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Topic: Stereochemistry  (Read 5236 times)

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Offline Nekromantis

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Stereochemistry
« on: July 11, 2012, 12:40:37 PM »
Hi,

I need help because i don't know how to name this compounds.

i would be grateful for help :)

http://imageshack.us/photo/my-images/706/skanowanie0001fl.jpg/
« Last Edit: July 11, 2012, 12:55:46 PM by Arkcon »
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Speciality: Ionic Liquids, Chiral Ionic Liquids, Diels-Alder reaction

Offline discodermolide

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Re: Stereochemistry
« Reply #1 on: July 11, 2012, 12:42:30 PM »
Hi,

I need help because i don't know how to name this compounds.

i would be grateful for help :)

http://imageshack.us/photo/my-images/706/skanowanie0001fl.jpg/

From what I see you have named them! So what is your question?
Development Chemists do it on Scale, Research Chemists just do it!
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Offline Nekromantis

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Re: Stereochemistry
« Reply #2 on: July 11, 2012, 12:48:39 PM »
Hi,

I need help because i don't know how to name this compounds.

i would be grateful for help :)

http://imageshack.us/photo/my-images/706/skanowanie0001fl.jpg/

From what I see you have named them! So what is your question?


I don't know if these names are correct
Ph.D student of organic chemistry from Poland
Speciality: Ionic Liquids, Chiral Ionic Liquids, Diels-Alder reaction

Offline discodermolide

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Re: Stereochemistry
« Reply #3 on: July 11, 2012, 01:27:31 PM »
Hi,

I need help because i don't know how to name this compounds.

i would be grateful for help :)

http://imageshack.us/photo/my-images/706/skanowanie0001fl.jpg/

From what I see you have named them! So what is your question?


I don't know if these names are correct

Sorry, according to ChemDraw they are not correct, perhaps you'd like to have another try?
The first compound, check the Chan-Ingold-Prelog nomenclature.
Show me another try at it.
Development Chemists do it on Scale, Research Chemists just do it!
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Offline Nekromantis

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Re: Stereochemistry
« Reply #4 on: July 11, 2012, 01:47:52 PM »
Hi,

I need help because i don't know how to name this compounds.

i would be grateful for help :)

http://imageshack.us/photo/my-images/706/skanowanie0001fl.jpg/

From what I see you have named them! So what is your question?


I don't know if these names are correct

Sorry, according to ChemDraw they are not correct, perhaps you'd like to have another try?
The first compound, check the Chan-Ingold-Prelog nomenclature.
Show me another try at it.


All names are wrong?
Ph.D student of organic chemistry from Poland
Speciality: Ionic Liquids, Chiral Ionic Liquids, Diels-Alder reaction

Offline discodermolide

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Re: Stereochemistry
« Reply #5 on: July 11, 2012, 01:51:23 PM »
The hydrogen needs to be pointing away from you.
Here are the names from ChemDraw assuming I read your diagram correctly.
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Offline Nekromantis

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Re: Stereochemistry
« Reply #6 on: July 11, 2012, 02:02:30 PM »
The hydrogen needs to be pointing away from you.
Here are the names from ChemDraw assuming I read your diagram correctly.


Can you explain me why first compound is R?
Ph.D student of organic chemistry from Poland
Speciality: Ionic Liquids, Chiral Ionic Liquids, Diels-Alder reaction

Offline discodermolide

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Re: Stereochemistry
« Reply #7 on: July 11, 2012, 02:07:26 PM »
The hydrogen needs to be pointing away from you.
Here are the names from ChemDraw assuming I read your diagram correctly.


Can you explain me why first compound is R?

Your order is correct but the hydrogen needs to be pointing away from you (in your drawing it is pointing towards you) this makes it (R) configured.
Re-read the rules for (R)(S) nomenclature.
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Offline Nekromantis

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Re: Stereochemistry
« Reply #8 on: July 11, 2012, 02:14:23 PM »
The hydrogen needs to be pointing away from you.
Here are the names from ChemDraw assuming I read your diagram correctly.


Can you explain me why first compound is R?

Your order is correct but the hydrogen needs to be pointing away from you (in your drawing it is pointing towards you) this makes it (R) configured.
Re-read the rules for (R)(S) nomenclature.


I understood :)

thanks a lot :)
Ph.D student of organic chemistry from Poland
Speciality: Ionic Liquids, Chiral Ionic Liquids, Diels-Alder reaction

Offline discodermolide

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Re: Stereochemistry
« Reply #9 on: July 11, 2012, 02:20:50 PM »
The hydrogen needs to be pointing away from you.
Here are the names from ChemDraw assuming I read your diagram correctly.


Can you explain me why first compound is R?

Your order is correct but the hydrogen needs to be pointing away from you (in your drawing it is pointing towards you) this makes it (R) configured.
Re-read the rules for (R)(S) nomenclature.


I understood :)

thanks a lot :)

My pleasure.
Development Chemists do it on Scale, Research Chemists just do it!
My Research History

Offline Nekromantis

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Re: Stereochemistry
« Reply #10 on: July 16, 2012, 02:41:21 PM »
Are this compounds these same or enantiomeric.
The options are:
1. Identical
2. Enantiomeric

Could you explain me the difference between each of them?
Ph.D student of organic chemistry from Poland
Speciality: Ionic Liquids, Chiral Ionic Liquids, Diels-Alder reaction

Offline Babcock_Hall

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Re: Stereochemistry
« Reply #11 on: July 16, 2012, 03:11:08 PM »
The righthand structure in 2 needs a chlorine group instead of a second methyl group, if I am not mistaken.  There are many ways to approach this kind of problem:
a.  Assign R and S to each atom
b.  Build models of each one and check whether or not they are superimposable.
c.  Attempt to "rotate" them on paper, usually by holding one group stationary, and rotating the other three atoms around the axis of this bond.
Method c is actually my favorite, and I applied it to 1 just now, using the carbon-chlorine bond as my axis.

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