Spring Cleaning

orthocresol

00:43

Ok, @M.A.R. @hBy2Py, I'll post the new close policy on meta tomorrow.. I would do it tonight, but it's getting late.

-1

Q: Determining Structure of molecule based on IR Spectra and HNMR data

I have been given the following data and am asked to determine what the structure is. So far based on the IR spectra given I (think) I have identified a $\ce{C-O}$ bond, $\ce{sp^3}$ $\ce{C-H}$ bond however, I am really thrown off by the 5 hydrogens in a multiplet when there seems to be only one b...

This question is driving me crazy. The answer is 2-phenylethanol but I don't even know where to begin writing an answer.

This person claims that there are 11 hydrogens when the NMR only has 5 + 1 + 2 + 2 = 10 signals.

Evidence that the purple zone exists... and evidence that we can hopefully use to persuade people.

Feeds

CLEANUP ACTION chemistry.stackexchange.com/questions/72183/… RETAGGED (ORTHO)

orthocresol

^ WHY ARE THERE SO MANY GAS EQUILIBRIA QUESTIONS

hBy2Py

@M.A.R. Where are they?

@orthocresol P-Chem finals, I guess

orthocresol

pchem and gen chem it seems

there's like 10000 stoichiometry and gas equilibria questions

.______________.

@NeilRoy With other words: Do my homework. No, because... NO! — Klaus Warzecha Jan 18 '15 at 7:28

oh man

pentavalentcarbon

Is "alcoholate" really a word? If it is, I know what it means, but...

orthocresol

00:57

If it's referring to the conjugate base of the alcohol, then alkoxide is more common, I think.

pentavalentcarbon

> called an alkoxide or alcoholate ion

d'oh

orthocresol

ah

i'll take a quick peek in the blue book

generally "alcoholate" is used; however, "methoxide, ethoxide, propoxide (but not isopropoxide), butoxide, tert-butoxide, phenoxide, and aminoxide... are retained as preferred IUPAC names".

pentavalentcarbon

more than I will ever need to know

orthocresol

:)

pentavalentcarbon

@MelanieShebel "I formatted it so fine"

ಠ_ಠ

> The water is "distilled" in its literal sense.

What does that mean?

I thought there was only one definition...

orthocresol

01:18

It means it was literally distilled, not figuratively distilled.

...

Honestly no clue

pentavalentcarbon

for some reason reading that reminds me of the "your instrument looks like a bong" comment I always got in high school

Melanie Shebel

What's the distilled question?

Oh huh

orthocresol

yesterday, by Melanie Shebel

-3

Q: what form of reaction if you mix the exract juice of tubli roots and jathropa leaves both a ractant

what chemical equation for tubli roots

electrochemistry experimental-chemistry

gosh

pentavalentcarbon

the hell

Melanie Shebel

I vote we change the title to: HELP!!!!!!!1

pentavalentcarbon

01:24

plzzzzzzzZZZZZ

Melanie Shebel

To make it more clear.

pls halp! i have homework due in hour

We should secretly have EVERYONE upvote Klaus' answer so that the next time he logs in, he's like, "Seriously, guys?"

Just for his sheer determination in giving an answer.

pentavalentcarbon

I'm a simple man, I see a Q/A probably about drugs, I upvote.

orthocresol

I'm struggling to find appropriate tags for this question even.

Melanie Shebel

create a new one: ractant

or exract

orthocresol

rxn

pentavalentcarbon

01:29

Another thing I always wonder...is it bad to make fun of these?

orthocresol

extraction is a tag, but the question is not about extraction; it is about an extract

pentavalentcarbon

I told myself a few years ago I'd stop making fun of biology and I mostly have

Melanie Shebel

mostly*

hehe

orthocresol

natural products won the Nobel Prize, so...

better not laugh... maybe OP will become a Nobel prizewinner in the future

Melanie Shebel

in Peace?

pentavalentcarbon

01:32

now I mostly laugh at chemistry, with no discrimination wrt discipline

orthocresol

@MelanieShebel haha, no, it was the 2015 prize in physiology/medicine

Melanie Shebel

no, haha, the OP

orthocresol

peace will certainly be achieved after the OP feeds his/her tubli + jatropha concoction to the world population

-2

Q: Which is more basic: aniline or pyridine?

Please explain why, thank you very much.

organic-chemistry acid-base

quite meh about this answer, despite it having +5

pentavalentcarbon

I'm a simple man, I see a Q/A involving hybridized orbitals, I downvote.

Melanie Shebel

Shock

But one of my questions is one of THE most popular questions on chem.se

32

Q: How do I figure out the hybridization of a particular atom in a molecule?

I'm learning how to apply the VSEPR theory to Lewis structures and in my homework, I'm being asked to provide the hybridization of the central atom in each Lewis structure I've drawn. I've drawn out the Lewis structure for all the required compounds and figured out the arrangements of the electr...

hybridization vsepr-theory

orthocresol

01:38

downvote in 3.... 2.... 1....

pentavalentcarbon

you should not have linked that

Melanie Shebel

Dare I say the best question on hybridized orbitals?

It's actually a question about being annoyed by and confused by hybridized orbitals.

pentavalentcarbon

Maybe I'm just bitter. I don't ever remember learning about hybridization...?

