VIBRANT ACADEMY ORGANIC CHEMISTRY

(India) Private Limited

BATCH : MEGA TIME : 60 MIN.

TOPIC : OC_Class Test (Aldol and Cannizaro reaction)

[+4 , –1] [36×4 = 144]

Single Choice Questions :
1. Benzyl alcohol is obtained from benzaldehyde by-
(A) Fittig's reaction (B) Cannizaro's reaction
(C) Kolbe's reaction (D) Wurtz's reaction

CHO

+ Acetone 10%NaOH (i) NaOCl

2. (X) + (Y) major product.
30ºC (ii) H

‘Y’ is
– +
COO Na Ph COONa
(A) (B)
Ph
Ph CO2H
(C) Ph (D)
CO2H

3. Predict the product of the following aldol condensation.

O
–
OH
2 H –H2O

H O
O H
(A) (B)

O H
O H
(C) (D)

4. Predict the major product of the following reaction.

O H
O

+ NaOH

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

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5. Choose the major product of the following reaction.
O

Br2
?
H
O
O O O
Br

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

Br
Br

6. Predict the product of the following reaction-

O
1. LDA
2. Propyl bromide
+
3. H2O, H
Br
HO HO O

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

7. What starting material is required for the following reaction?

O

(1) NaOH, H2O

? (2) Heat

O O

O O

(i) (ii) (iii) (iv)

(A) (i) (B) (ii) (C) (iii) (D) (iv)

8. If formaldehyde and potassium hydroxide are heated, then we get-

(A) Acetylene (B) Methane (C) Methyl alcohol (D) Ethyl formate

9. Predict the product of the following reaction.

O
H
NaOH
O

O
O O O

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

H
H
O

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 CH3
KOH
10. Identify compound HO–CH2–C–CH2–OH + HCOO–
HCHO,
(A)
CH2–OH

(A) CH3CHO (B) CH3CH2CHO(C) CHO (D) CHO

11. Choose the major product of the following aldol reaction.

O O
1. HO
+ 2. heat
Ph H H

O O
Ph O O
(A) Ph (B) (C) (D) Ph
O Ph Ph

12. Predict the major product of the following reaction.

O

+ H2C=O OH

O O O O
OH
(A) (B) (C) (D) OH

OH

13. Predict the product of the following reaction sequence.

O

LDA I
THF

O O OH

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

14. Choose the product of the following reaction sequence.

1. O3 OH
2. Me2S heat ?

O O O O

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

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15. What compound results from the aldol cyclization of

O O
CH3CCH2CH2CHCH2CCH3 ?
CH3

CH3 CH3
CH3 CH3 C=O C=O
O O CH3 CH3 CH3

CH3
CH3
CH3
I II III IV

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

O H
16. The aldol cyclization of CH 3CCH 2CH 2CH 2C=O produces which of these ?

O H O H CH3
C–CH3 CH3 C=O C=O O O O

I II III IV V

(A) I (B) II (C) III (D) IV (E) V

17. What would be the product, C, of the following reaction sequence ?

O O
– +
OH H3O ,heat H2,Ni
(CH3)3CCH + CH3CH2CH (A) (B) (C)

OH O
(A) (CH3)3CCH2CH2CH2OH (B) (CH3)3CCHCH2CH2CH
(C) (CH3)3CCH2CHCH2OH (D) (CH3)3CCH=CCH2OH
CH3 CH3

18. Which reactants would you use to synthesize this compound by an aldol condensation ?
O
C6H5CH=CHCC6H5
O O O O
(A) C6H5CH and C6H5CH2CH (B) C6H5CH2CH and C6H5CCH3
O O O
(C) C6H 5CH=CHCH and C6H 5OH (D) C6H 5CCH 3 and C6H 5CH

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19. Which of these is not among the reaction products when a crossed aldol addition occurs between ethanal
and butanal ?

