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Topic: CHIRALITY - confusing  (Read 6644 times)

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Offline umpapa

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CHIRALITY - confusing
« on: February 21, 2008, 04:59:56 AM »
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« Last Edit: February 28, 2008, 11:26:44 PM by umpapa »

Offline AWK

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Re: CHIRALITY - confusing
« Reply #1 on: February 21, 2008, 06:37:35 AM »
In cyclophosphamide P is approximately tetrahedrally bonded. The other potential center of  chirality may be N (only potentially - there are known compounds with tervalent chiral nitrogen).

Much more chiral centers posseses doxorubicin (namely 6)

Stereogenic and chiral are synonyms
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Offline sjb

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Re: CHIRALITY - confusing
« Reply #2 on: February 22, 2008, 10:40:43 AM »
In cyclophosphamide P is approximately tetrahedrally bonded. The other potential center of  chirality may be N (only potentially - there are known compounds with tervalent chiral nitrogen).

To make it a bit clearer, the nitrogen we are talking about here is the one in the ring, not the one attached to the two (CH2)2Cl groups.

Offline AWK

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Re: CHIRALITY - confusing
« Reply #3 on: February 25, 2008, 02:02:33 AM »
In cyclophosphamide P is approximately tetrahedrally bonded. The other potential center of  chirality may be N (only potentially - there are known compounds with tervalent chiral nitrogen).

To make it a bit clearer, the nitrogen we are talking about here is the one in the ring, not the one attached to the two (CH2)2Cl groups.
]
Of course, nitrogen atom bearing two identical substituents cannot be a chiral center
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Offline CHOH

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Re: CHIRALITY - confusing
« Reply #4 on: February 26, 2008, 08:11:16 AM »
I am confused too. Can someone point out where the chiral structures are?

Offline AWK

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Re: CHIRALITY - confusing
« Reply #5 on: February 26, 2008, 10:56:16 AM »
Quote
the chiral structures
Do you mean the chiral centers?

In your compounds every atom with 4 different substituents is a chiral one. Note - in some cases hydrogen atoms at chiral centers are hidden in this type of structural formula
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Offline sjb

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Re: CHIRALITY - confusing
« Reply #6 on: March 04, 2008, 02:42:25 AM »
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(last edited 29th Feb 2008)

I appreciate this must be frustrating for you, but please don't just edit and blank out questions when you feel you're done with them. Think about it, you came here to get help, some people have tried to do so, taking time out. What happens next week when the same questions re-occur, people will now have to spend more time retyping out answers as they can't just point to this question as examples. I may see your point if you had had no replies whatsoever, but even then, maybe no-one knows the answers, it may have been interesting to see your take on answers etc.

Thanks

S

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