1.

x, x is :

(A) Only (R,R) product (B) Only (S,S) product

(C) Meso compound (D) Racemic mixture

2. , P is :

(A) (B) (C) both are correct (D) None

3. Q P

P and Q are :

(A) in both cases (B) in both cases

(C) P is I, Q is II (D) P is II, Q is I

Na / NH3 ( )
4.     P, the product can be :

(A) (B) (C) (D)

5. Na / NH3 ( )
    P, the product can be :

(A) (B)

(C) (D) None

KVPY_SX_OXIDATION REDUCTION # 451

6. What are A and B in the following ?

LiAlH
4
Q   P

(A) in all cases (B) in all cases

(C) in all cases (D) P = and Q=

7. [ X]



X can be :
(A) H2 / Ni (B) LiAlH4 (C) NaBH4 (D) (A) and (B) both
8. The reactivity order towards hydrogenation of the following compounds is

(I) CH3 – C  C – CH3 (II)

(III) (IV)

(A) I > II > III > IV (B) II > III > IV > I (C) III > IV > II > I (D) IV > III > II > I

9. Which reducing agent, would you use to carry out the following transformation.



(A) LiAlH4 (B) NaBH4 (C) Na/NH3 (D) B2H6/THF

H / Pt
10. Q 2 
 P

P and Q are respectively :

(A) ,

(B) ,

(C) in both case

(D) in both case

11. Name the reaction C3H6  C3H8

(A) Alkylation (B) Cracking (C) Hydrogenation (D) Dehydrogenation

KVPY_SX_OXIDATION REDUCTION # 452

12. In which case the reaction is most exothermic with H2 / Ni.

(A) (B) (C) (D)

13. Which is the correct order for heat of hydrogenation ?

(A) Hept-1-ene < Hept-3-ene < 2-Methylhex-2-ene
(B) 3-Methylcyclooctene < 1-Methylcyclooctene < 1,2-Dimethylcyclooctene
(C) 3-Ethyloct-1-ene < 2-Ethyloct-1-ene < Oct-2-ene
(D) Ethene < ethyne
14. What are A and B in the following ?

(A) in all cases (B) in all cases

(C) in all cases (D) A = and B =

15. The reagent used to convert RCOOH  RCH2OH is

(A) NaBH4 (B) Na/ Alcohol (C) Zn/Hg-HCl (D) LiAlH4.

16. When benzoic acid is treated with LiAlH4, it forms

(A) Benzaldehyde (B) Benzyl alcohol (C) Benzene (D) Toluene
KCN LiAlH4
17. In the reaction, A  B    C2H5NH2
(A) A is CH3l (B) B is CH3NC (C) A is C2H5l (D) B is C2H5NC

18. B A

A and B are respectively :

(A) ,

(B) ,

(C) in both case

(D) in both case

19. Which of the following reagents can be used to reduce acetone to isopropyl alcohol ?
(A) LiAlH4 (B) NaBH4 (C) H2/Ni (D) All the above

20. R–Cl + AgCN  A  Re duction

  B
A and B respectively are
(A) RCN, RCH2NH2 (B) RNC, RNHCH3 (C) RCN, RNHCH3 (D) RNC, RCH2NH2

KVPY_SX_OXIDATION REDUCTION # 453

21. B A

A and B are :

(A) in both cases (B) in both cases

(C) A is I, B is II (D) A is II, B is I

22. Propanoyl chloride is subjected to reduction with H2 in boiling xylene in the presence of Pd supported over
BaSO4. The product formed is
(A) Acetone (B) Propanal (C) Ethanal (D) Butanone

23. In the following reaction C2H5OC2H5 + 4H 2X + H2O, X is

(A) Ethane (B) Ethylene (C) Butane (D) Propane
24. For the conversion of CH3OH into methane, the reagent used is:
(A) sodium (B) P and HI (C) hydrogen (D) sodium hydroxide

