Home
Class 12
CHEMISTRY
A five C-atom hydrocarbon is formed by t...

A five C-atom hydrocarbon is formed by the reduction of a chloroderivative (A) of an alkane with Zn-Cu couple. (A) (A) is dissolved in dry ether and then treated with metallic sodium to give 2, 2, 5, 5-tetramethyl hexane. The IUPAC name of compound (A) is:

A

Neopentyl chloride

B

1–chloro-2,2-dimethyl propane

C

1-chloro-3-methyl butane

D

2-chloro-3-methylbutane

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we need to identify the IUPAC name of the chloroderivative (A) of an alkane that leads to the formation of 2,2,5,5-tetramethylhexane upon reduction with a zinc-copper couple and subsequent treatment with metallic sodium. ### Step-by-Step Solution: 1. **Understanding the Product**: The product formed is 2,2,5,5-tetramethylhexane. This indicates that the hydrocarbon has a total of 5 carbon atoms in its structure. The structure can be represented as follows: - The main chain is hexane (6 carbon atoms), but since we are looking for a 5 carbon atom hydrocarbon, we need to consider that the branching will lead to a reduction in the effective carbon count. 2. **Identifying the Structure**: The structure of 2,2,5,5-tetramethylhexane can be drawn out: - The main chain is hexane (C6), but due to the branching (two methyl groups at C2 and two at C5), we can deduce that the original compound (A) must have been a chlorinated derivative that allows for this branching. 3. **Considering the Reaction**: The reaction described involves the reduction of a chlorinated compound (A) using Zn-Cu couple, which typically indicates that we are dealing with a compound that can undergo a coupling reaction with sodium metal in dry ether. 4. **Determining the Chloroderivative (A)**: To form 2,2,5,5-tetramethylhexane, the chloroderivative (A) must have the following structure: - The chlorinated compound must be 1-chloro-2,2-dimethylpropane (C5H11Cl). This compound has a chlorine atom on the first carbon and two methyl groups on the second carbon, which allows for the formation of the desired product upon reduction. 5. **Finalizing the IUPAC Name**: The IUPAC name of the compound (A) is 1-chloro-2,2-dimethylpropane. ### Conclusion: The IUPAC name of compound (A) is **1-chloro-2,2-dimethylpropane**.
Promotional Banner

Topper's Solved these Questions

  • HALOALKANES & HALOARENES

    VMC MODULES ENGLISH|Exercise ENABLE|99 Videos
  • HALOALKANES & HALOARENES

    VMC MODULES ENGLISH|Exercise EFFICIENT|100 Videos
  • ENVIRONMENTAL CHEMISTRY

    VMC MODULES ENGLISH|Exercise JEE Main (Archive)|39 Videos
  • HALOALKANES AND HALOARENES

    VMC MODULES ENGLISH|Exercise IN-CHAPTER EXERCISE - F|6 Videos

Similar Questions

Explore conceptually related problems

IUPAC name of the compound (C_2H_5)_2NCH_3 is

Chloro derivative of an organic compound 'X' on reduction with zinc-copper couple gave a hydrocarbon ( C_6H_12 ). Ethereal solution of 'X' when heated with sodium gave 2,2,5, 5-tetramethylhexane. Identify the compound 'X'.

Give the IUPAC name of the compound C_5H_9-CH_2-CH_2-CH_2-CH_3

Give the IUPAC names of the following compound [Co(NH_3)_5Cl]Cl_2

Correct IUPAC name of alkane obtained in the reaciton of 2-chloropropane + sodium and dry ether

Give the IUPAC name of the compound (CH_3)_3C-CH_2-CH(C_2H_5)_2

An organic compound (a) reacts with sodium metal and forms (b) . On heating with conc. H_(2)S0_(4) (a) gives diethyl ether. (a) and (b) are respectively

An alcohol (A) gives Lucas test within 5 min. 7.4 g of alcohol when treated with sodium metal liberates 1120 mL of H_2 at STP. What will be alcohol (A)?

A certain compound 'A' has a molecular formula C_(5)H_(11)Br . It reacts with Mg metal in anhydrous ether to form compound B which upon hydrolysis gives n-pentane when compound A was reacted with na metal in dry ether gave 4,5- dimethyl octane. What is A B and draw their structures?

VMC MODULES ENGLISH-HALOALKANES & HALOARENES -IMPECCABLE
  1. A five C-atom hydrocarbon is formed by the reduction of a chloroderiva...

    Text Solution

    |

  2. In the reaction C(2)H(5)MgBr +

    Text Solution

    |

  3. Which one will give positive iodoform test?

    Text Solution

    |

  4. War gas is formed from:

    Text Solution

    |

  5. C(2) H(5) Cl + KCN rarr "X " overset("Hydroysis")(rarr) Y, 'X' and 'Y'...

    Text Solution

    |

  6. Iodoform is formed on warming I2 and NaOH with:

    Text Solution

    |

  7. Carbon-halogen bond is strongest among the following:

    Text Solution

    |

  8. Compound A has a molecular formula C(2)Cl(3)OH. It reduces Fehling's s...

    Text Solution

    |

  9. For a given alkyl group the densities of the halides follow the order

    Text Solution

    |

  10. "AgNO"(3) does not give precipitate with chloroform because:

    Text Solution

    |

  11. Which of the following alkyl halides is iso -butyl bromide ?

    Text Solution

    |

  12. In which one of the following conversions phosphorus pentachloride is ...

    Text Solution

    |

  13. An organic halide is shaken with aqueous NaOH followed by the addition...

    Text Solution

    |

  14. In which alkyl halide SN^(2) mechanism is favoured maximum

    Text Solution

    |

  15. The reaction of tertiary butyl bromide with sodium methoxide gi...

    Text Solution

    |

  16. When alkyl halide is heated with dry Ag(2)O. It produces :

    Text Solution

    |

  17. DDT is prepared by condensing chlorobenzene with

    Text Solution

    |

  18. C(3)H(8)+CI(2)overset(Light)toC(3)H(7)CI+HCI is an example of which of...

    Text Solution

    |

  19. Compound 'a' reacts with PCI(5) to give 'b' which on treatment with K...

    Text Solution

    |

  20. Which of the following would be produced when acetylene reacts with ex...

    Text Solution

    |

  21. An Alkyl bromide (X) reacts with Na in dry ether to form 4,5-diethloct...

    Text Solution

    |