@bohring - Bot 8. RPP-08 (Isomerism and Hydrocarbon)
@bohring - Bot 8. RPP-08 (Isomerism and Hydrocarbon)
@bohring - Bot 8. RPP-08 (Isomerism and Hydrocarbon)
1
CH3
H H
3
2. 2
H H
CH3
C2 is rotated anticlockwise by 120° about C2−C3 bond. The resulting conformer is [JEE (Main) 2004]
(1) partially eclipsed (2) eclipsed (3) gauche (4) staggered
3. In the following reaction sequence, structures of A and B, respectively will be : [JEE (Main) 2020]
HBr Na
A Ether (intramolecular Product) B
CH2Br
OH OH Br CH2Br
Br OH
(1) & (2) &
CH2Br CH2Br O
Br Br OH OH
OH Br
(3) & (4) &
O
CH2Br CH2Br
4. 1-methyl ethylene oxide when treated with an excess of HBr produces : [JEE (Main) 2020]
Br Br
(1) (2)
CH3 Br
Br
CH3 Br
(3) Br (4)
CH3
5. The major product in the following reaction is: [JEE (Main) 2020]
O
+ H3O
CH3
O O
(1) (2)
OH CH3 CH3
OH OH O
(3) (4) OH
CH3 CH3
H3C H3C
CH3
H3C OH
(1) (2)
H3C OH CH3 OH
OH
H3C CH3
CH3
H3C OH OH
(3) (4)
H3C HO CH3
OH
H3C CH3
7. Which of the following reactions will not produce a racemic product ? [JEE (Main) 2020]
CH3 O
HCl HCN
(1) CH3–C–CH=CH2 (2) CH3–C–CH2CH3
H
O
HCN HBr
(3) CH3–C–CH2CH3 (4) CH3CH2CH=CH2
CH3 C
8. What is the major product formed by HI on reaction with C CH2 ? [JEE (Main) 2021]
CH3
CH3
CH3 CH3
CH3
O CH3 CH3
(3) A : OHC–CH2CH2CH2–C–CH3 (4) A : B:
O OH O
B : HOOC–CH2CH2CH2–C–CH3
(1) (2)
CH3 CH3
(3) (4)
11. The major product of the following reaction is: [JEE (Main) 2021]
NO2
H2SO4
NO2 NO2
(1) (2)
NO2
NO2
(3) (4)
12. The major product of the following reaction is: [JEE (Main) 2021]
H2 /CO
CH3CH2CH = CH2 ⎯⎯⎯⎯
Rh catalyst
→
(1) CH3CH2CH=CH–CHO (2) CH3CH2C CH2
|
CH3
(3) CH3CH2CH2CH2CHO (4) CH3CH2CH2CHO
(3) (4)
CN Br CN
16. Assertion A : Enol form of acetone [CH3COCH3] exists in < 0.1% quantity. However, the enol form of
acetyl acetone [CH3COCH2OCCH3] exists in approximately 15% quantity.
Reason R : enol form of acetyl acetone is stabilized by intramolecular hydrogen bonding, which is not
possible in enol form of acetone.
