06 Assign-57 To 67 Grignard Reagent OC JEE TEAS

JEE-Chemistry
JEE(MAIN+ADVANCED)2024
ASSIGNMENT ENTHUSIAST COURSE
SRG PRIME (TEAS)
ASSIGNMENT-57 GRIGNARD REAGENT ORGANIC CHEMISTRY
S.No. Reaction Product

1. PhMgBr + 2-propanol
2. PhMgBr + Ph – CH2 – OH
3. PhMgBr + CH3 – SH
4. PhMgBr + CH3 – C  CH 
5. PhMgBr + Acetic acid
EN
O
6. PhMgBr +
O
7. PhMgBr + Ph – C – Ph
8. PhMgBr + CHO
LL
O
9. PhMgBr +
CHO
10. PhMgBr +
11. CH3MgBr + Butanone 

A
12. CH3MgBr + 2-Pentanone 
13. CH3MgBr + 3-Pentanone
Q. Find the value of x in each reaction ?
OH OH
(a) x PhMgBr + (b) x PhMgBr + (c) x PhMgBr + CH=O
SH OH H OH
NH2 OH H OH
CH2–CCH OH HO H
CH2–O–CH3 CH2–OH
OH
[Page # 1]
JEE-Chemistry
SRG PRIME (TEAS)
Identify product and compare rate of reaction ?

O
(a)
CH3MgBr + CH3 – C – H r1
O
CH3MgBr + Ph – C – H r2
CH 3MgBr + r3
O
O
EN
(b) CH3MgBr + H – C – H r1
O
CH3MgBr + H r2
CH=O
(c) CH3MgBr + r1
CH=O
CH3MgBr + r2
CH3O
CH=O
CH3MgBr + r3
LL
NO2
(d) O
PhMgMgBr + r1
O
PhMgMgBr + r2
PhMgMgBr + r3
O
(e) O
PhMgBr + r1
PhMgBr + Ph–CH=O r2
A
O
PhMgBr + r3
PhMgBr + r4
(f) PhMgBr + r1
O
PhMgBr + r2
O
PhMgBr + r3
O
[Page # 2]
JEE-Chemistry
SRG PRIME (TEAS)
S.No. Reaction Product
O
1. PhMgBr + Ph – C – Cl
(excess)
EN
2. PhMgBr + Ph – C – OEt
(excess)
O
3. PhMgBr + Ph – C – NH2
(excess)
O
4. PhMgBr + EtO – C – OEt
(excess)
LL
O
5. PhMgBr + Et – S – C – Cl
(excess)
6. PhMgBr + Ph – C  N
(excess)
O
A
Cl
7. PhMgBr +
(excess)
OH
9. PhMgBr + CH3 – Cl 
10. PhMgBr + Br – Br 
[Page # 3]
JEE-Chemistry
SRG PRIME (TEAS)
1. Propose the all suitable routes to prepare given alcohol by the help of grignard reagent ?
OH
(a) Et
EN(b)
(c)
2.
CH3
OH
OH
CT3
CD3
Find the value of x ? (x = moleof RMgx consumed).

LL
NH2
OCH3
OH
O O
OEt HS O
(a) (b)
Cl
Cl
O
O O–C–O–Ph
O O
A
[Page # 4]
JEE-Chemistry
SRG PRIME (TEAS)
Q. X = Number of compound react with excess of RMgX to give 3º alcohol.
O O
(a) CH3 – C – O – Et (b) CH3 – C – Cl
O O
(c) Ph – C – O – Ph (d) Ph – C – O – CH3
EN
O
O
O–C
O–C O
(e) O (f)
O
O
O–C
(g) O (h) Et – O – C – O – Et
CH3
NO2
LL
O
(i) O=C=O (j) H – C – OPh
O
O
(k) H – C – Cl (l)
O Cl
(m) Ph – C – N O (n)
A
(o) (p)
O
(q) (r)
O O
(s) H – C  C – CH2 – CH2 – Cl
[Page # 5]
JEE-Chemistry
O
C
Et
(t) (u)
O NO2
O
O
(v) Ph – C – NH2 (w) S
EN
O O
O–C O–C
S O
(x) (y)
H
(z)
CH3O
LL
A
[Page # 6]
JEE-Chemistry
SRG PRIME (TEAS)
EN RC
OC
l
HC
N
LL
A
[Page # 7]
JEE-Chemistry
SRG PRIME (TEAS)
O
||
1. PhMgBr + CH 3  C  Et    (P)
( ii ) H 
Major product (P).
OH Et OH
| | |
(A) Ph  C  Et (B) Ph  C  CH 3 (C) Ph  C  Ph (D) None
| | |
CH 3 CH 3 Ph
EN
2. In which of the following reaction tertiary alcohol will be obtained as a product.
O
(A) C—CH3 + Et MgBr ( 
ii ) H 
O
||
(B) Ph  C  Cl + excess PhMgBr   
( ii ) H 
O
||
(C) Cl  C  O  Et + excess PhMgBr   
( ii ) H 
(D) All
LL
3. Ph  CH  OEt CH
3MgBr
 (P) + PhMgBr (  (Q)
ii ) H 
|
OH
End product (Q) is
O O
|| ||
(A) Ph  CH  CH 3 (B) Ph  C  Ph (C) Ph  C  H (D) Ph  CH  Ph
| |
OH OH
4. How many alkyl chlorides (without considering stereoisomers) would yield 2-methylbutane on conversion
into the Grignard reagent followed by treatment with absolute ethanol.
(A) 2 (B) 3 (C) 4 (D) 5
A
CH MgBr
5. CH 3CCH 2 CH 2 CH 2Cl 3 A, A is

