« first day (1574 days earlier)      last day (3110 days later) » 
08:00 - 20:0020:00 - 00:00

\o
08:50
0
A: Why is the boiling point of pentane (36.1 °C) slightly higher than that of diethyl ether (34.6 °C)?

Ki11akd0gThis is perhaps not a very scientific answer, but consider how branched alkanes have a lower boiling point than straight chain alkanes. This is due to the inability of the individual molecules to "stack" (if you want to get technical it's to do with surface area). Now imagine stacking diethyl e...

Is this answer worth anything?
@DEAD i suppose i could agree with it, it is not the greatest answer backed by 3 different journal articles, but it makes sense (at least to me). he did say it's an educated guess, so imo it's fine
this answer of mine is also an educated guess haha
8
A: Why does fluorine act as a leaving group in organophosphates?

orthocresolI am reluctant to post this as an answer because it is not really backed up by much research, but since nobody has said anything yet, here's my theory: It is probably to do with the fact that the covalently bound sarin (which necessarily involves kicking out either $\ce{RO-}$ or $\ce{F-}$) mi...

09:09
I suppose I asked this question before and either I forgot the answer or I could not comprehend the answer
So could anyone help me:
Does SF6 have expanded octet?
IIRC @Ortho proved in one of his answers that that's not the case
Well, @Leaky what level of answer are you looking for?
@DEAD what level can I choose from?
Considering how high school chem still sticks to d-orbital involvement in hybridization, they might as well stick to saying "yes" although that may not be the case in real chemistry.
@DEAD then higher than high school chem please
!!img/ [F-][S++]([F-])([F-])([F-])([F-])[F-]
09:14
8
Q: Does >2e contribution of an atomic orbital (AO) to a hybrid AO of a molecule violate Pauli exclusion?

DavePhDThis question is inspired by On the Role of d Orbital Hybridization in the Chemistry Curriculum J. Chem. Educ., 2007, 84 (5), p 783. The article calculates 6 bonding sulfur atomic orbitals in SF6 as each having a 0.768s term (s meaning 3s). This implies $6\times0.768^2 = 3.5$ of the 6 valence e...

!!img/[F-][S++]([F-])([F-])([F-])([F-])[F-]
No result found.
!!img/[O-][S++]([O-])([O-])[O-]
@DEAD is that a yes or a no? I guess I'm not looking for 3s?
@orthocresol Oh, didn't know it was there
this new comment chain about writing reaction equations is irritating me, i'm starting to sound like a broken record..
@DEAD no problem, I think it is Martin's comment that is more directly relevant to the question though.
What do the small letters in the MO diagram mean?
the calculations support the theory - there's no d orbital participation, and hence no need for the concept of an "expanded octet"
e.g. $a_{1g}$, $e_g$, $t_{1u}$
I understand the subscripts
09:42
@LeakyNun they are symmetry labels - do not worry about them for now if you don't understand them.
0
A: Imaginary Bonding Interactions

SaadatuConfused. Please i need a simple reasonable definition of an imaginary bond

