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Summer Vacation Assignment – May/June 2018


1. What are ambident nucleophiles?

2. Give the uses of Freon.
3. Write all the products when ethanol reacts with SOCl2.
4. Write the decreasing acidity trend of 10,20 and 30 alcohols .
5. What is the reagent to be used to oxidize primary alcohol to aldehyde?
6. What is the name of the compound when aldehyde reacts with hydroxylamine?
7. Predict whether ethanol undergoes aldol condensation or Cannizaro reaction?
8. What is the effect of EWG to the acidity of carboxylic acids?
9. Explain which of the following has highest dipole moment?
(i) CH2Cl2 (ii) CHCl3 (iii) CCl4
10. Why Grignard reagents to be prepared under anhydrous condition?
11. Out of C6H5CH2Cl and C6H5CHCl C6H5 which is more easily hydrolysed by aqueous
12. Predict the major product of acid catalysed dehydration of 1-Methylcyclohexanol and
13. Out of orthonitrophenol and paranitrophenol which one is steam volatile and why?
14. Preparation of ether by acid dehydration of 20 and 30 alcohols is not a suitable method,
15. Arrange the following compounds in increasing order of their boiling points with brief
16. Arrange the following in increasing order of their nucleophilic addition reaction with brief
Ethanal, Propanal, Propanone, butanone.
17. There are two NH2 groups in semicarbazide .However only one is involved in the formation
semicarbazone why?
18. Although phenoxide ion has more number of resonating structure than carboxylate ion ,
Carboxylic acid is stronger than phenol, explain.
19. Write the name of the following compounds.
20. Write the major organic product in each of the following reactions.
(i) CH3CH2Cl+NaI →
(ii) (CH3)3CBr + Alcoholic KOH →
(iii) C6H5ONa + C2H5Cl →
21. You are given benzene,conc H2SO4 and NaOH. Write the equations for the preparation of
phenol using these reagents.
22. Explain why phenol is more acidic than alcohol? Also explain how EWG affects the acidity
of phenol?
23. What is Williamson synthesis? Illustrate with examples the limitations of Williamson
synthesis for the preparation certain type of ethers.
24. Name the reagents in the following reactions.
(i) Oxidation of primary alcohols to an aldehyde.
(ii) Bromination of phenol to 2,4,6-tribromophenol.
(iii) Butan-2-one to butan-2-ol.
25. Convert the following.
(i) Propanone to propene.
(ii) Ethanol to 3-Hydroxybutanal.
(iii) Benzaldehyde to 3-Phenylpropanol.
26. An organic compound with the molecular formula C9H10O forms 2,4-DNP derivative,
reduces Tollen’s reagent and undergoes Cannizaro reation.On vigorous oxidation, it gives
1,2-benzenedicarboxylic acid.Identify the compounds and write all the concerned reaction.
27. An organic compound (A) (molecular formula C8H16O2) was hydrolysed with dilute H2SO4
to give carboxylic acid (B) and alcohol (C). Oxidation of (C) with chromic acid produced
(B).(C) on dehydration gives but-1-ene. Write equations for the reactions involved.
28. (a) Give simple chemical test to distinguish between the following pair of compounds.
(i) Propanal and Propanone.
(ii) Ethanal and Propanal.
(iii) Phenol and benzoic acid.

(b) Write the mechanism of hydration of ethene to ethanol.

29. (a) Write short notes on the following:

(i) Swarts reaction.
(ii) Aldol condensation.

(b) Predict the products of the following reactions

(i) (CH3)3C-O-C2H5+HI →

(ii) C6H5OH + CHCl3 + NaOH →

30. (a) Give plausible explanation for the following.

(i) Cyclohexanone forms cyanohydrins in good yield but 2,2,6-Trimethylcyclohexanone does
(ii) Nucleophilic substitution reaction is difficult in case of haloarenes..
(b) Write increasing order of acidity of the following
31. An organic compound ‘A’ with molecular formula C5H10O is reduced to pentane on
treatment with Zn/Hg/HCl. ‘A’ forms an oxime with hydroxylamine gives a positive
iodoform test and Tollen’s test. Identify the compound A and deduce the structure.
32. Q 13.3,13.4,13.6,13.8,13.9,13.10,13.11,13.12(NCERT)
33. ‘A’ compound X (C2H4O)on oxidation gives ‘Y’ (C2H4O2).X undergoes haloform reaction
on treatment with HCN ‘X’ forms a product which on hydrolysis gives 2-Hydroxy propanoic
34. 2.17,2.27,2.32,2.36,2.40,2.41(NCERT)
35. NCERT , OSWAL and QP for practice in LMS for coordination chemistry.