||
O
CH 3
|
(A) CH 3CCH 2 CH 2 CH 2 Cl (B) CH 3CCH 2 CH 2CH 2CH 3
| ||
OH O
(C) (D)
[Page # 8]
JEE-Chemistry
CH MgBr (1 eq.)
6. 3   ?
The product is:
(A) (B)
EN
(C) (D)
7. The number of moles of Grignard reagent consumed per mole of the compound
is:
(A) 4 (B) 2 (C) 3 (D) 1
8. CH2 = C = O (
i ) Br2
 C4H8O
( ii ) CH 3MgBr
( 2 equi )
LL
(A) (B) (C) (D) All of these
Br
1. Mg / ether
9.         Product (s)
2. CH3CHCH2CH 3. H3O 
| ||
OH O
Select the product from the following
I: II : CH 3CHCH 2CH III :

| ||
A
OH O
(A) III (B) I, III (C) I, II (D) II, III
10. Nucleophilic addition of Grignard reagent cannot occur in

O O O O
|| | | || ||
(A) CH  C  C  CH (B) CH  C  CH  C  CH
3 3 3 2 3
O O O
|| || ||
(C) CH  C  CH  CH  C  CH (D) CH
3 2 2 3
[Page # 9]
JEE-Chemistry
 Mg C–OMe

 HBr
11. OH  P1  P2  P3 P4 Mg
(Hg )
 P5
H Et 2O H 2O
 H 2SO4
( i ) C H MgBr
2 5
P7    P6
( ii ) NH 4 Cl
What is the total number of carbon atoms in P1 to P7 products.

(A) 91 (B) 92 (C) 93 (D) 94
EN
12. Match the maximum number of CH3MgX consumed; given in Column 'II', when the substrates given in
Column 'I' reacts with it.
Column I Column II
(A) (P) 1
(B) (Q) 2
LL
(C) (R) 3
Cl
(D) CH3 (S) 4
O O
A
13. Neither of these methods of making pentan-1,4 diol will work. Explain why not – what will happen instead?
(i) H – C – CH2–CH2–CH2–OH MeMgBr
  CH 3  CH  CH 2  CH 2  CH 2
|| followed by H  | |
O
OH OH
CH CHO
(ii) Br–CH2–CH2–CH2–OH Mg
 MgBr–CH2–CH2–CH2–OH 3

Et 2O followed by H
CH 3  CH  CH 2  CH 2  CH 2
| |
OH OH
[Page # 10]
JEE-Chemistry
14. What is the product in the following reactions.
(a) CH
3MgBr
 A

(b) PhMgBr + CH 2  C  CH 2   B
| |
Br Br
(c) CH 2  (CH 2 ) 3  CH 2  CHO (
i ) Mg / ether
  C
| ( ii ) NH 4 Cl
Br
15. Identify unknown.
EN
(a) HBr
 A
(b) COOEt (

i ) CH 3MgBr ( excess )
   B
| (ii ) H  
COOEt
(c) HNO
2  C

(d) H D

LL
A
[Page # 11]
JEE-Chemistry
SRG PRIME (TEAS)
Structure of compound Moles of RMgX consumed

O O
1.
Cl O
OEt
EN
2. Cl
O
||
O – C – O – Ph
3.
HO CH2 – OH
O O
|| ||
4. HO – CH2 – C H2 – C – C H2 – C H2 – C – O – Et
LL
CH2 – SH
5.
CH = O
6.
Cl O
A
O
||
O – C – CH3
7.
O–H
O
HO
CH3
8.
O O – Et
[Page # 12]
JEE-Chemistry
SRG PRIME (TEAS)
O O Cl
Cl
H3C
EN
O O
1. CH
N
O CH3
O
LL
CH3
2.
O O
CH3
O H3C
OH H2N
H3C O
A
3. SH
O O
CH3
CH3
O
O
4.
HO
[Page # 13]
JEE-Chemistry

O
O
5.
Cl
6. O
H3C O
EN
7. CH3
O O Cl
O
Br
H2N
CH
O
LL
NH2
8.
O
O
CH3
9. O
H3C O
A
O OH
10.
[Page # 14]
JEE-Chemistry
SRG PRIME (TEAS)
1. Identify products in given reaction.
O
(1) PhMgBr H  HBr
   
  (B)  (C)
(i) ( 2) H3O  (A)  CCl
 4
O
||
(i) CH MgBr H HBr
(ii) C  3   (B)  (C)
 (A) 
  CCl4
CH3CH2CH2 H (ii) H3O
EN
(i) nbutylmagne sium bromide H  HBr
           (B)  (C)
(iii) Formaldehyde (ii) H3O
(A)  CCl
 4
(i) Ethyl magnesium bromide

