Home
Class 12
CHEMISTRY
Giving plausible explanation for each of...

Giving plausible explanation for each of the following:
i. Cyclohexanone forms cyanohydrin good yield but 2,2,6-trimethylcyclohexanone does not.
ii. There are two `(-NH_(2))` groups in semicarbazide. However, only one is involved in the formation of semicarbazones.
iii. During the preparation of esters from a carboxylic acid and an alcohol in the easter should be removed as soon as it is formed.

Text Solution

Verified by Experts

(i).
Because of the presence of three methyl groups at `alpha`-positions w.r.t. the C=O groups, the nucleophilic attack by `CN^(-)` ion does not occur due to steric hindrance. Since there is no such steric hindrance in cyclohexanone, therefore, nucleophilic attach by the `CN^(-)` ion occurs readily and hence cyclohexanone cyanohydrin is obtained in good yield.
(ii).
Although semicarbazide has two `-NH_(2)` groups but one of them (ie.., which is directly attached to C=O) is involved in resonance as shown above. as a result, electron density on this `NH_(2)` group decreases and hence it does ot act as a nucleophile. in contrast, the lone pair of electrons on the other `NH_(2)` group (i.e., attached to NH) is not involved in resonance and hence is available for nucleophilic attack on the C=O group of aldehydes and ketones.
(iii) The formation of esters from a carboxylic acid and an alcohol in presence of an acid catalyst is a reversible reaction.
`underset("Carboxylic acid")(RCOOH)+underset("Alcohol")(R'OH) overset(H_(2)SO_(4))hArr underset("Ester")(RCOOR')+H_(2)O`
To shift the equilibrium in the forward direction, the water or the ester formed should be removed as fast as it is formed.
Promotional Banner

Topper's Solved these Questions

  • ALDEHYDES, KETONES AND CARBOXYLIC ACIDS

    PRADEEP|Exercise NCERT EXEMPLAR PROBLEMS WITH ANSWERS, HINTS AND SOLUTIONS (MULTIPLE CHOICE QUESTION-I)|12 Videos
  • ALDEHYDES, KETONES AND CARBOXYLIC ACIDS

    PRADEEP|Exercise NCERT EXEMPLAR PROBLEMS WITH ANSWERS, HINTS AND SOLUTIONS (MULTIPLE CHOICE QUESTION-II)|6 Videos
  • ALDEHYDES, KETONES AND CARBOXYLIC ACIDS

    PRADEEP|Exercise NCERT QUESTIONS AND EXERCISES WITH ANSWERS (NCERT INTEXT UNSOLVED QUESTIONS)|8 Videos
  • ALCOHOLS, PHENOLS AND ETHERS

    PRADEEP|Exercise IMPORTANT QUESTIONS FOR BOARD EXAMINATIONS.|29 Videos
  • APPENDIX

    PRADEEP|Exercise MODEL TEST PAPER <br> (Section C )|15 Videos

Similar Questions

Explore conceptually related problems

(a) Give a plausible expianation for each one of the following : - (i) There are two - NH_(2) groupsin semicarbazide. However, only one such group is involvedin the formation of semicarbazones. (ii) Cyclohexanone forms cyanohydrin in good yield but 2,4,6 -trimethylcyclohexanone does not. (b) An organic compound with molecular formula C_(9)H_(10)O forms, 2,4 - DNP derivative, reduces Tollens' reagent and undergoes Cannizzaro reaction. On vigorous oxidation it gives 1,2-benzene-di-carboxylic acid. Identify the compound.

Three isomeric tetracarboxylic acids (I),(II) , and (III) are given. They can be distinguised by anhydride formation by treating with one equivalent and two equivalents of SOCl_2 . Which tetracarboxylic acid on reaction with one equivalent of SOCl_2 gives only one monoaanhydride ?

