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Basics of Organic Chemistry question

2021 · 22 Jul · Shift 2 · Q17
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Basics of Organic Chemistry question

2021 · 22 Jul · Shift 2 · Q17

JEE MainChemistryBasics of Organic ChemistryNumerical+4 / −1
The number of acyclic structural isomers (including geometrical isomers) for pentene are ‾\underline{\hspace{2cm}}​
Numerical answer
View written solutionFree

Correct answer: 6

  1. Interpret the question

We need the number of acyclic structural isomers of pentene, and we must include geometrical isomers.

Pentene means an acyclic alkene with molecular formula: C5H10C_5H_{10}C5​H10​

So we list all open-chain alkene isomers with one double bond, then count any cis/trans (E/Z) isomers where possible.


  1. List all acyclic structural isomers of C5H10C_5H_{10}C5​H10​ having one double bond

Possible carbon skeletons:

(i) Straight chain pentenes

1. Pent-1-ene

Structure: CH2=CH−CH2−CH2−CH3CH_2=CH-CH_2-CH_2-CH_3CH2​=CH−CH2​−CH2​−CH3​ This does not show geometrical isomerism because one double-bond carbon has two H atoms.

Count = 111

2. Pent-2-ene

Structure: CH3−CH=CH−CH2−CH3CH_3-CH=CH-CH_2-CH_3CH3​−CH=CH−CH2​−CH3​ Here each double-bond carbon has two different groups, so it shows geometrical isomerism:

  • cis-pent-2-ene
  • trans-pent-2-ene

Count = 222


(ii) Branched chain alkenes

3. 2-Methylbut-1-ene

Structure: CH2=C(CH3)−CH2−CH3CH_2=C(CH_3)-CH_2-CH_3CH2​=C(CH3​)−CH2​−CH3​ No geometrical isomerism, since one double-bond carbon is CH2CH_2CH2​.

Count = 111

4. 3-Methylbut-1-ene

Structure: CH2=CH−CH(CH3)−CH3CH_2=CH-CH(CH_3)-CH_3CH2​=CH−CH(CH3​)−CH3​ No geometrical isomerism, since one double-bond carbon is CH2CH_2CH2​.

Count = 111

5. 2-Methylbut-2-ene

Structure: CH3−C(CH3)=CH−CH3CH_3-C(CH_3)=CH-CH_3CH3​−C(CH3​)=CH−CH3​ No geometrical isomerism, because one double-bond carbon has two identical groups (CH3,CH3CH_3, CH_3CH3​,CH3​).

Count = 111


  1. Total count

Adding all distinct acyclic isomers including geometrical isomers: 1+2+1+1+1=61 + 2 + 1 + 1 + 1 = 61+2+1+1+1=6


  1. Final answer

The number of acyclic structural isomers (including geometrical isomers) of pentene is: 6\boxed{6}6​


  1. Comparison with stored correct answer

Stored correct answer = 666

Our derived answer = 666

So they agree.

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