Aldehyde, Ketone & Carboxylic Acid

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CH- ALDEHYDE, KETONES & CARBOXYLIC ACID

PRACTICE QUESTIONS

Q1. Convert Propene to Acetone.


Q2. Do the following conversions in not more than two steps:
a) Ethyl Benzene to Benzoic Acid
b) Propanone to Propene

Q3. Give reasons:


a) Propanone is less reactive than ethanal towards nucleophilic addition reactions.
b) (CH3)2CH-CHO undergoes aldol condensation whereas (CH3)3C-CHO does not.

Q4. Give a chemical test to distinguish between Butanal and Butan-2-one.


Q5. Convert Acetophenone to Benzoic Acid.
Q6. Give reasons:
a) The α-hydrogen atoms of aldehydes and ketones are acidic in nature
b) Propanone is less reactive than ethanal toward addition of HCN.

Q7. Convert:
a) Toulene to Benzaldehyde
b) Acetone to Propane

Q8. Give a chemical test to distinguish between Propanal and Propanone?

Q9. Arrange the following in increasing order of their reactivity towards nucleophilic addition
reaction:
a) C6H5COCH3, CH3-CHO, CH3COCH3
b) CH3CHO, C6H5CHO, HCHO
c) CH3COCH3, C6H5COC6H5 , CH3CHO

Q10. Write the structure of the main products when propanal (CH3-CH2-CHO) reacts with the
following reagents:
a) Zn-Hg/conc. HCl
b) H2N-OH/H+
c) HCN
d) CH3MgBr and then H3O+
e) H2N-NHCONH2/H+
f) LiAlH4

Q11. Write the products formed when ethanal reacts with the following reagents:
a) CH3MgBr and then H3O+
b) Zn-Hg/conc. HCl
c) C6H5CHO in the presence of dilute NaOH

Q12. Out of CH3CH2-CO-CH2-CH3 and CH3CH2-CH2-CO-CH3, which gives iodoform test?


Q13. Convert:
a) Ethanol to 3-hydroxy butanal.
b) Acetone to Propene
c) Benzoyl Chloride to Benzaldehyde
d) Ethanal to but-2-enal
e) Ethanal to 2-Hydroxypropanoic acid
Q14. Give reason:
a) There are two NH2 groups in semicarbazide. However, only one such group is involved
in the formation of semicarbazones.
b) Cyclohexanone forms cyanohydrin in good yield but 2,4,6-tri-methylcyclohexanone does
not.
Q15. An organic compound with molecular formula C9H10O forms 2,4-DNP derivative, reduces
Tollens reagent and undergoes Cannizzaro reaction. On vigorous oxidation it gives 1, 2-benzene-
dicarboxylic acid. Identify the compound.
Q16. An organic compound 'X' having molecular formula C4H8O gives orange-red precipitate
with 2 4-DNP reagent. It does not reduce Tollens Reagent but gives yellow ppt. of iodoform on
heating with NaOI. Compound 'X' on reduction with LiAlH4 gives compound 'Y' which
undergoes dehydration reaction on heating with conc. H2SO4 to form But-2-ene. Identify the
compound X and Y.

Q17. p-nitrobenzoic acid has lower pKa value than benzoic acid, why?
Q18. Convert Ethyl Benzene to Benzoic Acid.
Q19. Complete:
C6H5COOH + PCl5 --> 'A’
'A' + H2/Pd-BaSO4 --> 'B'
Q20. CompleteCH3-CH(CH3)-COOH + Br2/Red P4 --> ‘A’
Q21. Give reason
a) Benzoic Acid is a stronger acid than acetic acid.
b) Aromatic Carboxylic acids do not undergo Friedel-Crafts reaction.
c) Electrophilic substitution in benzoic acid takes place at meta position.
d) Carboxylic acids have higher boiling liquids than aldehydes, ketones and alcohols of
comparable molecular masses.
Q22. a)Arrange in increasing order of acidic nature:
FCH2COOH, O2N-CH2-COOH, CH3COOH, HCOOH
b) pKa of O2N-CH2-COOH is lower than that of CH3-COOH
Q23. Give chemical test to distinguish between following:
a) Ethanoic and Methanoic Acid
b) b) Benzoic Acid and Phenol
Q24. Convert
a) Propanoic Acid to 2-hydroxypropanoic acid.
b) Benzoic Acid to Benzaldehyde
Q25. Give reason:
a) Carboxylic acid do not give characteristic reactions of carbonyl group.
b) Although phenoxide ion has more number of resonating structures than carboxylate ion,
carboxylic acid is a stronger acid than phenol. Why?

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