Is This Stereocenter Correct?

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Discussion Overview

The discussion revolves around the concept of stereocenters in organic chemistry, specifically focusing on the identification and representation of stereochemistry in molecular structures. Participants explore the criteria for determining stereocenters and the implications of stereochemistry in drawing chemical compounds.

Discussion Character

  • Exploratory
  • Technical explanation
  • Conceptual clarification
  • Debate/contested

Main Points Raised

  • One participant asks if their drawing of a molecular structure is correct, prompting a discussion about stereochemistry.
  • Another participant explains that stereochemistry involves the arrangement of different groups around a central atom, indicating that if all four groups are identical, stereochemistry is not necessary.
  • A participant requests an example of when stereochemistry must be shown, leading to a description of a carbon atom with four different substituents.
  • There is a question about the connections of the central carbon atom, with a participant humorously noting the connections to other carbons and an -OH group.
  • Clarification is provided that stereochemistry is represented by dash lines indicating the three-dimensional arrangement of groups around a stereocenter.
  • A participant defines a stereocenter as a point in a molecule that can lead to different isomers, specifically mentioning the orientation of the -OH group as a factor in distinguishing between two compounds.
  • Further questions arise about identifying stereocenters and the necessity of considering all groups attached to a carbon atom when determining stereochemistry.

Areas of Agreement / Disagreement

Participants generally agree on the definition of a stereocenter and the importance of different substituents in determining stereochemistry. However, there is some uncertainty regarding the identification of stereocenters from a single diagram and the depth of knowledge expected in examinations.

Contextual Notes

Some participants express uncertainty about the terminology and concepts related to stereochemistry, indicating a potential gap in understanding that may depend on prior knowledge of organic chemistry.

Who May Find This Useful

This discussion may be useful for students studying organic chemistry, particularly those interested in stereochemistry and molecular structure representation.

HeartSoul132
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Did I draw this correctly?
http://img151.imageshack.us/img151/7946/correctj.jpg

Thank you
 
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Yep. Can you explain why you don't need to show the stereochemistry about the central carbon atom?
 
Thanks, and no I cannot, since I'm not sure what that means. Care to to help me out?
 
I probably shouldn't spoon feed you but Stereochemistry is just a complicated way of saying, all 4 sides are not equal. The middle carbon is connected to -OH and -OH, those two are identical. Therefore, they will be on the same plane and not possible to draw in 3D or Stereochemistry.

All four sides equal then no Stereochemistry.
All four sides different then draw Stereochemistry.
 
Can you give me an example of a drawing where you need to show Stereochemistry and how you do it please?

Thanks.
 
Here you go. Look at the carbon directly connected to the -OH group. It has four completely different things connected to it.

R-butan-2-ol-2D-skeletal.png
 
Isn't it just connected to two other carbons and an -OH?
EDIT: Oh, and a hydrogen, haha.

So where does the Stereochemistry come into play then?
 
Sonic7145 said:
Isn't it just connected to two other carbons and an -OH?
EDIT: Oh, and a hydrogen, haha.

So where does the Stereochemistry come into play then?

Stereochemistry are those dash lines, it just means that the -OH group is not on the same plane. If you were to lay that compound on a surface, the -OH group would be sticking out at you while all the carbons would be laying flat on the table.
 
So what exactly was the correct answer to the #2 post in this thread then?

Also, what is the "stereocenter"?

Thanks.
 
  • #10
I answered the number 2 question in my first post. Try reading it carefully.

A stereocenter is a point in the compound that creates two completely different molecules. Here is the other molecule of that compound I just posted. In this case the -OH group is pointed up, the last case the -OH group was pointing down. They are two completely different compounds and they are named differently.

S-butan-2-ol-2D-skeletal.png
 
  • #11
So in this case, the Stereocenter would be the Carbon the -OH is attached to, since that's the point that differs between the two?

Are the 4-sides you are referring to the Carbon and -OH and two H's?

What if you're only given 1 diagram and asked to indentify the sterocenter?

Thanks.
 
  • #12
Sonic7145 said:
So in this case, the Stereocenter would be the Carbon the -OH is attached to, since that's the point that differs between the two?

Are the 4-sides you are referring to the Carbon and -OH and two H's?

What if you're only given 1 diagram and asked to indentify the sterocenter?

Thanks.

First question. Yup.Second question. Nope. You have to look at the whole group. In that last picture there are 4 completely different groups attached to the carbon. -OH, -CH3, -CH2CH3, and a -H. Third question, you wouldn't be asked asked that on an exam. It would go deeper then that. Granted that you are taking Organic Chem for majors.
 

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