Aldehydes
Aldehydes
CHEMISTRY
17. (a) Arrange the following compounds in an increasing order of their indicated property:
(i) Benzoic Acid, 4-Nitro benzoic acid, 3,4-Dinitorbenzoic acid,
4-Methoxybenzoic acid (acid strength)
(ii) CH3CH2CH(Br)COOH, CH3CH(Br)CH2COOH, (CH3)2CHCOOH,CH3CH2CH2COOH
(acid strength)
(b) How would you bring about the following conversions?
(i) Propanone to Propene (ii) Benzoic acid to Benzaldehyde
(iii) Bromobenzene to 1-phenyl ethanol
18. (a) Write chemical equation to illustrate the following name bearing reactions:
(i) Aldol Condensation (ii) Hell-Volhard-Zelinsky reaction
(b) Give chemical tests to distinguish between the following pairs of compounds:
(i) Propanal and Propanone (ii) Acetophenone and Benzophenone
(ii) Phenol and Benzoic Acid.
19. (a) How will you convert:
(i) Benzene to acetophenone (ii) Propanone to 2–Methylpropan-2-ol
(b) Give reasons:
(i) Electrophilic substitution in benzoic acid takes place at meta position.
(ii) Carboxylic acids are higher boiling liquids than aldehydes, ketones and alcohols
of comparable molecular masses.
(iii) Propanal is more reactive than propanone in nucleophilic addition reactions.
ANSWER KEY
A1 : a
A2 : c
A3 : c
A4 : Propanol > Propanal >Propane
A5 : Because of resonance in carboxylic acids
A6 : a
A7 : e
A8 : e
A9 : c
A10 : false
A11 . Because of stearic hindrance.
A12 . Acetaldehyde will give iodoform test whereas formaldehyde will not give iodoform
test.
A13 . F is more electronegative than chlorine but p-fluorobenzoic acid is a weaker acid
than p-chlorobenzoic acid because fluorine has a stronger +M effect because of
resonance between 2p orbital of fluorine and 2p orbitals of C attach to it but in case of
chlorine +M effect is weaker because of resonance between 3p orbital of chlorine and
2p orbitals of C attach to it.
A14. (i) CH3CHO >C6H5COCH3 > CH3COCH3
(ii) CH3-COOH < Cl-CH2-COOH < F-CH2-COOH
(ii)
C6H5C2H5 –KMnO4-- C6H5COOH
(iii)
CH3COCH3 NaBH4- CH3CH(OH)CH3 conc. H2SO4/443K CH3CH=CH2
A16 . a) (i) Cannizzaro’s Reaction
2 C6H5CHO C6H5CH2OH + C6H5COONa
(ii) CH3COCH3 Zn/Hg/HCl-CH3CH2CH3
b) CH3COCH2CH2CH3 writes their respective reactions also.
A17 . (i) 4-Methoxybenzoic acid < Benzoic Acid < 4-Nitro benzoic acid < 3,4-Dinitorbenzoic
acid
(ii)
(CH3)2CHCOOH<CH3CH2CH2COOH<CH3CH(Br)CH2COOH<CH3CH2CH(Br)COOH
(b) (i) Same as Q15 (iii) part (ii) Same as Q15 (i) part
(iii)