When you land on the wrong post
"a, b" indicate non-degenerate orbitals; "e" a doubly degenerate orbital, and "t" a triply degenerate orbital.
what is degerenate?
having the same energy
@LeakyNun Having the same energy
09:43
what is doubly degenrate?
@DEAD great minds...
having doubly same energy?
it means there are two orbitals with the same energy.
@orthocresol . . . sound like parrots
@DEAD haha :D
09:53
Would the MO diagram of SF6 and [S6+]6[F-] look the same?
Um, who upvoted this?
@LeakyNun Yes, it would. There is no difference in where the electrons originate from because in the molecule the MOs are filled according to the aufbau principle.
(for the most part, at least)
@DEAD me. I was bored
Well, you could've downvoted it when you're bored.
@orthocresol then why did you write "Just for the sake of counting electrons, I treated the compound as being "fully ionic""?
10:01
it's just for the sake of counting electrons, i.e. how many electrons to place on the left and right sides of the diagram. those are entirely irrelevant to the MO description of the actual molecule, which is the centre column.
it is like whether you write water as H2O or OH2, it looks different, but in the end it is the same thing.
so, if i had treated it as S + 6F instead of S(6+) + 6F(-), then there would be 6 more electrons on the sulfur and and 6 fewer electrons on the fluorine side, but the centre column (SF6) would still be exactly the same because the total number of electrons is unchanged.
To whomever flagged the comment above, there is absolutely no reason for it to be flagged as "rude or offensive." Please do not do so in the future. — jonsca ♦ Jul 26 at 0:31
Heh
@orthocresol What does "The "hypervalent" resonance form [...] does not rely on invoking d-orbital participation" mean?
@LeakyNun it's described in Martin's second comment. d orbital contribution to the MOs is low.
@orthocresol is resonance related to MO at all?
So one MO can have 16 resonance forms?
@LeakyNun so, fundamentally, you probably know that the MO depiction of a molecule is "more accurate" than any one single Lewis structure or resonance form.
10:14
@LeakyNun Are you familiar with the old theory that said hypervalency is due to d-orbital participation?
@DEAD I have a hard time figuring out how hypervalency can be without d-orbital participation...
@orthocresol wait... does resonance exist?
what we are saying there, is that one MO depiction of a molecule correlates to a linear combination of Lewis structures or resonance forms.
oh gosh.
I need to go, I am sorry.
@LeakyNun Well, @Ortho's been trying to show that in his answer.
I am told that resonance does not exist
That theory has been debunked since, hmm, 1991?
10:15
it is not as simple as that
that is an overgeneralisation
@DEAD hmm.... then what is hypervalency? which orbital is responsible?
resonance is a concept, it is not a thing
@LeakyNun You mean resonating between the two "resonance forms"? Yes, that doesn't happen.
@DEAD I see, thanks
i am confused now
10:17
@orthocresol Hello confused now
@DEAD you're dead, how come you can talk
@orthocresol hello confused
@orthocresol Have you ever not seen dead people talk?
Ugh... so what is hypervalency?
@LeakyNun Having a high coordination number
10:25
In the meantime, if you don't mind, I have another question:
does this reaction have thermodynamic barrier?
$\mbox{H}^+_{(aq)} + \mbox{OH}^-_{(aq)} \longrightarrow \mbox{H}_2\mbox{O}_{(l)}$
If yes, how high?
@DEAD how to derive coordination number from MO?
Raises eyebrows
@DEAD not high enough
@DEAD Please answer my queries even though they seem elementary
@LeakyNun You could just use \ce.
$\ce H$
@LeakyNun Sure, I'm just a little busy.
10:33
Nope, doesn't work for me
Maybe you loaded the wrong mathjax.
Anyway
@LeakyNun A very small thermodynamic barrier
@DEAD as high as your eyebrows?
Are there any data?
Hmm, I could find something
Thanks
11:07
@orlp hydrogen iodide
!!img/hydrogen iodide
@Sherlock9 hydrogen iodide
Hey there
hydroxide, hydrogen iodide
!!img/L-alanine
11:11
!!img/D-alanine
@JeffTeoh Could you answer my questions?
Okay, that is cool
11:12
What question?
see above
1. does SF6 have expanded octet?
2. does neutralization have thermodynamic barrier?
Back.
@DEAD welcome back
@LeakyNun Its barrier is as much as few kilojoules per mole, but I couldn't find anything.
Nop. I haven't even gone into Year 12..haha
11:14
@DEAD then how did you know?
I remember it from some test I was doing.
@JeffTeoh i'm year 12 at september
@DEAD so you found it yourself?
Cool! I'm a Year 10 now. Trying to figure stuff out.
Or their chem teacher mentioned it
How do you test it? Do you like find the minimum temperature required for the reaction to proceed?
11:14
!!img/alanine
@LeakyNun Some chemists like to argue that there isn't a thing called "expanded octet".
And then use probabilistic theories?
I'll leave you guys to it. haha
Hey, is there some sort of Chemistry Sandbox where I can mess around with Chemobot?
11:15
sandbox itself
@LeakyNun The test was about something else, so it didn't contain a methodology on how they drew that energy diagram.
iirc
@DEAD oh, alright

 Chemobot

Development discussion and testing of Chemobot. Possibly also ...
Thank you very much
NP
@JeffTeoh Cool. Curious students are the best
11:17
@DEAD then?
@LeakyNun They explain stuff with resonance and MO.
@DEAD if it is not expanded octet then what is hypervalency?
There's a nice explanation about IF7's orbitals, again by our cute seal @Ortho.
@LeakyNun That's a totally different story.
Some atoms are bulky so they can have a lot of smaller ones around them.
IIRC there was this [RbH9]^2-.
A single rubidium with nine hydrogens around it.
Sorry, I was thinking something and writing another.
Seven is also a fancy coordination number
Also observed in metal complexes.
but it does not have expanded octet?
You should find individual explanations for each chemical to find that out.
11:23
then how does it look like?
17
Q: Hypervalency and the octet rule

ronI realize that the octet rule is more a suggestion than a rule, and that it applies mainly to non-transition metal compounds. Still, compounds that don't have an octet, like $\ce{BH3}$, tend to dimerize or disproportionate in order to achieve an octet. In recent SE Chem posts discussing the bo...

