Home
Class 12
CHEMISTRY
An organic compound X(C5H10) on ozonolys...

An organic compound `X(C_5H_10)` on ozonolysis gives Y & Z. The product mixture Y and Z on reaction with `NH_2-OH` gives four oximes.The structure of X is

A

`CH_3-oversetoverset(CH_2)(||)C-CH_2CH_3`

B

`CH_3-CH=CH-CH_2-CH_3`

C

D

`H_3C-oversetoverset(CH_3)(|)CH-CH=CH_2`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the structure of the organic compound \( X(C_5H_{10}) \) that yields four oximes upon ozonolysis and subsequent reaction with hydroxylamine (\( NH_2OH \)), we can follow these steps: ### Step 1: Understand Ozonolysis Ozonolysis is a reaction where alkenes are cleaved by ozone to form carbonyl compounds (aldehydes or ketones). The general reaction can be represented as: \[ R_1C=CR_2 + O_3 \rightarrow R_1C(=O)R_3 + R_2C(=O)R_4 \] ### Step 2: Analyze the Molecular Formula The molecular formula \( C_5H_{10} \) indicates that the compound is likely an alkene (since it has the general formula \( C_nH_{2n} \)). This suggests that \( X \) could be a pentene. ### Step 3: Consider Possible Structures for \( X \) Given that ozonolysis of \( X \) results in two products \( Y \) and \( Z \), we can hypothesize several structures of \( X \). The structure must be such that it can yield two different carbonyl compounds upon ozonolysis. ### Step 4: Ozonolysis of Candidate Structures Let’s consider a potential structure for \( X \): - **Structure 1**: \( CH_3-CH=CH-CH_2-CH_3 \) (1-pentene) Ozonolysis of this structure would yield: - \( CH_3-CH=O \) (an aldehyde) - \( CH_2=O \) (another aldehyde) ### Step 5: Reaction with Hydroxylamine The products \( Y \) and \( Z \) from ozonolysis will react with hydroxylamine to form oximes. Each carbonyl compound can form an oxime: - For \( CH_3CHO \) (acetaldehyde), the oxime formed is \( CH_3C(=NOH)H \). - For \( CH_2O \) (formaldehyde), the oxime formed is \( H_2C=NOH \). ### Step 6: Count the Oximes From the ozonolysis products, we can see that: - Each aldehyde can form an oxime, and if there are two different aldehydes, they can yield different oximes. - Since we need four oximes, we should consider branching or more complex structures. ### Step 7: Final Structure After testing several structures, we find that the structure \( CH_3-CH=CH-CH_2-CH_3 \) (2-pentene) gives: - Ozonolysis products: \( CH_3C(=O)CH_2CH_3 \) and \( CH_2=O \) - This leads to four distinct oximes upon reaction with \( NH_2OH \): 1. From \( CH_3C(=O)CH_2CH_3 \) 2. From \( CH_2=O \) 3. Different stereoisomers from the same aldehyde. ### Conclusion The structure of \( X \) is: \[ \text{2-Pentene} \, (CH_3-CH=CH-CH_2-CH_3) \]

To determine the structure of the organic compound \( X(C_5H_{10}) \) that yields four oximes upon ozonolysis and subsequent reaction with hydroxylamine (\( NH_2OH \)), we can follow these steps: ### Step 1: Understand Ozonolysis Ozonolysis is a reaction where alkenes are cleaved by ozone to form carbonyl compounds (aldehydes or ketones). The general reaction can be represented as: \[ R_1C=CR_2 + O_3 \rightarrow R_1C(=O)R_3 + R_2C(=O)R_4 \] ### Step 2: Analyze the Molecular Formula The molecular formula \( C_5H_{10} \) indicates that the compound is likely an alkene (since it has the general formula \( C_nH_{2n} \)). This suggests that \( X \) could be a pentene. ...
Promotional Banner

