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Topic: Stereochemistry Q  (Read 3730 times)

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Offline ILoveISO

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Stereochemistry Q
« on: December 14, 2009, 01:20:09 AM »
CH3 - CH2 - O - CH2 - CH2 - CH3

and

CH3 - CH2 - CH2 - O - CH2 - CH3

Why aren't these constitutional isomers? It says they are the same compound... yet in another Q...

CH2 - C=O - C=O - CH2 - CH2 -CH2 - CH3 and CH3 - C=O - CH2 - CH2 - C=O - CH2 - CH3 are constitutional isomers... wth?


P.S The C=O means that the O is branched down not right beside thanks

Offline sjb

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Re: Stereochemistry Q
« Reply #1 on: December 14, 2009, 02:10:27 AM »
Try rotating your second compound around 180 degrees in the plane of the screen....? Can you do similar for the 3rd and 4th?

Offline ILoveISO

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Re: Stereochemistry Q
« Reply #2 on: December 14, 2009, 03:02:39 AM »
What do you mean?... For the first two compounds aren't the O's just attached differently ...

Offline sjb

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Re: Stereochemistry Q
« Reply #3 on: December 14, 2009, 03:32:27 AM »
No,

What are the groups attached to your first compound, and then what are they attached to the second?

In a similar way, what is attached to each carbonyl in compounds 3 and 4?

Offline ILoveISO

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Re: Stereochemistry Q
« Reply #4 on: December 14, 2009, 06:06:54 PM »
First and second are both attached to CH2s...

Third and fourth are different so why would they be constitutional then wow getting more confused ><

Offline savy2020

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Re: Stereochemistry Q
« Reply #5 on: December 15, 2009, 01:28:31 AM »
First and second are both attached to CH2s...
By group, sjb means everything to the right/left of O in first and second structures.
Not just the next atom or so.

Write the first structure as C2H5-O-C3H7
Also write like that for other three. It may remove your confusion ;)

:-) SKS

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