let's just focus on SF6
@LeakyNun Well, you just observed @Ortho debunk the expanded octet theory about SF6 in his answer.
@DEAD and I don't get it
The expanded octet mainly says that since there isn't enough space in s and p orbitals, heavier atoms use their d subshell in bonding.
But in 1991, some scientist with a cool name discovered, mathematically I think, that d-orbital contribution to the bonding is wrong.
11:27
> with a cool name
@LeakyNun Well, the problem is this isn't supposed to be a simplification, but an explanation of a phenomenon in nature.
@DEAD and in reality?
If there isn't any d-orbital involved, all arguments in favor it become merely spurious.
@DEAD then what is involved?
11:30
@DEAD what is the first one
> An alternative way of looking at it is that two of the S−FS−F bonds are "true" 2c2e bonds, and that the other four S−FS−F "bonds" are in fact just a couple of 3c4e bonds, but I won't go into that. For more information on multi-centre bonds, this article is a nice introduction: J. Chem. Educ., 1998, 75, 910; see also refs. 12 and 13 in that article.
@LeakyNun The hypervalent resonance form, with six bonds.
@DEAD does it involve expanded octet?
What would qualify for our "expanded octet" concept.
Yes.
but you just said that it does not exist
It doesn't, since the contribution of that resonance form is ~1%.
11:31
well, ~1% > 0
It's more like something between the two trans and cis resonance forms.
@LeakyNun You're looking at this the wrong way. It's not like it constitutes one percent of the compound.
We only have one SF6 molecule.
@DEAD I understand
With identical fluorines.
I understand it as 1% of the d-orbital is occupied
since resonance means linear combination
Is my understanding flawed?
Yes, but if the expanded octet concept have been true, it would have been much more than that.
11:34
so the d-orbital is still involved
Going back to square one, what is an expanded octet?
It's just a theory we use to explain bonding.
is there any confirmed case of expanded octet?
And if it isn't mainly what's happening, then it's of no use.
with an involvement of d-orbital much more significant than 1%?
@LeakyNun Well, expanded octet was "confirmed" before people came up with better explanations.
@LeakyNun That I'm not aware of.
11:35
@DEAD I'm sure you understand what I mean
@LeakyNun Yes, but I'm saying that it used to be acceptable by almost everyone in the field, but now people are trying to prove it wrong.
@DEAD Alright.
So my education is bullshit.
Understood
So the only thing you hear is how "lack of d-orbital contribution in X" is explained.
@LeakyNun Heh, you should've drawn that conclusion much earlier.
But it can't be as bad as mine.
@DEAD lmao
@DEAD how was yours?
Well, what if I tell you they don't even teach students hybridization in formal courses?
11:38
@DEAD I am not taught hybridization
(I've only studied the equivalent of year 11)
You will definitely be.
We won't.
I don't think we will be
Our system is much more different than yours
Shrug
Let's proceed to my 2nd question
What contributes to the (extremely small) thermodynamic barrier of neutralization?
Give the ions enough energy to collide effectively?
11:40
I see
Is Fe3O4 just FeO+Fe2O3?
Yep.
well, what does the + represent?
In a 1:1 ratio.
steriochemially yes
but microscopically?
why is Fe3O4 much more prevalent than Fe2O3?
(afk for 10 minutes)
@LeakyNun Scientifically, it's denoted by a dot.
FeO.Fe2O3
11:43
@DEAD It can't be that simple
And it indicates that randomly, there are Fe 2+ and Fe 3+ ions in the lattice.
@LeakyNun Why?
because all attempts to simplify chemistry must fail
Oh, I got what you mean.
@LeakyNun VTC as homework
'cause it's rarer?
Why would something be important other than the fact that industry needs it?
@DEAD Not homework
Is Fe3O4 more abundant or Fe2O3 more abundant?
@DEAD industry... needs... oxide???!!!??!??!?!???!????!????!??!?!?!!!!111!!!1!11!!!11!!!eleven!!!!
Somehow I've known that it is not that simple
right, Fe3O4 is magnetic, no wonder the industry needs it
12:10
@loong u hv made the question wrong I don't mean ∆H=∆U as ∆U = 0 as ∆T =0 I wanna say ∆H = W and W < 0 — Prateek Chauhan 7 mins ago
