Simple problem on optical isomerism

In summary, the conversation discusses the optical activity of a compound and the presence of a plane of symmetry. The conversation also mentions the importance of chiral atoms and the structure of the molecule.
  • #1
nil1996
301
7

Homework Statement


Is this compound optically active or inactive??



Homework Equations

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The Attempt at a Solution


This compound doesn't have the plane of symmetry.So according to me it should be optically inactive.is it right??
 
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  • #2
nil1996 said:
This compound doesn't have the plane of symmetry.

It doesn't?

So according to me it should be optically inactive.is it right??

What you wrote suggests lack of plane of symmetry makes the compound optically inactive. Are you sure about it?
 
  • #3
sorry i mean it should be optically active.
 
  • #4
So, where is the chiral atom?

I guess you should start finding out how to deal with rings...

Also remember that while the molecule is drawn flat, in fact it is not flat at all - which is especially important for carbons substituted with methyls and Cl.
 
  • #5


Yes, your reasoning is correct. A compound is optically inactive if it does not have a chiral center or a plane of symmetry, which would allow for the molecule to have two different mirror images. In this case, if the compound does not have a plane of symmetry, it would not be able to rotate plane-polarized light and therefore would be optically inactive. However, it is always important to check for both chiral centers and planes of symmetry to determine the optical activity of a compound.
 

1. What is optical isomerism?

Optical isomerism is a type of stereoisomerism where two or more molecules have the same molecular formula and connectivity, but differ in the arrangement of their atoms in three-dimensional space. This results in mirror-image molecules, known as enantiomers, that cannot be superimposed on each other.

2. How is optical isomerism different from other types of isomerism?

Optical isomerism is different from other types of isomerism, such as constitutional isomerism and geometrical isomerism, because it involves the spatial arrangement of atoms in a molecule. This means that the molecules have the same chemical and physical properties, but their interactions with polarized light differ.

3. What causes optical isomerism?

Optical isomerism is caused by the presence of a chiral center in a molecule. A chiral center is an atom that is bonded to four different groups, resulting in two possible arrangements of these groups in three-dimensional space. This leads to the formation of two enantiomers.

4. How can optical isomerism be identified?

Optical isomerism can be identified through a few methods, including polarimetry and X-ray crystallography. In polarimetry, the ability of a molecule to rotate the plane of polarized light is measured. In X-ray crystallography, the three-dimensional structure of a molecule can be determined, allowing for the identification of chiral centers and the arrangement of substituent groups.

5. What are the applications of optical isomerism?

Optical isomerism has many applications in fields such as pharmaceuticals, agriculture, and food chemistry. Enantiomers of a molecule can have different biological activities, making them useful in drug development. In agriculture, enantiomers can have different effects on plant growth. In food chemistry, enantiomers can contribute to the flavor and aroma of food products.

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