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The number of stereoisomers possible for a compound of the molecular formula
CH3 - CH = CH - CH(OH) - Me  is : 
 [AIEEE-2009]
  • a)
    3
  • b)
    2
  • c)
    4
  • d)
    6
Correct answer is option 'C'. Can you explain this answer?
Verified Answer
The number of stereoisomers possible for a compound of the molecular f...
About the double bond, two geometrical isomers are possible and the compound is having one chiral carbon.
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Most Upvoted Answer
The number of stereoisomers possible for a compound of the molecular f...
Understanding the Molecular Structure
The given compound is CH3 - CH = CH - CH(OH) - Me. Here, "Me" denotes a methyl group (CH3). Analyzing the structure reveals:
- Carbon Backbone: The compound has four carbon atoms connected with a double bond and one hydroxyl (-OH) group.
- Functional Groups: The presence of the double bond and the hydroxyl group introduces stereogenic centers.
Identifying Stereogenic Centers
1. Double Bond (C2=C3):
- The double bond between C2 and C3 can exhibit cis-trans isomerism (geometric isomerism).
- For this double bond, we can have:
- Cis Isomer: Both methyl groups on the same side.
- Trans Isomer: Methyl groups on opposite sides.
2. Chiral Center (C4):
- The carbon with the hydroxyl group (C4) is a chiral center because it is bonded to four different groups (OH, CH3, CH=CH2, and H).
- This introduces an additional stereoisomer.
Calculating Total Stereoisomers
- Geometric Isomers: For the double bond, we have 2 configurations (cis and trans).
- Chiral Isomer: Each geometric isomer can be combined with the two enantiomers from the chiral center.
Thus, the total number of stereoisomers is:
- 2 (from double bond) × 2 (from chiral center) = 4 stereoisomers.
Conclusion
Therefore, the total number of stereoisomers for the compound CH3 - CH = CH - CH(OH) - Me is 4. This validates the correct answer as option 'C'.
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The number of stereoisomers possible for a compound of the molecular formulaCH3 - CH = CH - CH(OH) - Me is :[AIEEE-2009]a)3b)2c)4d)6Correct answer is option 'C'. Can you explain this answer?
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