What did I miss?
I just changed the typesetting to MathJax.
12:32
@Loong can you help me?
@LeakyNun hm?
why is Fe3O4 magnetic (but Fe2O3 not)?
or am i incorrect
@LeakyNun Fe2O3 is ferromagnetic, too; but Fe3O4 is also ferrimagnetic.
@Loong what is the difference?
The ferrimagnetism of Fe3O4 is caused by its crystal structure with different sites for Fe^2+ and Fe^3+, which results in a non-zero net magnetic moment.
12:49
I see
13:06
@LeakyNun I was joking
Hey @Loong
@DEAD hey
@DEAD lol
As you see above, Fe3O4 is not just FeO·Fe2O3
It's an unjust FeO.Fe2O3
Well, if the ratio wasn't 1:1, it would've been something else.
I mean, the bonding is not that simple
A single dot simplifies the whole thing too much
Doesn't simplify. It just doesn't give further info. There's a difference.
13:11
I see
@Loong Does expanded octet exist?
Does expanded octet exist in PCl5?
@DEAD
> In the solid state $\ce PCl_5$ is ionic, formulated $\ce PCl+4PCl−6$.
@LeakyNun What does “exist” mean here? Expanded octet is just a model that can be used to explain a structure when the usual Lewis structures don’t work.
Such structures could be described better with detailed quantum chemical calculations; but quantum chemical calculations are again also just a model.
@Loong I thought quantum chemical calculations are based on actual observed result
13:27
Well, all useful models can explain some actually observed results – some can explain more, some can explain less.
Even the Bohr atomic model can explain a few observed results; hence it isn't simply wrong.
@Loong I believe you understand what I mean
Does the valence electron count ever exceed 8?
(excluding palladium)
user116211
13:52
Home sweet home!
@MAFIA36790 welcome
user116211
So, how are you guys?
user116211
@Loong o/
@MAFIA36790 Would you like to answer my question?
user116211
Where is @TIPS? (I can't ping him)
13:54
I can't ping @TIPS either.
user116211
@LeakyNun Hmm... sorry, mate; I gotta take a shower :) But of course, jot down the question.
> Does the valence electron count ever exceed 8?
(excluding palladium)
Hey @MAF; welcome back
user116211
@DEAD \o/
@LeakyNun What does PCl + 4PCl -6 mean? O_o
user116211
13:55
visiting other rooms
@DEAD [PCl4+][PCl6-]
@MAFIA36790 you just came home and you're leaving .... right, to take a shower
that's what people do when they come home, right
What @Loong means, @Leaky, is that expanded octet isn't anything but a model.
@DEAD that corresponds to actual states
It's less accurate than its quantum mechanical counterparts.
So if you want to get "more real", you should forget about the expanded octet model.
that's what I'm trying to ask
so all of the previous nominees of expanded octet are nothing but ionic extremely polar covalent bonds?
14:02
No, they're intermediate states.
@DEAD "intermediate"? You mean between covalent and ionic?
Yes, just like how all other resonance structures aren't real.
3 hours ago, by DEAD
user image
But they do have charges
Doesn't this make them ionic?
There's only one SF6, and it has all three structures.
@DEAD I understand this
Can I say that the charge on the S is $\frac{1\times0+15\times2}{16}$?
14:04
@LeakyNun That would only be because of the difference in electronegativity.
@DEAD but they practically have charges
@LeakyNun Yeah, so for example, fluorine number x is ionically bonded in cis and covalently in trans. The final result isn't ionic.
@LeakyNun Partial charges.
That's also true for H2O.
@DEAD what is the difference?
@LeakyNun O_o
@DEAD no?
14:06
@LeakyNun There isn't a whole electron around fluorine that has "left" sulfur.
@LeakyNun How did you measure that?
@DEAD eh...
@DEAD weighted average of the resonance structures
@LeakyNun Haha no, that's not how it works.
@DEAD then how does it work?
It's very, very complicated.
@DEAD eh...
then what about phos. pentachloride?
14:08
The badass comp chem dudes run few simulations and calculations using even more badass software, and give us the result.
Alright
@LeakyNun All of these more well-known cases have been studied and the results were the same as they were for SF6.
@DEAD but I read that it becomes [PCl4+][PCl6-]
@LeakyNun In solid state? That
