An alkene ‘A’ contains three C – C, eight C – H σ bonds and one C – C \(\pi\) bond. ‘A’ on ozonolysis gives two moles of an aldehyde of molar mass 44 u. Write IUPAC name of ‘A’.
Solution and Explanation
As per the given information, 'A' on ozonolysis gives two moles of an aldehyde of molar mass 44 u. The formation of two moles of an aldehyde indicates the presence of identical structural units on both sides of the double bond containing carbon atoms. Hence, the structure of 'A' can be represented as:
XC = CX
There are eight C-H σ bonds. Hence, there are 8 hydrogen atoms in 'A'. Also, there are three C-C bonds. Hence, there are four carbon atoms present in the structure of 'A'.
Combining the inferences, the structure of 'A' can be represented as:
'A' has 3 C-C bonds, 8 C-H σ bonds, and one C-C \(\pi\) bond.
Hence, the IUPAC name of 'A' is But-2-ene.
Ozonolysis of 'A' takes place as:
The final product is ethanal with molecular mass
= [(2x12)+(4x1)+(1x16)]
= 44 u.
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Concepts Used:
Alkenes
Alkenes
In organic chemistry, an alkene is a hydrocarbon containing a carbon-carbon double bond.[1]
Alkene is often used as synonym of olefin, that is, any hydrocarbon containing one or more double bonds.
Read More: Ozonolysis
IUPAC Nomenclature of Alkenes
- An alkene or cycloalkene is indicated by the suffix (ending) ene.
- For the root name, the longest chain must include both carbon atoms of the double bond.
- The root chain must be numbered beginning at the end closest to a double bond carbon atom. If the double bond is in the chain's centre, the nearest substituent rule is used to determine where the numbering begins.
- If the compound contains more than one double bond, it is named with a diene, triene, or equivalent prefix indicating the number of double bonds, and each double bond is assigned a locator number.
Read More: Unsaturated Hydrocarbon