        
(iv) 2-Pentanone (ii) H3O
A+ B
O
(i) CH MgBr 
 3 
 H
 (B) 
3 O
(v) (ii) H3O  (A)  (C)
 Zn
O
(i ) PhMgBr
(vi)    A + B
LL
(ii) H3O
Br
O
||
Mg (i) Ph – C – H Cold. KMnO
4  (C)
(vii) (A) (B)  
(ii) H O
3
O
||
H3O
(viii) C — H + PhMgBr   (A)
(excess)
A
O O
|| || PhMgBr
(ix) C – CH2 – C – H   (A)
O
||
(i)PhMgBr
(x)    (A)
(ii) H3O
O
HO
H (i) CH MgBr
3 
(xi)    (A)
(1mole)
(ii) H3O
[Page # 15]
JEE-Chemistry
2. Identify products :
O O
|| (i) 2EtMgBr ||
    (i) 2CH3MgBr
(i) CH3 – CH2 – CH2 – C – Cl (ii) H3O
(ii) CH3 – C – OEt    
(ii) H3O
O
O
|| (i) PhMgBr ( excess) (i) PhMgBr ( excess)
O 
        
(iii) Et – O – C – O – Et (ii)H3O  (iv) (ii) H3O
EN
O O
(i) PhMgBr ( excess ) —N (i) PhMgBr ( excess )
O O       N —      
(v) (ii) H3O
(vi) (ii) H3O
O O O
|| (i) PhMgBr ( excess ) || ||
      (i) PhMgBr ( excess )
(vii) Et – O – C – Cl (ii) H O
(viii) Ph – C – O – C – Ph      

3 (ii) H3O
O O
|| (i) PhMgBr ( excess ) ||
CH3 – C – S – Et       (i) PhMgBr ( excess )
(ix) 
(ii) H3O
(x) Et – S – C – S – Et      

(ii) H3O
O
||
(i) PhMgBr ( excess )
Et – O – C – S – Et      
LL
(xi)
(ii) H3O
A
[Page # 16]
JEE-Chemistry
SRG PRIME (TEAS)
1. Which is more reactive towards nucleophilic attack ? (write your answer in given box)
Compounds Towards Grignard Towards hydrate

reagent formation
O O
|| ||
C
(i) H H CH3 H
(a) (b)
O
|| O
EN
(ii) ||
C–H
CH3 – C – H
(a) (b)
O O
(iii) || ||
CH3 – C – H CH 3 – C – CH 3
(a) (b)
O
O O ||
(iv) || ||
(a) (b) (c)
O O
|| ||
CH3
LL
(v)
CH3 OCH3
(a) (b)
O
||
(vi) (a) O2N C NO2
O
||
(b) C
A
O
||
(c) CH3O C OCH3
O O
(vii)
(a) (b)
O O
|| ||
(viii) C – CH3 C–H
(a) (b)
[Page # 17]
JEE-Chemistry
O
||
(ix) C ,
(a)
O O
|| ||
C – CH3 , CH 3 – C – CH 3
(b) (c)
O O
(x) || ||
CH 3 – C – Cl CH3 – C – O – Et
EN
(a) (b)
O
||
CH3 – C – H
(c)
O O
(xi) || ||
CH 3 – C – Cl CH 3 – C – N3
(a) (b)
O
CHO
(xii)
LL
(a) (b)
O
O
(xiii) ||
CH3 CH3 CH 3 – C – OEt
(a) (b)
O O O
(xiv) || || ||
CH 3 – C – Cl CH3 – C – O – C – CH3
(a) (b)
O O O
A
(xv) || || ||
Ph – C – O – Ph Ph – C – O – C – Ph
(a) (b)
[Page # 18]

06 Assign-57 To 67 Grignard Reagent OC JEE TEAS

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JEE-Chemistry

S.No. Reaction Product

5. PhMgBr + Acetic acid

11. CH3MgBr + Butanone 

12. CH3MgBr + 2-Pentanone 

13. CH3MgBr + 3-Pentanone

Q. Find the value of x in each reaction ?

Identify product and compare rate of reaction ?

S.No. Reaction Product

9. PhMgBr + CH3 – Cl 

Find the value of x ? (x = moleof RMgx consumed).

Q. X = Number of compound react with excess of RMgX to give 3º alcohol.

(s) H – C  C – CH2 – CH2 – Cl

Major product (P).

The product is:

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

I: II : CH 3CHCH 2CH III :

10. Nucleophilic addition of Grignard reagent cannot occur in

What is the total number of carbon atoms in P1 to P7 products.

14. What is the product in the following reactions.

15. Identify unknown.

(b) COOEt (

Structure of compound Moles of RMgX consumed

Structure of compound Moles of RMgX consumed

Structure of compound Moles of RMgX consumed

1. Identify products in given reaction.

(i) Ethyl magnesium bromide

Compounds Towards Grignard Towards hydrate

(a) (b) (c)

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