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Abcd
Abcd
3:47 AM
@Zhe I thought it was obvious, but should've mentioned it in the exception.
yesterday, by Abcd
user image
@Zhe You said it's planar chirality, but I don't get how.
How is there restricted rotation of the topmost C.
What if the compound was methyl ethanol?
Then you'd say its not chiral.
But look here too methyl ethanol group is present at the top.
 
Zhe
Zhe
4:08 AM
As drawn they're not enanatiomers
It's just rotamers
If the OH were up and down and those positions were locked due to restricted rotation, they were be enatiomeric
 
Abcd
Abcd
So they aren't optically active @Zhe?
 
Zhe
Zhe
Not as drawn, no
The problem is that methyl is larger than OH, so they're out of plane
 
Abcd
Abcd
But they are atropisomers?
 
Zhe
Zhe
yes
There isomers due to restricted rotation
 
Abcd
Abcd
@Zhe Okay, why's there restricted rotation.
This is so confusing.
 
Zhe
Zhe
4:16 AM
Here's the place where you actually might consider building the model
There's too much steric hindrance to allow the methyl groups to be in the plane of the naphthyl moiety
The alternative is for you to draw the Newman projection
 
Rick
Rick
@Abcd That C-C bond between the ring and the top C is kinda locked in place
9
A: Chirality of biphenyls

Martin - マーチンYes, the molecule should exhibit chirality below room temperature. In the optimised1 molecular configuration the molecule cannot be superimposed on its mirror image. This is because of the out-of-plane rotation of the nitro groups. The thermodynamic most favourable structure is of $C_2$ symm...

See the gifs in this answer
 
 
2 hours later…
Abcd
Abcd
6:20 AM
@Rick But its not a biphenyl, its a napthyl
But they should rotate.
There's no problem in rotation.
The C is free to rotate.
@Rick Why is C locked in place?
And if C is locked, it should be chiral :/ which @Zhe said no to.
 
 
7 hours later…
Rick
Rick
1:05 PM
Yes, it's similar..That C-C bond isn't free to rotate because when it does, the two bulky methyl groups will get sterically hindered by the rings and it's hydrogens, so the bond is locked in place to minimize this effect.
It is chiral, as the 2 mirror images are non-superimposable because of this "locked" bond
 
Abcd
Abcd
1:35 PM
Thanks for you answer @Martin-マーチン. Which software do you use for making those amazing GIFs?
 
Martin - マーチン
Martin - マーチン
chemcraft and gimp
imgur has those 2mb restrictions, so you need to reduce the quality...
okidoki... have a good weekend y'all
 
Zhe
Zhe
@Abcd Whoa, I didn't make a blanket statement...
The example you showed is not chiral because of how rotation is locked
Substituted biphenyls frequently are chiral
 
Abcd
Abcd
@Zhe Sorry, I misunderstood.
 
Zhe
Zhe
2:03 PM
Stereochemistry can be confusing
There's a reason the Eliel book is a door stop
 
Abcd
Abcd
2:19 PM
@Zhe Any link to that?
 
Zhe
Zhe
You to the actual text?
 
Abcd
Abcd
yes
 
Zhe
Zhe
That would be unethical
You can purchase a copy but it's like a couple of hundred dollars. I wouldn't recommend it
It is also, like March, not a read-cover-to-cover book
 
Abcd
Abcd
2:37 PM
What would be a pre-MOT explanation to the stability of gauche form of hydrazine over the anti form?
It's counter-intuitive.
There are minimum repulsions in the anti form.
 
Zhe
Zhe
2:50 PM
What makes you think there is a valid explanation?
Sometimes simple theories are wrong. That's why we need better theory
 
Gaurang Tandon
Gaurang Tandon
3:23 PM
Sorry to interrupt here, but can anyone confirm from the 2013 IUPAC blue book if the preferred IUPAC name in alkyl ethers is "alkoxy" or "alkyloxy"? I've been using "alkoxy" since I was a kid, but ACD ChemSketch keeps generating "alkyloxy" instead. Thanks!
 
Rick
Rick
@Zhe So that molecule is achiral? If rotation is locked, shouldn't that mean that the mirror images are not superimposable?
 
Zhe
Zhe
@Rick Which one?
 
Rick
Rick
3:54 PM
12 hours ago, by Abcd
yesterday, by Abcd
user image
@Zhe this one
 
Zhe
Zhe
4:07 PM
No, it depends on how the rotation is locked
Those two are drawn correctly
The OH is in the plane of the naphthyl ring
So there is a plane of symmetry
If the OH were out of plane and prevented from crossing the plane, then it would be chiral, but that is not the case
 
 
3 hours later…
S.Chevalier
S.Chevalier
6:54 PM
Good evening (/morning/day/whatever) all. I'm just too curious : why is paracetamol in the naughty corner ?
 