25. By which of the following reagents, butanoic acid can be converted into butane?
(A) Red P/HI (B) NaOH/CaO (C) CH3MgBr (D) All of these
26. Stephen reduction converts cyanides to
(A) Aldehydes (B) Ketones (C) Amines (D) Acids

27. Baeyer’s reagent is;

(A) alkaline KMnO4 solution (B) acidic KMnO4 solution
(C) neutral KMnO4 solution (D) aqueous bromine solution
Cold alk .
28. The reaction, CH2 = CH2 + H2O + [O]   HOCH2 – CH2OH is called
KMnO 4

(A) Hydroxylation (B) Decarboxylation (C) Hydration (D) Dehydration.

29. ; R1 and R2 are

(A) Cold alkaline KMnO4, OsO4/H2O2 (B) Cold alkaline KMnO4, HCO3H & H3O+
(C) Cold alkaline KMnO4, C6H5CO3H (D) C6H5CO3H, HCO3H

30. The reaction,

is known as :
(A) Wolff-kishner reduction (B) Oppenauer oxidation
(C) Meerwein -Ponndorf reaction (D) Clemmensen reduction
31. 1-Butyne on reaction with hot alkaline KMnO4 gives:
(A) CH3CH2CH2COOH (B) CH3CH2COOH
(C) CH3CH2COOH + CO2 (D) CH3CH2COOH + HCOOH
32. An alkene with molecular formula C8H16 on oxidation with hot KMnO4 gives acetone and 3-pentanone. The
structure of the alkene is

(A) (CH3)2C=C(C2H5)2 (B)

(C) (C2H5 )2C=CHCH2CH3 (D) (CH3)2C=CH(CH2)3CH3.

KVPY_SX_OXIDATION REDUCTION # 454

33. The position of double bond in an alkene can be located with the help of
(A) Ozonolysis (B) Oxidation with hot KMnO4 (C) Hydration (D) Both (A) and (B).
34. Which of the following decolourises hot KMnO4 solution ?
(A) CH3CH2CH3 (B) CH4 (C) CH3CH3 (D) (CH3)3CH.
35. Propan-1-ol and Propan-2-ol can be best distinguished by :
(A) oxidation with alkaline KMnO4 followed by reaction with H2O
(B) oxidation with acidic dichromate followed by reaction with Fehling solution
(C) oxidation by heating with copper followed by reaction with Fehling solution
(D) oxidation with conc.H2SO4 followed by reaction with Fehling solution

36. Jones reagent is

(A) Acidified K2Cr2O7 solution (B) Alkaline K2Cr2O7 solution
(C) CrO3 in aqueous acetone (D) A solution of K2Cr2O7/H2SO4 in aqueous ethanol
37. Which of the following,
(i) R —CO—CO—R (ii) R—CO—CHOH—R
(iii) R—CHOH—CH2—CHOH—R (iv) R—CHOH—CHOH—R
Will be oxidised by HlO4 ?
(A) i, ii and iii (B) i, iii and iv (C) i, ii and iv (D) ii, iii and iv

38. HIO4
  product obtained in the above reaction

(A) 2HCHO (B) (C) 2HCOOH (D)

39. Which among the following reagent do not give syn. addition with alkenes :

(A) Br2 (B) dil. KMnO4/ O H
(C) OsO4/NaSO3H/HOH (D) H2/Ni/

40. Which of the following do not give glyoxal on ozonolysis followed by reaction with Zn and H2O
(A) Benzene (B) HC  CH (C) Toluene (D) Ethene

KVPY PROBLEMS (PREVIOUS YEARS)

1. In the reaction. [KVPY_2007_SA]
yeast X KMnO 4 Y
Glucose     
the products X and Y, respectively, are -

(A) EtOH, CH3COOH (B) MeOH, HCOOH

(C) EtOH, CH3CHO (D) EtOH, HOCH2CH2OH
2. The major product of the reaction of 2-butene with alkaline KMnO4 solution is [KVPY_2014_SA]

