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Q: How is the configuration of an ester enolate double bond assigned according to CIP?

JanTwo principal modern methods for enantioselective aldol reactions — the Evans aldol and the Masamune aldol — use a carboxylic-acid derived enolate rather than a ketone enolate as e.g. in the Paterson aldol reaction. For ‘traditional’ ketone enolates, a rule of thumb dictates that (E) enolates giv...

 
4 hours later…
03:38
@user34388 yes but that has no effect on the number of MOs that come out of them
only the shapes and the energies are affected
oh wait, you were talking about in O2
well, yes, they do mix
and therefore the first lone pair is not purely 2s, for example
it is "mostly" 2s
that sort of distinction is best calculated using some kind of computational package
 
2 hours later…
05:51
10
Q: Superscript open circle notation in formula

Chris HI may be only a physicist but I'm familiar with the superscripted dot to indicate a radical. In a paper I'm reading the authors have also used a superscripted open circle. I can't find any reference online or in my physical chemistry textbook (Atkins). Here's an example: As you can see they'...

 
2 hours later…
08:13
@orthocresol does calculation confirm the distinction?
08:45
i don't know
 
2 hours later…
10:50
@orthocresol Well, one could create an MO by mixing 2s with 2pz?
 
5 hours later…
15:30
@orthocresol I wonder why no one ever asked how to name that "Molecule 3". ;-)
15:49
@Loong well, that can be changed ;) we actually don't have a question on the chirality of... those class of compounds yet
@orthocresol The answer for this case is hidden in this answer: chemistry.stackexchange.com/a/58103/7951
I guees, it's even easier to understand for "Molecule 3", i.e. 1-ethylidene-4-methylcyclohexane.
!!img/1-ethylidene-4-methylcyclohexane
16:27
@Loong ah, I see...
does the double bond then just get an E/Z based on the method described there?
@orthocresol Yes. One is (1E,4S)-1-ethylidene-4-methylcyclohexane, the other one is (1Z,4R)-1-ethylidene-4-methylcyclohexane.
@Loong officially changing my SE username to (1Z,4S)-1-ethylidene-4-methylcyclohexane
:-D
 
3 hours later…
19:32
@orthocresol I have just adapted this method to 1,2,3-trisubstituted cyclopropanes: chemistry.stackexchange.com/a/35511/7951
 
3 hours later…
@Loong o/
@Mithoron hi
hello @NotWoodward
-1
Q: Dependence of stability of bond on the character of the bond

Swaroop ChandraIs a completely covalent bond more stable than a covalent bond with partial polar character. Is an ionic bond that is polarised and hence has some covalent character weaker than a completely ionic bond.For example in carbonyl compounds the carbonyl carbon is more vulnerable to nucleophilic attack...

What this guy really wants?
22:38
look, I'm still in high school (the last year)
and you guys are all debunking what is taught
@Mithoron I think s/he means whether partially covalent partially ionic bonds are less stable than covalent or ionic bonds
if we distinguish based on electronegativity difference, it would mean around 1.7 (if i recall correctly)

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