OH H OH H OH H

(A) CH 3CHCH 2C=O (B) CH3CH2CH2CHCHCH2C=O (C) CH3CHCHC=O

CH3 CH2CH3

OH H
(D) CH 3CH 2CH 2CHCH2C=O

20. What would be the major product of the following reaction ?

O O
–
C6H5CH + CH3CH OH
heat

O O O
(A) C6H5CH2CCH3 (B) C6H5CCH2CH

OH OH O
(C) C6H5CHCH2CH2 (D) C6H5CH=CHCH

21. Which is the only one of these compounds which cannot self-condense in the presence of dilute aqueous
alkali ?
(A) Phenylethanal (B) 2-Methylpropanal
(C) 3-Methylpentanal (D) 2,2-Dimethylpropanal

22. Aldehyde V was treated with base to give the product shown.
H O

V OH
–H2O
Which of the following aldehydes is compound V ?

H H O
O
(A) (B) (C)
H O
H O H
(D) (E)
O

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 CH3

O3 KOH
23.  (A)  (B)
Zn 

O
CH = O
(A) Final product B is CH3 (B) Final product B is

O
(C) Final product B is (D) A  B is intermolecular aldol.

24. Which of the following is the product of aldol condensation?

O
O OH O O
(A) (B) OH (C) (D) HO
OH

25. The product of the following reaction

CHO 18
NaOH
2

are
O O
18 || 18 ||
HO NaO HO NaO
(A) and (B) and

O O
|| 18 ||
18
NaO NaO HO
(C) and HO (D) and

(1) OsO4 HIO4 OH

26. (X) (Y)
(2) H2O2 

Number of possible intramolecular aldol products.(Excluding100ereo)

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

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 Conc. KOH H O
27. (X) (Y)

O
Compound (X) is obtained by which of the following reaction
O

CH2 – OH C – O – Et
(A) 2 moles of PCC (B) 2 moles of DIBAL-H
in CH2Cl2 C – CH3
CH2 – OH

O
O
C – Cl
(C) 2H2 (D) CH3MgBr
Pd – BaSO4
CH2 – C – Cl

28. The end product of the reaction :

OH

CHCl3 + KOH
(X) 50% KOH (Y)


is/are

OH OH OH OH

OH COOK
(A) (B) &

OH OH OH O
COOK C COOK
(C) OH (D)
&

OH
29. (x)   
dil . NaOH (x) is
C – CH3
O
O O O
(A) O (B)

O O

(C) (D)
O O

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 
: OH ..
30. In Cannizzaro reaction given below , 2 Ph CHO    Ph CH2OH + Ph CO 2 the slowest step is :

(A) the abstraction of proton from the carboxylic group

(B) the deprotonation of Ph CH2OH


(C) the attack of : OH at the carboxyl group
(D) the transfer of hydride to the carbonyl group

31. The Cannizzaro reaction is not given by

(A) trimethyl acetaldehyde (B) acetaldehyde
(C) benzaldehyde (D) formaldehyde

32. m-chlorobenzaldehyde on reaction with conc. KOH at room temperature gives :

(A) Potassium m-chlorobenzoate and m-hydroxybenzaldehyde
(B) m-hydroxybenzaldehyde and m-chlorobenzyl alcohol
(C) m-chlorobenzyl and m-hydroxybenzyl alcohol
(D) Potassium m-chlorobenzoate and m-chlorobenzyl alcohol

33. A mixture of benzaldehyde and formaldehyde on heating with conc. NaOH solution gives :
(A) benzyl alcohol and sodium formate (B) sodium benzoate and methyl alcohol
(C) sodium benzoate and sodium formate (D) benzyl alcohol and methyl alcohol

34. The number of aldol reaction (s) that occurs in the given transformation is :

OH OH
conc.NaOH
CH3CHO + 4HCHO 
HO
OH

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

35.
(
i ) NaOH ( excess )100C
    
(ii ) H  / H 2O

any one of the products formed is :

(A) (B)

(C) (D)

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 OMe conc. KOH
   
36.

H O
Find out the product ‘p’ of the following reaction

(A) (B)
OMe OMe OMe OMe
     
CO2K OH CO2K CO2K

(C) (D) 

OMe OMe OCO2K
 
CO2K OH CH2OH

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