Advertisements
Advertisements
Question
An alkene ‘A’ contains three C – C, eight C – H σ bonds and one C – C π bond. ‘A’ on ozonolysis gives two moles of an aldehyde of molar mass 44 u. Write IUPAC name of ‘A’.
Advertisements
Solution
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)
\[\begin{array}{cc}
\ce{H}\phantom{............}\ce{H}\\
|\phantom{.............}|\\
\ce{H - C - C = C - C - H}\\
|\phantom{....}|\phantom{....}|\phantom{....}|\\
\ce{H}\phantom{...}\ce{H}\phantom{...}\ce{H}\phantom{...}\ce{H}\end{array}\]
‘A’ has 3 C–C bonds, 8 C–H σ bonds, and one C–C π bond. Hence, the IUPAC name of ‘A’ is But-2-ene.
Ozonolysis of ‘A’ takes place as:
The final product is ethanal with a molecular mass
`=[(2xx12)+(4xx1)+(1xx16)]`
= 44 u
RELATED QUESTIONS
Write IUPAC name of the product obtained by the ozonolysis of the following compound.
Pent-2-ene
Propanal and pentan-3-one are the ozonolysis products of an alkene? What is the structural formula of the alkene?
Write a chemical equation for combustion reaction of the following hydrocarbon:
Butane
Write a chemical equation for combustion reaction of the following hydrocarbon:
Pentene
The addition of HBr to 1-butene gives a mixture of products A, B and C
| (A) |  |
| (B) |  |
| (C) | CH3 – CH2 – CH2 – CH2 – Br |
The mixture consists of:
Arrange the following hydrogen halides in order of their decreasing reactivity with propene.
Which of the following alkenes on ozonolysis give a mixture of ketones only?
| (i) | CH3 – CH = CH – CH3 |
| (ii) | \[\begin{array}{cc} \ce{CH3 - C - CH = CH2}\\ |\phantom{.......}\\ \ce{CH3}\phantom{....} \end{array}\] |
| (iii) |  |
| (iv) | \[\begin{array}{cc} \phantom{...................}\ce{CH3}\\ \phantom{..............}/\\ \ce{(CH3)2 C = C}\\ \phantom{..............}\backslash\\ \phantom{...................}\ce{CH3} \end{array}\] |
In the presence of peroxide addition of HBr to propene takes place according to anti Markovnikov’s rule but peroxide effect is not seen in the case of HCl and HI. Explain.
Which of the following reagent is used for the following reaction?
\[\ce{CH3CH2CH3 ->[?] CH3CH2CHO}\]
Select schemes A, B, C out of
(I) acid catalysed hydration
(II) HBO
(III) oxymercuration-demercuration
What would be the main product when propene reacts with HBr?
Propene, \[\ce{CH3 - CH = CH2}\] can be converted to 1-propanol by oxidation. Which set of reagents among the following is ideal to effect the conversion ______.
3-Methyl-pent-2-ene on reaction with HBr in presence of peroxide forms an addition product. The number of possible stereoisomers for the product is ______.
In the presence of peroxide, HCl and HI do not give anti-Markovnikov's addition of alkenes because ______.
An alkene ‘A’ contains three C – C, eight C – H σ bonds and one C – C π bond. ‘A’ on ozonolysis gives two moles of an aldehyde of molar mass 44 u. Write the IUPAC name of ‘A’.