Zhe
Zhe
¯\_(ツ)_/¯
 
S.Chevalier
S.Chevalier
Hum.. the plot thickens.
 
Loong
Loong
8
A: Why is [user] again suspended?

David ZAs we have said repeatedly, we (moderators) do not share information about specific suspensions with anyone except other moderators and the SE team.* This means that the moderators will not explain to you what happened, and nobody else on this site knows what happened. While other non-moderator u...

 
skullpatrol
skullpatrol
inquiring minds want to know :P
 
pentavalentcarbon
pentavalentcarbon
7:31 PM
probably some voting crap, that's what it usually is
 
 
2 hours later…
Linear Christmas
Linear Christmas
9:22 PM
@pentavalentcarbon That was actually meant as a joke (note use of italics), perhaps a poor one though; but I couldn't take the topic seriously
Also, if anyone wishes to discuss or challenge the answer to Howcome is ∆G ≤ 0 used for spontaneity in electrochemistry, not ∆G ≤ W(other)?, feel free to ping me to chat
I think it's important to get it dead-on correct (even though I share almost 100% of the responsibility as the answerer)
I also encourage everyone answering thermodynamics questions to explicity use $\Delta_\pu{r} \equiv \partial / \partial \xi$ whenever pertinent instead of the confusing and often very incorrect bare captial delta $\Delta$ (I am at fault here as well)
 
orthocresol
orthocresol
10:12 PM
@LinearChristmas, is there a reason why you are using \operatorname{d}?
Also, thanks for the edit the other day. You are now welcome to edit all my other answers with \mathrm{d}q and \mathrm{d}w...
 
Linear Christmas
Linear Christmas
@orthocresol I have used both \operatorname{d} and \mathrm{d} in the past; I think \operatorname should be more correct as per this answer
but I realise this is not self-consistent since the same scrutiny should be applied to the Greek deltas
@orthocresol no problem, I might if I come upon such answers
when answering thermodynamics questions, doing a literature search on SE leads inevitably to some of your work here from '15 or '16
 
Zhe
Zhe
@orthocresol Did you end up reading my thesis?
 
orthocresol
orthocresol
@Zhe Yes, but only briefly
 
Linear Christmas
Linear Christmas
10:29 PM
@orthocresol What is the difference between ∆G and ∆G°? also: you probably already knew this but to be pedantic $p^\circ = \pu{1 bar}$ is not part of the definition of a standard state, just some well-defined value not necessarily $\pu{1 bar}$ (not up for editing at the moment though)
 
orthocresol
orthocresol
That's truly pedantic.
I'm impressed
 
Linear Christmas
Linear Christmas
yes, painfully-pedantic
that's my personality if I haven't been drinking
 
orthocresol
orthocresol
I'm not particularly happy with that answer in general. I think it is worded too obtusely.
 
Linear Christmas
Linear Christmas
looks up meaning of obtuse
 
orthocresol
orthocresol
More than 90° and less than 180°.
 
Linear Christmas
Linear Christmas
10:35 PM
haha
I wouldn't actually criticise the answer too strongly
I find the approach well takes into account the original aim and level of confusion in the question
disclaimer: the compliment does not account for the positive bias toword mister moderator
 
orthocresol
orthocresol
You're too kind. Anyway, I will edit the wording to reflect your comment above, which I actually did not know about until you alerted me to it.
(I've found the relevant passage in the Green Book)
 
Linear Christmas
Linear Christmas
as a good samaritan, I recommend this cutie for discussions of standard quantities: old.iupac.org/publications/pac/1994/pdf/6603x0533.pdf
it also discusses pressure dependancies which are often omitted
 
M.A.R.
M.A.R.
Linear Pedantic
@Loong ANSWER ME. WHY IS USER AGAIN SUSPENDED
 
Linear Christmas
Linear Christmas
10:53 PM
good to see MAR hasn't changed
last time you were bending linear christmas
(along with Jan)
 
M.A.R.
M.A.R.
@LinearChristmas I have changed. My underwear would have stunk like a skunk if I hadn't
 
Linear Christmas
Linear Christmas
do skunks really smell?
before spraying, obviously
they are kept as pets in some cases (after neutralising), so I doubt it
<- pedantic?
 
M.A.R.
M.A.R.
No, you're not pedantic at all.
AT ALL.
Slowly pulling out a gun
 
Linear Christmas
Linear Christmas
cut off one head, mate
cut off one head...
 