Topper's Solved these Questions

  • QUALITATIVE ANALYSIS PART 1

    RESONANCE ENGLISH|Exercise A.L.P|39 Videos
  • SOLID STATE

    RESONANCE ENGLISH|Exercise PHYSICAL CHEMITRY (SOLID STATE)|45 Videos

Similar Questions

Explore conceptually related problems

An organic compound with molecular formula C_6 H_(12) upon ozonolysis gives only acetone as the product. The compound is :

A compound 'X' (C_(2)H_(4)O) on oxidation gives 'Y' (C_(2)H_(4)O_(2)) . The compound 'X' undergoes haloform reaction. Write the structure of 'X' and 'Y'.

An alkene (A)C_(16)H_(16) on ozonolysis gives only one product (B)(C_(8)H_(8)O) . Compound (B) on reaction with NH_(2)OH followed by reaction with H_(2)SO_(4), Delta gives N - methyl benzamide the compound 'A' is -

An organic compound (A) (C_(10)H_(20)) on reductive ozonolysis gives 2- methyl butanal. Based on this information, answer the following question. 1. Compound (A) is

An organic compound X (C_(4)H_(8)O_(2)) gives positive test with NaOH and Phenopthalein. Structure of X will be:

An organic compound E (C_5 H_8) on hydrogenation gives compound F (C_5 H_(12) ) . Compound E on ozonolysis gives formaldehyde and 2-ketopropanal. Deduce the structure of compound E.

An aromatic compound (X) (C_(8)H_(8)O) gives positive 2, 4-DNP test. It gives a yellow precipitate of compound (Y) on reaction with iodine and sodium hydroxide solution. (X) does not give Tollens' test on oxidation under drastic conditions. It gives a carboxylic acid (Z) (C_(7)H_(6)O_(2)) .(Z) is also formed with (Y) during the reaction. (X), (Y) and (Z) respectively are

A compound (A) C_(5)H_(10) Cl_(2) on hydrolysis gives C_(5)H_(10)O which reacts with NH_(2)OH , forms iodoform but does not give Fehling test (A) is :

RESONANCE ENGLISH-RANK BOOSTER-All Questions
  1. The homologue of Ethyl propanoate is :

    Text Solution

    |

  2. Compare the pysical properties (mu,b.p, m.p., & stability) in the geom...

    Text Solution

    |

  3. An organic compound X(C5H10) on ozonolysis gives Y & Z. The product mi...

    Text Solution

    |

  4. Of the five isomeric hexanes, the isomers which can give five monochlo...

    Text Solution

    |

  5. Which of the following statements are correct ?

    Text Solution

    |

  6. Geometrical isomerism is shown by ?

    Text Solution

    |

  7. The inert form of carbon is:

    Text Solution

    |

  8. The density (in g ml^(−1) ) of a 3.60M sulphuric acid solution having...

    Text Solution

    |

  9. Acetaldehyde and acetylene can be distinguished by :

    Text Solution

    |

  10. Catalytic hydrogenation of which of the following gives a product that...

    Text Solution

    |

  11. The tautomers of the following compound can be :

    Text Solution

    |

  12. Broadly speaking there are four types of stereisomers namely conformat...

    Text Solution

    |

  13. Calculate the weight of lime (CaO) obtained by heating 150kg of 95% pu...

    Text Solution

    |

  14. Calculate the weight of lime (CaO) obtained by heating 175kg of 95% pu...

    Text Solution

    |

  15. Ortho effect is a special type of effect that is shown by d-substituen...

    Text Solution

    |

  16. The concept of resonance explains various properties of compounds.The ...

    Text Solution

    |

  17. The density (in g ml^(−1) ) of a 3.60M sulphuric acid solution having...

    Text Solution

    |

  18. Match the given compounds in Column-I with their appropriate descripti...

    Text Solution

    |

  19. State true or false Diamond is a non conductor of electricity.

    Text Solution

    |

  20. Find the concentration of solution in terms of weight percent if 35g o...

    Text Solution

    |