Comments on: Enantiomers vs Diastereomers vs The Same? Two Methods For Solving Problems

By: Shaurya

Shaurya — Mon, 19 Aug 2024 07:29:08 +0000

I love you brother….I can’t explain you how much this helped…God Bless you

By: sound of text

sound of text — Thu, 11 Jan 2024 07:03:44 +0000

Thanks for explaining the differences between enantiomers, diastereomers, and the same molecule. It’s really helpful to understand how these concepts relate to solving problems in chemistry. Can you provide more examples or case studies that illustrate how these principles can be applied in practice?

By: Enantiomers: Definition, Characteristics, and Examples

Enantiomers: Definition, Characteristics, and Examples — Mon, 16 Oct 2023 00:33:36 +0000

[…] Masterorganicchemistry.com […]

By: James Ashenhurst

James Ashenhurst — Tue, 01 Aug 2023 09:48:18 +0000

In reply to Argachew Balla. Glad you find it useful, thank you!

By: Argachew Balla

Argachew Balla — Mon, 31 Jul 2023 15:15:43 +0000

Thank you, you are great

By: James Ashenhurst

James Ashenhurst — Tue, 18 Apr 2023 01:32:49 +0000

In reply to Dan.

Look for the chiral center in the structure. You will see a carbon attached to an ethyl group, a butyl group, a CH2O group and a (hidden) hydrogen.

One arrangement of the 4 atoms around that carbon will give you one enantiomer. Then flip the configuration of any two groups around that carbon to give you the enantiomer.

Finally, to get a diastereomer, change the double bond from trans to cis.

By: Dan

Dan — Sun, 16 Apr 2023 17:43:29 +0000

Hi I’m a bit stuck – could anyone help me with an enabtiomer of octinoxate and a diasereomer of it as well please? I can’t figure it out – thank you.

By: James Ashenhurst

James Ashenhurst — Fri, 13 Jan 2023 19:08:47 +0000

In reply to Teena.

No, constitutional isomers and diastereomers are not the same.

By, “the same”, I mean that sometimes you are going to be asked questions on exams where two identical molecules are drawn in different ways, and it will be important that you be able to recognize that!

By: Teena

Teena — Wed, 11 Jan 2023 03:51:56 +0000

Is constitutional isomers and diastereomers same?
And in first que i.e. 2,3 hydroxy butane, when i convert these zig zag molecules in fischer, i am getting enantiomers.

By: James Ashenhurst

James Ashenhurst — Mon, 24 May 2021 17:37:10 +0000

In reply to Joaquin A Lubkowitz.

Hi, Essentially what you’ve done is separate pairs of diastereomers, which have slightly different physical properties. For 3,4-dimethylheptane the two peaks will be the RR/SS pair (which will show up as one peak, because you have a non-chiral column) and the RS/SR pair (which will also show up as one peak). It’s impossible to know which peak corresponds to which set without an authentic sample of one of the four isomers, co-injected with your sample.

To answer in a longer form, you have 4 stereoisomers. The RR and SS are enantiomers of each other, and each are diastereomeric to the RS/SR. That means your RR/SS will have different physical properties than the RS/SR. But since you are using an achiral column you won’t be able to separate RR from SS.
The same holds for RS and SR. These enantiomers of each other, but are each diastereomers to RR/SS and will have slightly different physical properties, including polarity (which is why they elute at a slightly different time on the column).

I hope this answers your question. James