular mass:
Simplifying this equation, we get:
This tells us that our aldehyde contains exactly two carbon atoms. Therefore, the molecular formula is , which corresponds to acetaldehyde ().
The Reverse Ozonolysis Trick Now that we have identified the product as acetaldehyde, we need to work backwards to find the original alkene
A highly effective method for this is the "reverse ozonolysis" trick.
Imagine placing the two molecules of acetaldehyde such that their carbonyl oxygen atoms are facing directly towards each other.
To reconstruct the original alkene, we simply remove the two oxygen atoms and join the remaining carbon fragments with a double bond.
Final Calculation
The resulting molecule is 2-butene (or but-2-ene).
Let's verify our result. 2-butene is indeed a symmetrical alkene, perfectly matching the initial condition given in the problem. Thus, the correct alkene is 2-butene.
Similar Questions
JEE Main 2021
LEVELJEE Main
An organic compound 'A' on treatment with yield's compound 'B' . Compound 'A' also yields compound 'B' an ozonolysis. Compound 'A' is
(A)
2-methylpropene
(B)
1-methylcyclopropane
(C)
but-2-ene
(D)
cyclobutane
JEE Main 2019
LEVELJEE Main
But-2-ene on reaction with alkaline at elevated temperature followed by acidification will give
(A)
(B)
one molecule of and one molecule of
(C)
2 molecules of
(D)
2 molecules of
LEVELJEE Main
In the following sequence of reactions, the alkene affords the compound 'B' The compound is
(A)
(B)
(C)
(D)
JEE Advanced 2021
LEVELJEE Advanced
The maximum number of possible isomers (including stereoisomers) which may be formed on mono-bromination of 1-methylcyclohex-1-ene using Br and UV light is ______.
JEE Main 2016
LEVELJEE Main
The reaction of propene with () proceeds through the intermediate
(A)
(B)
(C)
(D)
JEE Main 2021
LEVELJEE Main
For above chemical reactions, identify the correct statement from the following
(A)
Both compound 'A' and compound 'B' are dicarboxylic acids.
(B)
Both compound 'A' and compound 'B' are diols.
(C)
Compound 'A' is diol and compound 'B' is dicarboxylic acid.
(D)
Compound 'A' is dicarboxylic acid and compound 'B' is diol.