OH
(A) (B) (C) (D)
o OH OH

3. Upon heating with acidic KMnO4, an organic compound produces hexan-1,6-dioic acid as the major product.
The starting compound is [KVPY_2016_SX 1 Marks]
(A) benzene (B) cyclohexene
(C) 1-methylcyclohexene (D) 2-methylcyclohexene

KVPY_SX_OXIDATION REDUCTION # 455

4. The major product of the following reaction (KVPY_SX_2018_1MARK)
O
NaBH4
CO2 H

is
OH OH
OH
(A) CO2 H (B)

O
OH
(C) (D) CO2 H

EXERCISE

1. (D) 2. (A) 3. (D) 4. (B) 5. (A)

6. (D) 7. (D) 8. (A) 9. (B) 10. (B)

11. (C) 12. (B) 13. (D) 14. (D) 15. (D)

16. (B) 17. (A) 18. (B) 19. (D) 20. (B)

21. (D) 22. (B) 23. (A) 24. (B) 25. (A)

26. (A) 27. (A) 28. (A) 29. (B) 30. (B)

31. (D) 32. (A) 33. (D) 34. (D) 35. (C)

36. (C) 37. (C) 38. (A) 39. (A) 40. (D)

KVPY PROBLEMS (PREVIOUS YEARS)

1. (A) 2. (D) 3. (B) 4. (A)

KVPY_SX_OXIDATION REDUCTION # 456

1. Syn addition of H2 on double bond and racemic mixture obtained
2. Syn additon of D2 on double bond
3. cis-alkene formed by lindlar catalyst and trans - alkene formed by Na/NH3
4. It is birch reduction
5. It is birch reduction

  LiAlH 4
6. Ni / H 2    

7. X can be H2 / Ni and LiAlH4

8. Rate of hydrogenation will decreases on increasing steric hinderance at  bond.

9. NaBH4 can not reduces ester.

10.

12. has maximum heat of hydrogenation and unstabiliity..

1
13. Heat of hydrogenation  Stability of alkene or crowding across  bond

  LiAlH 4
14. Ni / H 2    

4 LiAlH
16. Ph–COOH   Ph–CH2OH
Re duction

KCN LiAlH4
17. (A) CH3I  CH3–CN    CH3–CH2–NH2

18.

20. R–Cl + AgCN  Re duction

    R – NH – CH3

KVPY_SX_OXIDATION REDUCTION # 457

21. cis-alkene formed by lindlar catalyst and trans - alkene formed by Na/NH3

O O
|| H2 / Pd /  / BaSO4 ||
22. CH3CH2 – C – Cl       CH3CH2 – C – H (Rossenmund reaction)
Xylene

Re d P  HI
25. CH3 – CH2 – CH2 – COOH   
 CH3 – CH2 – CH2 – CH3 (Butane).
 Ans is (A).

27. Baeyer’s reagent is alkaline KMnO4 solution.

Cold alk .
28. The reaction, CH2 = CH2 + H2O + [O]   HOCH2 – CH2OH is called Hydroxylation.
KMnO 4

29. Re agent R 2 Re agent R

         1

Syn addition with Baeyer's Reagent, So cis will form meso compound however peroxy acid in anti addition
gives enantiomer.
30. Oppenauer's oxidation, oxidised secondary alcohol into ketone and also there is no effect on double bond.
31. CH3–CH2–CC–H + alk. KMnO4  CH3CH2–COOH + HCOOH
33. The position of double bond in an alkene can be located with the help of ozonolysis and oxidation with hot
KMnO4.
35. When alcohols are passed into Cu tube at 300ºC; primary alcohol  Aldehyde
Secondary alcohol  Ketone
Tertiary alcohol  Alkene

OH
|
HIO 4 2H O
38.  CH2  OH 2 2CH2O

CH2  OH
|
OH

39. Theoretical
40. See mechanism of ozonolysis of alkene and alkyne.

KVPY_SX_OXIDATION REDUCTION # 458