Home
Class 12
CHEMISTRY
A compound (A) C(5)H(10) Cl(2) on hydrol...

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 :

A

`H_(3)C-overset(CI)overset(|)underset(CI)underset(|)C-CH_(2)CH_(2)CH_(3)`

B

`CH_(3)CH_(2)- overset(CI) overset(|) underset(CI)underset(|)C- CH_(2)CH_(3) `

C

`overset(CI)overset(|) underset(CI)underset(|) CHCH_(2) CH_(2)CH_(2)CH_(3)`

D

`CH_(3)CH_(2) overset(CI)overset(|)CH- overset(CI)overset(|)CHCH_(3)`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to identify the compound (A) with the molecular formula \( C_5H_{10}Cl_2 \) that, upon hydrolysis, yields \( C_5H_{10}O \). This compound also reacts with hydroxylamine (\( NH_2OH \)) to form iodoform but does not give a positive Fehling's test. ### Step-by-Step Solution: 1. **Identify the Compound (A)**: The molecular formula of compound (A) is \( C_5H_{10}Cl_2 \). This indicates that it is a dichloro compound with five carbon atoms. 2. **Hydrolysis Reaction**: When compound (A) undergoes hydrolysis, it produces \( C_5H_{10}O \). This suggests that the hydrolysis replaces the chlorine atoms with hydroxyl groups, forming an alcohol or a ketone. 3. **Determine the Structure of \( C_5H_{10}O \)**: The product \( C_5H_{10}O \) must contain a carbonyl group (C=O) for it to react with hydroxylamine to form an iodoform. The structure must also not be an aldehyde or a compound that would give a positive Fehling's test. 4. **Check the Options**: We need to analyze the given options to see which one fits the criteria: - **Option A**: \( CH_3CCl_2CH_2CH_2CH_3 \) - **Option B**: \( CH_3CH_2CCl_2CH_2CH_3 \) - **Option C**: \( CCl_2HCH_2CH_2CH_3 \) - **Option D**: \( CH_3CH_2CHClCHClCH_3 \) 5. **Analyze Each Option**: - **Option A**: Hydrolysis gives \( CH_3C(OH)CH_2CH_2CH_3 \) which can form \( CH_3C(=O)CH_2CH_2CH_3 \) (a ketone) and can react with \( NH_2OH \) to form iodoform. It does not give a Fehling's test. - **Option B**: Hydrolysis gives a product that cannot form iodoform and does not fit the criteria. - **Option C**: Hydrolysis gives a product that would yield a positive Fehling's test (indicating an aldehyde). - **Option D**: Hydrolysis gives a product that does not fit the criteria. 6. **Conclusion**: The only option that meets all the criteria (produces \( C_5H_{10}O \), reacts with \( NH_2OH \) to form iodoform, and does not give a Fehling's test) is **Option A**. ### Final Answer: **A is the correct answer: \( CH_3CCl_2CH_2CH_2CH_3 \)**
Promotional Banner

Topper's Solved these Questions

  • PRACTICE PAPER -1

    NCERT FINGERTIPS ENGLISH|Exercise Practice Paper 1|50 Videos
  • POLYMERS

    NCERT FINGERTIPS ENGLISH|Exercise NCERT Exemplar|9 Videos
  • PRACTICE PAPER -2

    NCERT FINGERTIPS ENGLISH|Exercise Practice Paper 2|50 Videos

Similar Questions

Explore conceptually related problems

An organic compound (A) , C_(4)H_(8)Cl_(2) on hydrolysis forms another compound (B) , C_(4)H_(8)O . If (B) does not responds to iodo form test , then identify possible structures of (A) and (B).

An organic compound (A) , C_(4)H_(8)Cl_(2) on hydrolysis forms another compound (B) , C_(4)H_(8)O . If the compound (B) responds positively to iodo form test , then identify (A) and (B).

C_(7)H_(10)O reacts with CH_(3)MgBr r to give a compound C_(8)H_(10)O which gives the test with iodoform, than fine out structure of A

An organic compound (A) (C_(5)H_(7)OCl) reacts rapidly with ethanol to give (B) (C_(7)H_(12)O_(2)) . (A) also reacts with water to produce an acid which reacts with bromine to give (C ) (C_(5)H_(8)Br_(2)O_(2)) . (B) on boiling with H_(2)SO_(4) forms an acid (D). When (D) is oxidised with KMnO_(4) an acid (E ) (C_(4)H_(6)O_(3)) is produced. On mild heating, (E ) gives (F) (C_(3)H_(6)O) which cannot be oxidised by ammoniacal AgNO_(3) . Identify the compounds (A) to (F).

Alkene (X) (C_(5)H_(10)) on ozonolysis gives a mixture of two compounds (Y) and (Z). Compound (Y) gives positive Fehling's test and iodoform test. Compound (Z) does not give Fehling's test but give iodoform test. Name the compound formed when Z reacts with Mg - Hg / H_(2)O

C_(5)H_(10)O overset(H_(3)O^(o+))rarrB+C , (B) and (C) both give +ve iodoform test. Compound (A) is :

An alkene 'A' (molecular formula C_(5)H_(10) ) on ozonolysis gives a mixture of two compounds 'B' and 'C'. Compound 'B' gives positive Fehling's test and also forms iodoform on treatement with I_(2)" and "NaOH . Compound 'C' does not give Fehling's test but forms iodoform. Identify the compounds A, B and C. Write the reaction for ozonolysis and formation of iodoform from B and C.

NCERT FINGERTIPS ENGLISH-PRACTICE PAPER -1-Practice Paper 1
  1. The unit cell with the given structure represents crystal system. ...

    Text Solution

    |

  2. In electrorefining the impure metal is made

    Text Solution

    |

  3. A compound (A) C(5)H(10) Cl(2) on hydrolysis gives C(5)H(10)O which re...

    Text Solution

    |

  4. In hcp arrangement the coordination number is

    Text Solution

    |

  5. Which of the following statements is not ture ?

    Text Solution

    |

  6. Which of halogen acids indicated below is incorrect ?

    Text Solution

    |

  7. Aqueous solution of nickel sulphate on treating with pyridine and then...

    Text Solution

    |

  8. m-Chlorobenzaldehyde on reaction with conc. KOH at room temperature gi...

    Text Solution

    |

  9. Which of the following decreases on dilution of electrolyte solution ...

    Text Solution

    |

  10. Germanium is an example of

    Text Solution

    |

  11. Which of the following synthesis gives 3-methyl -1- hexanol ?

    Text Solution

    |

  12. Non-reducing sugar is

    Text Solution

    |

  13. The electrode potential of oxidation half cell

    Text Solution

    |

  14. In a cubic closed packed structure of mixed oxides the lattice is made...

    Text Solution

    |

  15. Which of the following is not an actinide ?

    Text Solution

    |

  16. Copper is extracted from copper pyrites ore by heating in a blast fur...

    Text Solution

    |

  17. Alcohols can be converted to various types of gasoline (petrol) by sh...

    Text Solution

    |

  18. In a set of reactions, acetic acid yielded a product D. The struc...

    Text Solution

    |

  19. The element with atomic number 33 belongs to

    Text Solution

    |

  20. For H(3)PO(3) and H(3)PO(4) the correct choice is

    Text Solution

    |