Home
Class 11
CHEMISTRY
1^(ul@) alcohols are poor starting mater...

`1^(ul@)` alcohols are poor starting material for synthesis of 1-Alkene. Explain ?

Text Solution

AI Generated Solution

The correct Answer is:
To explain why 1° (primary) alcohols are poor starting materials for the synthesis of 1-alkenes, we can break down the process step by step: ### Step 1: Understanding 1° Alcohols 1° alcohols have the general structure R-CH2-CH2-OH, where R is an alkyl group. The hydroxyl (-OH) group is a poor leaving group compared to water (H2O). ### Step 2: Protonation of the Alcohol When a 1° alcohol is treated with an acid (like H2SO4), the -OH group is protonated: - The -OH group becomes -OH2⁺, which is a better leaving group than -OH. ### Step 3: Formation of Carbocation Upon heating or further reaction, the -OH2⁺ group leaves, forming a carbocation: - This results in a 1° carbocation (R-CH2-CH2⁺), which is less stable due to the lack of alkyl groups to stabilize the positive charge. ### Step 4: Carbocation Rearrangement 1° carbocations can undergo rearrangement to form more stable carbocations: - The 1° carbocation can rearrange to a 2° carbocation via a hydride shift (R-CH2-CH2⁺ → R-CH-CH3⁺). ### Step 5: Formation of Alkene From the more stable 2° carbocation, elimination occurs to form the alkene: - The final product is an alkene (R-CH=CH2), but it is less substituted and less stable than possible products from more stable carbocations. ### Step 6: Conclusion The overall process shows that starting from a 1° alcohol leads to the formation of a less stable alkene. Therefore, 1° alcohols are poor starting materials for synthesizing 1-alkenes because: - They form less stable 1° carbocations. - They require rearrangement to form more stable carbocations, which complicates the reaction pathway. - The final product is less substituted and less stable. ### Summary In summary, the poor stability of the 1° carbocation and the resulting less stable alkene make 1° alcohols unsuitable for synthesizing 1-alkenes. ---
Promotional Banner

Topper's Solved these Questions

  • ORGANIC REACTION MECHANISMS-IV

    RESONANCE ENGLISH|Exercise Exercise-1 Part-2|20 Videos
  • ORGANIC REACTION MECHANISMS-IV

    RESONANCE ENGLISH|Exercise Exercise-1 Part-3|2 Videos
  • ORGANIC REACTION MECHANISMS - II

    RESONANCE ENGLISH|Exercise APSP Part - 3|22 Videos
  • PERIODIC TABLE & PERIODICITY

    RESONANCE ENGLISH|Exercise ORGANIC CHEMISTRY(BASIC CONCEPTS)|27 Videos

Similar Questions

Explore conceptually related problems

1^(@) alcohols preferably undergo dehydration via

Outline the synthesis of the following alcohols from the indicated starting material Isopropyl alcohol from propane

Statement-1: R_(2)SiCl_(2) is the starting material for linear polymer of silicone. Statement-2: R_(2)SiCl_(2) is the starting material for 3-D polymer of silicone. Statement-3: R_(3)SiCl is the starging material for 3-D polymerr of silicone.

Column 1,2 and 3 contain starting materials, reaction conditions, and type of reactions, respectively For the synthesis of benzoic acid, the only CORRECT combination is

Starting from propene sythesize 1,1- dibromopropane.

Column 1,2 and 3 contain starting materials, reaction conditions, and type of reactions, respectively The only CORRECT combination that gives two different carboxylic acid is

Which of the following is the best method for synthesis of 1 - bromo -3- chlorobenzene?

ul("Primary alcohols") when heated with copper at 573 K form alkenes.

In the contact process for industrial manufacture of sulphuric acid, some amount of sulphuric acid is used a starting material. Explain briefly. What is the catalyst used in the process?

F_1 - F_0 particles participate in the synthesis of .............

RESONANCE ENGLISH-ORGANIC REACTION MECHANISMS-IV-APSP PART-3
  1. 1^(ul@) alcohols are poor starting material for synthesis of 1-Alkene....

    Text Solution

    |

  2. Rate of Bimolecular elimination (E2) reaction for the following :

    Text Solution

    |

  3. Which is incorrect about alkyl bromide having molecular formula C5H11B...

    Text Solution

    |

  4. The compound 'X' is

    Text Solution

    |

  5. When the all-cis isomer of C6H6Cl6 (1,2,3,4,5,6 -Hexachlorohexane) is ...

    Text Solution

    |

  6. CH2Ounderset(H3O^(o+))overset(CHD2MgI)toX underset(Delta)overset(Conc....

    Text Solution

    |

  7. Major product of the given reaction is :

    Text Solution

    |

  8. The product is -

    Text Solution

    |

  9. Which one of the following hyxachlorocyclohexane is least reactive and...

    Text Solution

    |

  10. In which of the following reactions the correct major products are men...

    Text Solution

    |

  11. When ethyl bromide is added to potassium t-butoxide, the product is et...

    Text Solution

    |

  12. Which of the following statement are true ?

    Text Solution

    |

  13. Which of the following reaction has the correct major product .

    Text Solution

    |

  14. Which of the following statements is/are correct for alkyl halide ?

    Text Solution

    |

  15. The correct statements about the following reaction are [Hint: Al...

    Text Solution

    |

  16. The order of following reaction is :

    Text Solution

    |

  17. Total number of alkenes obtained by dehydration of 3,4-diethylhexan-2-...

    Text Solution

    |

  18. Report your answer as XY

    Text Solution

    |

  19. The number of products (stereoisomers) formed in the following reactio...

    Text Solution

    |

  20. The elimination reactions mainly involve three mechanism E1,E2 and E1c...

    Text Solution

    |

  21. The elimination reactions mainly involve three mechanism E1,E2 and E1c...

    Text Solution

    |