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Isomerism Lec 2

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ISOMERISM

By-Amit Sir
Ring Chain Isomerism

Ring-chain Isomers possess the same molecular formula but difference of Carbon-Chain or ring
Ex.

CH3–CH2–CH=CH2

CH3–C ≡ C- CH3
No of structural Isomers
(i) C5H12 has three structural isomers:

CH3–CH2–CH2–CH2–CH3 CH3–CH2–CH–CH3

CH3

Pentane 2-Methylbutane 2,2 Dimethylpropane


No of structural Isomers
(ii) C6H14 has 5 structural isomers:

CH3CH2CH2CH2CH2CH3 2) CH3–CH2–CH2–CH–CH3
1)
CH3
Hexane 2-Methylpentane

3) 4) CH3–CH–CH–CH3
CH3–CH2–CH–CH2–CH3
CH3 CH3
CH3

3–Methylpentane 2,3–Dimethylbutane

CH3
5)
(a–b), (a–c), (a–d), (a–e) ⎯→ Chain
H3C–C–CH2–CH3 isomers (b–d), (b–e), (c–d), (c–e)

CH3 b–c, d–e ⎯→ Position isomers


2,2–Dimethylbutane
No of structural Isomers

(iii) C3H6Cl2 has 4 isomers:

Cl Cl

H3C–CH2–CH–Cl H2C–CH2–CH2–Cl

Cl
Cl

H3C–C–CH3 H2C–CH–CH3

Cl Cl
No of structural Isomers

1 Heptane

2 2-Methylhexane

3-Methylhexane
3

4 2,2- Dimethylpentane

5
3,3-Dimethylpentane

6 2,3-Dimethylpentane
No of structural Isomers

7 2,4-Dimethylpentane

8 3-Ethylpentane

9 2,2,3-Trimethylbutane
(Triptane)
No of structural Isomers
v) Number of structural isomers possible for the C4H10O are 7.
C4H10O → D.U = 0 (no bond), so only alcohols and ethers are formed.

Alcohol

Ethers
Examples
HO
Determine number of Benzenoid isomers possible for the C
7 8
Examples
Q. Which of the following is a pair of metamers ?

(1) (2) (3) (4)


Examples
Q.A position isomer of 2-pentanone is :
(1) 3-Pentanon (2) 3-Methyl-2-butanone
(3) 1-Pentanal (4) 2,2-Dimethylpropanal
Examples

Q . How many structural isomers of all the tertiary alcohols with molecular formula C6H14O ?
(1) 2 (2) 3 (3) 4 (4) 5
Examples
Q . Which compound is not the isomer of 3-Ethyl-2-methylpentane ?

(1) (2) (3) (4)


Examples
Q . What is the correct relationship between the following compounds ?

(1) Chain isomers (2) Position isomers (3) Functional isomers (4) Identical
Examples
Identify the relationship among the followings :

(1) Chain Isomers (2) Functional isomers (3) Metamers (4) Position Isomers
Examples
Q . Identify the relationship between the given compounds.

and

(1) Chain Isomers (2) Functional isomers (3) Homologs (4) Position Isomers
Examples
Which of the following pairs of compounds are chain isomers.
(1) Isobutyl alcohol and s-pentyl alcohol (2) Isobutyl alcohol and t-butyl alcohol
(3) Secpentyl alcohol and neopentyl alcohol (4) Ethyl alcohol and ethylene glycol
Examples
Q.CH3CONH2 & HCONHCH3 are called :
(1) Position isomers (2) Chain isomers (3) Tautomers (4) Functional isomers
Examples
Q. The molecular formula of diphenyl methane, is C13H12.

How many structural isomers are possible when one of the hydrogen is replaced by chlorine atom

(1) 4 (2) 8 (3) 7 (4) 6


Examples

Q. BrCH2–CH2–CH=O and CH3–CH2– are

(1) Functional isomers (2) Position isomers (3) Chain isomers (4) Metamers
Examples
Q. Identify the relationship among the followings :

(1) Chain Isomers (2) Functional isomers (3) Metamers (4) Position Isomers
Examples
Q. Identify the relationship among the followings :

(1) Chain Isomers (2) Functional isomers (3) Metamers (4) Position Isomers
Examples
Q . Total number of 2° amine isomers of C4H11N would be (only structural) :

(1) 4 (2) 3 (3) 5 (4) 2


Examples

Q.Molecular formula C4H10O represent :


(1) Two primary alcohol (2) One secondary alcohol
(3) One tertiary alcohol (4) All of these
Examples

Q . Degree of unsaturation in is :

(1) 3 (2) 4 (3) 7 (4) 6.


Examples
THANK
YOU

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