Choose the correct statement : [JEE (Main) 2021]
(1) A is false but R is true
(2) Both A and R are true and R is the correct explanation of A
(3) Both A and R are true but R is not the correct explanation of A
(4) A is true but R is false
17. Compound with molecular formula C3H6O can show : [JEE (Main) 2021]
(1) Positional isomerism
(2) Both positional isomerism and metamerism
(3) Metamerism
(4) Functional group isomerism
18. Which one of the following pairs of isomers is an example of metamerism ? [JEE (Main) 2021]
O
CH3
C6H5 and H5C6 H
(1) CH3CH2CH2CH2CH3 and H3C–C–CH3 (2)
CH3 O
OH
O O
OH and H5C6
(3) H5C6 (4) and
19. Which of the following molecules does not show stereo isomerism ? [JEE (Main) 2021]
(1) 3,4-Dimethylhex-3-ene
(2) 3-Methylhex-1-ene
(3) 3-Ethylhex-3-ene
(4) 4-Methylhex-1-ene
20. Staggered and eclipsed conformers of ethane are : [JEE (Main) 2021]
(1) Polymers (2) Rotamers (3) Enantiomers (4) Mirror images
21. The number of stereoisomers possible for 1,2-dimethyl cyclopropane is : [JEE (Main) 2021]
(1) One (2) Four (3) Two (4) Three
22. Arrange the following conformational isomers of n-butane in order of their increasing potential
energy : [JEE (Main) 2021]
CH3 CH3 CH3 H
H H CH3 H CH3 H
H
H CH3 H H H H H H H H H3C CH3H
I II III IV
(1) II < III < IV < I (2) I < IV < III < II (3) II < IV < III < I (4) I < III < IV < II
23. In the following structures, which one is having staggered conformation with maximum dihedral
angle? [JEE (Main) 2022]
CH3 CH3
CH3 CH3
H CH3 H H H CH3
(1) (2) (3) (4)
H H H H
H H H H
H H CH3 CH3 H H
25. In the following sequence of reactions the maximum number of atoms present in molecule 'C' in one
plane is _________.
A ⎯⎯⎯ → B ⎯⎯⎯⎯⎯
Redhot CH Cl(1.eq.)
Cu tube
3
Anhydrous AlCl3
→C [JEE (Main) 2020]
(A is a lowest molecular weight alkyne)
27. The number of acyclic structural isomers (including geometrical isomers) for pentene are ____
[JEE (Main) 2021]
28. The dihedral angle in staggered form of Newman projection of 1, 1, 1-Trichloro ethane is ......... degree.
(Round off to the nearest integer) [JEE (Main) 2021]
The total number of structures/compounds which possess asymmetric carbon atoms is __________.
[JEE (Main) 2022]
30. The number of chiral alcohol(s) with molecular formula C4H10O is______. [JEE (Main) 2022]
Answer Key
Question 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15
Answer 4 3 4 4 2 2 1 3 2 4 3 3 4 3 1
Question 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30
Answer 2 4 4 3 2 4 4 3 2 13 7 6 60 3 1
Solutions
1. Ans. (4)
H
|
*
CH3—CH2—C—COOH : Has a chiral carbon, optically active.
|
CH3
2-methyl butanoic acid
2. Ans. (3)
1
CH3 H
H H H H
3 120° 3
2 Anti-clockwise 2
1
H H H3C H
CH3 CH3
gauche
3. Ans. (4)
O OH OH
HBr Br Na/ether
CH2–Br CH2–Br
4. Ans. (4)
Br
HBr (1)Br–
CH3–CH–CH2 CH3–CH–CH2 CH3–CH–CH2
(2) HBr
O O
Br
H
5. Ans. (2)
••
O OH
••
H+
CH3 CH3
(Aromatic stable product)
6. Ans. (2)
H3C CH3
+ H3C
H3C OH H
dil.H2SO4
H3C
H2O
+
–H
OH2
OH
7. Ans. (1)
CH3 CH3 CH3
⊝
H–shift
CH3–CH–CH=CH2 + H—Cl CH3–CH–CH–CH3 CH3–C–CH2–CH3
⊝
Cl
CH3
CH3–C–CH2–CH2
Cl
(No chiral centre, so no racemisation possible)
8. Ans. (3)
I
1,2 shifting
H–I of Me– I–
Electrophilic
addition
9. Ans. (2)
HO O
dil.KMnO4 CrO3
273 K
OH OH
(A)
10. Ans. (4)
1
2 6
Mo2O3 + 4H2
3 5 773 K, 10-20 atm
4
Mo2O3 at 773 K temperature and 10-20-atm pressure is aromatising agent.
CN CN
O
are metamers.
+ +
A B C
H
H
C
H
Total 13 atom are present in same plane (7 carbon & 6 hydrogen atoms. )
(trans)
(cis)
Cl Cl
H
Dihedral angle() = 60°
(staggered form)