M.A.R.
M.A.R.
Making Linear Christmas a Ring Christmas
@LinearChristmas well, humans spray more often
 
Linear Christmas
Linear Christmas
11:05 PM
@M.A.R. I laughed, well done
 
M.A.R.
M.A.R.
My work here is done
for the second
 
Linear Christmas
Linear Christmas
@M.A.R. could you perhaps expand a bit? as it stands, it's a bit unclear what you mean by this
 
M.A.R.
M.A.R.
@LinearChristmas pls don't answerz noob if you obviously do not knows the answer and have obviously no knowledge of chemistry or anythings else. If you downvote this may the wrath of Zeus be upon you. May your loved ones die in pain. If you vote to close this, @#$#$##$%€¥£##$$@@ BEEP BEEP "Sorry, we're facing technical difficulties at the moment"
 
Linear Christmas
Linear Christmas
@M.A.R. i dont want to know about chemistry what is the answer to this pplzz i have test 10 min ago
 
M.A.R.
M.A.R.
HURRY UP TEACHER TAKE TEST PAPER
 
Linear Christmas
Linear Christmas
11:12 PM
why u be so rude if you dont help shut up and go away
 
M.A.R.
M.A.R.
THIS SITE NO HELPFUL TO FIELD EXPERTS
I AM VARY POWERFUL MILLI TERRY COMMANDER AND I ORDER NOT 2 USES THIS SITE ANYONE
 
Linear Christmas
Linear Christmas
writes an answer with 10^4 characters in microsoft word then purposely removes line spaces when answering on SE
will not respond to any comments
 
M.A.R.
M.A.R.
For future reference, MILLI TERRY refers to one thousandth of TERRY
 
Linear Christmas
Linear Christmas
why you not understand reference not necessary this is basic FACT
 
M.A.R.
M.A.R.
@LinearChristmas flagging for mod attention "Hi. May God bless you. This answer seems to contain an error in char 5647. Kthx. I love chemistry. Marcus from Siberia"
 
Linear Christmas
Linear Christmas
11:17 PM
@M.A.R. is MILLI TERRI the first part in M.A.R.
 
M.A.R.
M.A.R.
@LinearChristmas pfft, im not spending time with losers who know no chem and use upper case
@LinearChristmas yes, its full form is MILLI TERRY AWESOME RACCOON
 
Linear Christmas
Linear Christmas
but you will communicate with losers who know no chem OR use upper case?
(just to clarify)
@M.A.R. thats just beautiful, I have nothing to add
 
M.A.R.
M.A.R.
This site has lost its use, and downgraded from real chemistry to pedantry.
I am too awesome to participate.
I will go to Quora instead, where Stephen Hawking hangs.
And Bertrand Russell used to drank tea with Mendeleev
Quora is so awesome, the account creation requirements are three PhDs in unrelated fields
Bye bye, SE. You will miss me as your greatest contributor.
anxiously checking meta SE to see how many people cry for his leave
 
Linear Christmas
Linear Christmas
quora, really?
isn't that, like, peer-reviewed and all?
i have seen many people comment on single question, so...
 
M.A.R.
M.A.R.
Only peer reviewed when you hate SE
 
Linear Christmas
Linear Christmas
11:25 PM
fair enough
I think some other forums are even better suited though
post-quitting
foreign-language forums are a good start
 
M.A.R.
M.A.R.
IT IS ONLY FAIR IF YOU ANSWER MY EXPERT QUESTION
 
Linear Christmas
Linear Christmas
where u only understand chemical reactions written out
sir if u are and expert kindly answer this question
2
 
M.A.R.
M.A.R.
DOES NACL TAISTE LIKE SUGER?
@LinearChristmas according to me, benzene will does an SN3 on carbonyl oxygen
If you disagree, you are dumb
NOW ANSWER MY QUESTION PLS
NOW
Okie dokie, I gotta sleep. But this conversation deserves a bookmark

Pacing ourselves in users ' position selflessly

46 mins ago, 42 minutes total – 63 messages, 2 users, 0 stars

Bookmarked 20 secs ago by M.A.R.

2
 
orthocresol
orthocresol
@LinearChristmas This was too real.
 
Linear Christmas
Linear Christmas
@M.A.R. no answer this before you sleep kind sir
looks up and pings you under every post you have written
 
pentavalentcarbon
pentavalentcarbon
11:38 PM
@LinearChristmas well this sure is old
 
Linear Christmas
Linear Christmas
@orthocresol who said we need to make stuff up to be scary/funny, reality is good enough
@pentavalentcarbon hah, there was a search box at the top right, which prompted the response
 
pentavalentcarbon
pentavalentcarbon
@orthocresol I thought we forgot about that...best to let some things die quietly
 
M.A.R.
M.A.R.
@orthocresol no kidding
 

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