Statement. It is reported that during the last fortnight there has been three cases of near-miss situation involving two aircrafts over the busy city airport. In all these cases, both the aircraft came perilously close to each other and could avoid collision as the pilots acted just in time. Assuming the above statement to be true which of the following course of action will follow. Courses of action : I. The pilots of all the six aircraft involved in these incidents should be de-rostered immediately. II. Some flights should be diverted to other airports for the next few months to decongest the sky over the city airport. III. Air traffic controllers of the city airport should be sent for refresher courses in batches to prepare themselves to handle such a pressure situation. 1) Only I follows 2) Only II follows 3) Only III follows 4) Only II and III follow

A carboxylic acid C_(2)H_(4)O_(2) reacts with an alcohol in the presence of H_(2)SO_(4) to form a compound 'X'. The alcohol on oxidation with alkaline KMnO_(4) gives the same carboxylic acid, C_(2)H_(4)O_(2) . Write the name and structure of (i) Carboxylic acid, (ii) alcohol and (iii) the compound 'X'.

Read the passage given below and answer the following questions: Aldehydes, ketones and carboxylic acids are few of the major classes of organic compounds containing carbonyl group. Aldehydes are prepared by dehydrogenation or controlled oxidation of primary alcohols and controlled or selective reduction of acyl halides. Ketones are prepared by oxidation of secondary alcohols and hydration of alkynes. Carboxylic acids are prepared by the oxidation of primary alcohols, aldehydes and alkenes by hydrolysis of nitriles and by treatment of Grignard reagents with carbon dioxide. Name the main compounds A and B formed in the following reaction: CH_3CN underset((ii) H_2O^(+) ) overset( (i) CH_3MgBr) to A overset( Zn( Hg) //conc. HCl) to B

Directions: In the question given below a statements is followed by three courses of action numbered I or (A), II or (B) and III or (C). A course of action is a step or administrative decision to be taken for improvement, follow-up for further action in regards to the problem, policy etc. on the basis of the information given in the statement. you have to assume everything in the statement to be true, then decide which of the three given/suggested courses of action logically follows for pursuing and decide the answer. Statements: It is reported that during the last fortnight there has been three cases of near-miss situation involving two aircrafts over the busy city airport. In all these cases, both the aircraft came perilously close to the other and could avoid collision as the pilots acted just in time. Courses of action: I. The pilots of all the six aircrafts involved in these incidents should be de-rostered immediately. II. Some flights should be diverted to other airports for the next few months to decongest the sky over the city airport. III. Air traffic controllers of the city airport should be sent for refresher courses in batches to prepare themselves to handle such a pressure situation. 1) Only I follows 2) Only II follows 3) Only III follows 4) Only II and III follow 5) None of these

PRADEEP-ALDEHYDES, KETONES AND CARBOXYLIC ACIDS -NCERT EXERCISES
  1. What is meant by the following terms ? Give an example of the reaction...

    Text Solution

    |

  2. Name the following compounds according to the IUPAC system of nomencla...

    Text Solution

    |

  3. Draw the structures of following compound: i. 3-Methylbutanal ii. ...

    Text Solution

    |

  4. Write the IUPAC names of the following ketones and aldehydes. Wherever...

    Text Solution

    |

  5. Draw the structure of following derivatives: i. 2,4-Dinitrophylhydra...

    Text Solution

    |

  6. Predict the products formed when cyclohexane carbaldehyde reacts with ...

    Text Solution

    |

  7. Which of the following compounds would undergo aldol condensation or t...

    Text Solution

    |

  8. How will you convert ethnal into the following compounds ? i. Butane...

    Text Solution

    |

  9. Write structure formulae and names of four possible aldol condensation...

    Text Solution

    |

  10. An organic compound with the molecular folmula C(9)H(10)O form 2,4-DNP...

    Text Solution

    |

  11. An organic compound (A) (molecular formula C(8)H(16)O(2)) was hydrolys...

    Text Solution

    |

  12. Arrange the following compounds in the increasing order of their prope...

    Text Solution

    |

  13. Give simple chemical test to distinguish between the following pairs o...

    Text Solution

    |

  14. How will you prapare the following compounds from benzene ? You may us...

    Text Solution

    |

  15. How will you bring about the following conversions in not more than tw...

    Text Solution

    |

  16. Describe the following i. Acetylation ii. Cannizzaro reaction i...

    Text Solution

    |

  17. Complete each synthesis by giving missing starting material, reaget or...

    Text Solution

    |

  18. Giving plausible explanation for each of the following: i. Cyclohexa...

    Text Solution

    |

  19. An organic compound contains 69.77% carbon, 11.63% hydrogen, and rest ...

    Text Solution

    |

  20. Although phenoxide ion has more number of resonating structures than c...

    Text Solution

    |