is irrelevant
@DEAD uh... that would mean that the PCl4+ is completely normal
while the P in [PCl6-] would have quite a handful of partial charges
14:11
@LeakyNun No, each of the bonds in PCl4+ has a dipole moment.
But the net dipole moment is zero.
@DEAD by "completely normal" i really mean that i can use the textbook model to describe it
Well, partial charges aren't anything new.
exactly
but the textbook model would prescribe expanded octet to PCl6- which is why I said it isn't normal
Hasn't the textbook spoken of "small charges in H and O in H2O"?
maybe I was misleading to say "would have quite a handful of partial charges"
@DEAD I was misleading, sorry
14:13
@LeakyNun I will forgive you Juliet
@DEAD I do not understand the reference
Nevermind
what is the refreence?
I was being dramatic
Alright
So, back to the question
14:14
Forgive him, he's very punny.
A movie with a name close to "Romeo and Juliet"
So, Romeo
is it determined that PCl6- has no expanded octet?
Yes.
It isn't that much different from PCl5.
When does PCl5 exist?
Gas phase I guess.
14:19
I see
> The structures for the phosphorus chlorides are invariably consistent with VSEPR theory. The structure of PCl5 depends on its environment. Gaseous and molten PCl5 is a neutral molecule with trigonal bipyramidal (D3h) symmetry. The hypervalent nature of this species (as well as for PCl−
6, see below) can be explained with the inclusion of non-bonding MOs (Molecular orbital theory) or resonance (Valence bond theory). This trigonal bipyramidal structure persists in non-polar solvents, such as CS2 and CCl4.[5] In the solid state PCl5 is ionic, formulated PCl+
Phosphorus pentachloride is the chemical compound with the formula PCl5. It is one of the most important phosphorus chlorides, others being PCl3 and POCl3. PCl5 finds use as a chlorinating reagent. It is a colourless, water- and moisture-sensitive solid, although commercial samples can be yellowish and contaminated with hydrogen chloride. == Structure == The structures for the phosphorus chlorides are invariably consistent with VSEPR theory. The structure of PCl5 depends on its environment. Gaseous and molten PCl5 is a neutral molecule with trigonal bipyramidal (D3h) symmetry. The hyperva...
@DEAD thanks
lol
Is oxygen the only element that produces plasma (fire) when oxidizing other chemical?
Would oxidation by fluorine achieve the same result?
@LeakyNun Plasma's just a lot of really ionized gasses.
@LeakyNun A lot of reactions can cause fire that's not coming from reacting with oxygen
14:27
@DEAD then i rephrase my question as "is oxygen the only substance that can achieve that high temperature"
@DEAD for example?
@LeakyNun Well, look for an oxidant that reacts vigorously. Fluorine works in some questions.
@DEAD alright, thanks
Questions? Why did I say "questions"?
I need to flush my mind a bit. BBL
Why does the system tend to reduce the pressure when pressure is increased, in a system of equilibrium?
Don't answer me LCP
What about temperature?
 
2 hours later…
16:27
0
Q: How to determine electrolyte concentration in solutions?

DissenterThe original question is here: https://www.reddit.com/r/chemhelp/comments/4xh95e/is_it_possible_to_remove_and_separate/ We've been given the sports drink vs orange juice challenge. To find out which has more electrolytes. I could test for conductivity but that alone wouldn't tell me which ha...

17:20
Hello hello!
@NotWoodward hi
Been quiet around here!
 
2 hours later…
19:05
@NotWoodward crickets
dear @Mithoron i am looking for substance that instantly change density when we pass current from it. — umesh sohaliya 3 hours ago
19:23
That would be pretty insane.
19:50
1
Q: Calculating Electrode Potential for Electrolytic Cell at Non-Standard States

Fisherlam KingRecently, I came across an interesting question that left me rather baffled. I was asked to calculate the minimum voltage required for the electrolysis of 1.0 M of NaCl in neutral solution using the following equation: $$\ce{2H2O + 2Cl- (1M) -> H2 (1 atm) + Cl2 (1 atm) + 2OH-} (\pu{1*10^{-7}~M})...

08:00 - 20:0020:00 - 00:00

« first day (1574 days earlier)      last day (3110 days later) »