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Propanal and Pentan-3-one Are the Ozonolysis Products of an Alkene? What is the Structural Formula of the Alkene?

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प्रश्न

Propanal and pentan-3-one are the ozonolysis products of an alkene? What is the structural formula of the alkene?

संक्षेप में उत्तर
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उत्तर

As per the given information, propanal and pentan-3-one are the ozonolysis products of an alkene. Let the given alkene be ‘A’. Writing the reverse of the ozonolysis reaction, we get:

The products are obtained on the cleavage of ozonide ‘X’. Hence, ‘X’ contains both products in the cyclic form. The possible structure of ozonide can be represented as:

Now, ‘X’ is an addition product of alkene ‘A’ with ozone. Therefore, the possible structure of alkene ‘A’ is:

\[\begin{array}{cc}
\ce{H3C - CH2 - CH = C - CH2 - CH3}\\
\phantom{.......}|\\
\phantom{..............}\ce{CH2CH3}
\end{array}\]

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अध्याय 9: Hydrocarbons - EXERCISES [पृष्ठ ४०५]

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एनसीईआरटी Chemistry Part 1 and 2 [English] Class 11
अध्याय 9 Hydrocarbons
EXERCISES | Q 13.7 | पृष्ठ ४०५

संबंधित प्रश्न

Write IUPAC name of the product obtained by the ozonolysis of the following compound.

Pent-2-ene


An alkene ‘A’ on ozonolysis gives a mixture of ethanal and pentan-3-one. Write structure and IUPAC name of ‘A’.


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’.


Write a chemical equation for combustion reaction of the following hydrocarbon:

Butane


Write a chemical equation for combustion reaction of the following hydrocarbon: 

Pentene 


Write a chemical equation for combustion reaction of the following hydrocarbon:

Hexyne


Write a chemical equation for combustion reaction of the following hydrocarbon:

Toluene


Arrange the halogens F2, Cl2, Br2, I2, in order of their increasing reactivity with alkanes.


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.


An alkene 'X' on ozonolysis produces two moles of isovaleraldehyde. Predict the IUPAC name of the alkene. 


The major product formed in the following reactions is:


Select schemes A, B, C out of

(I) acid catalysed hydration

(II) HBO

(III) oxymercuration-demercuration


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 ______.


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’.


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