Melanie Shebel

Bahahahaha

You actually did it!

orthocresol

isn't hybridisation still a thing in computational, though

hBy2Py

01:40

Weinhold talks a lot about hybridization in his NBO book

pentavalentcarbon

No. Well, maybe in valence bond methods but I don't know how VB works.

hBy2Py

VB uses hybridization heavily

orthocresol

ic

was attempting to read this the other day; of course, didn't get anywhere with it

hBy2Py

To get reasonable VB results, you have to basically perform high-order CI with AO-like orbitals, IIUC

orthocresol

doi.org/10.1002/anie.198402721

hBy2Py

01:41

no chemobot

orthocresol

damn

pentavalentcarbon

oh god

hBy2Py

though people are trying often enough maybe we should talk to Hipp about it

pentavalentcarbon

Kutzelnigg is a crazy man!

hBy2Py

The MOs of MO theory are admixtures of AOs (technically, radial node-free "AO-like" orbitals) of the various angular momentum types

But anyone who tried to claim that MO theory orbitals are "hybridized orbitals" would be laughed at, heartily and justifiedly.

pentavalentcarbon

01:43

This poor person doesn't know about functional groups :(

1

Q: Hydrolysis - How do I know which atoms react?

In the hydrolysis of Propanamide ($\ce{CH3CH2CONH2}$) how do I know which molecules react with the water? $$\ce{CH3CH2CONH2 + H2O \rightarrow ?}$$ I don't know how to split the molecule. In the videos I've watched it seems as they just assume you know this. Example: https://www.youtube.com/wa...

organic-chemistry homework water hydrolysis

hBy2Py

Also, per that abstract, the XO bonds in hypercoordinate species are charge-shift bonds, and usually nowhere near like double-bonds

At least in terms of integrated electron population of the bond ELF basins

The localized orbitals themselves are sort of reminiscent of $\sigma$ and $\pi$ bonding orbitals.

pentavalentcarbon

Who made this a text document and not a spreadsheet :(

hBy2Py

That would be my fault.

I can switch it over

pentavalentcarbon

I don't think it's worth it actually

hBy2Py

I was short on time yesterday and just wanted to make sure the data was captured.

@pentavalentcarbon you sure?

orthocresol

01:51

Well, it's easy enough to switch it.

hBy2Py

<nod>, I'm going ahead and making the sheet -- are people actively cleaning up [reaction] right now? Or just misc recent posts?

pentavalentcarbon

I mean, you can try it, but clicking links in Google Docs will always be a 2-click procedure

I am not

orthocresol

viewing mode was the best workaround I could find

hBy2Py

@pentavalentcarbon It'll be a two-click in GSheets too

pentavalentcarbon

that's why I think it won't be worth it

orthocresol

01:54

@hBy2Py if you're going to switch it, take the list from the current gdoc instead of from the SEDE query if possible

but if the main issue is the 2 clicks, then yeah, won't solve much i guess

hBy2Py

@orthocresol <nod>, the SEDE query is now out of date, taking from there would invalidate all the work done from the GDoc

orthocresol

mhm

hBy2Py

proving to be more troublesome than it should

Having to reformat in Excel to avoid a bunch of extra rows

Think I've got it, though.

Google Sheet with reaction question links

2

Any better, @penta?

(@ortho too)

pentavalentcarbon

now that it's loaded it seems more responsive which is the other thing I was hoping for

hBy2Py

<nod>, and deletions should be easier

Mm... I should break it into chunks

To allow Ctrl-Up / Ctrl-Down navigation

Thaaaaat's better

Hm.

I guess PgUp/PgDn works fine for that, too

Ok, so @ortho, @penta - agreed, Sheet is better?

pentavalentcarbon

02:13

yes

hBy2Py

If so, we can unpin the GDoc link

pentavalentcarbon

02:24

oh my dear, MATHJAX PARTY TIME

1

Q: Writing a system of equations and solving them analytically as a function of two variables

Consider the following reactions: 2X <-> X2, the rate is K1. the affinity K1 is defined as X2/X^2 D+X2 <-> DX2, the rate is k2 D+X2 <-> DX2*, the rate is k3 DX2 + X2 <-> DX2X2, the rate is k4 I am asked to write a system of equations and solving them analytically to obtain DX2X2, DX2, DX2* as ...

homework analytical-chemistry

But this is off-topic...

hBy2Py

Math, that happens to derive from chemistry

BOOM VTC

pentavalentcarbon

02:36

Where is the queue for ChemDraws?

hBy2Py

Might not be one?

pentavalentcarbon

I made a card

hBy2Py

Might be better in a completely new Project?

I guess he/we can always just copy out anything remaining after the [reaction] task is done

Seems kind of overkill to make a whole Project for it.

Also: @M.A.R., we changed it from a Google Doc to a Google Sheet. Sorry.

pentavalentcarbon

Ok I'm done polluting the front page for today.

Hm, TIL about \pu{...}

hBy2Py

02:51

I'm not completely sold on \pu

Though I'm gradually coming around

pentavalentcarbon

If it improves on \,\mathrm{...} I'm all for it

hBy2Py

mhchem's been ironing out the kinks, I guess

There was that meta post a little while ago where it was really misbehaving... I think with $\pm$?

M.A.R.

04:35

@hBy2Py No probs. The only thing that matters is that there's numbering

@hBy2Py I typed the initial messages of the event I'm gonna copy-paste during the early time-out. See how they look:

Please note that time-outs like this will be issued whenever needed during the event, to
contain the natural excitement observed in the previous episodes of TRE.

This time, we're going to focus more on comprehensive edits. We're bumping some quite old
questions, and rendering the active page unusuable for two hours.

Please make sure to
1. exercise your votes on the question and its answers
2. Edit 1) grammar 2) MathJax 3) taglines and salutations 4) punctuation and 5) tags
3. Some images might have broken after the HTTPS update. Changing HTTP to HTTPS or

hBy2Py

05:02

@M.A.R. Real quick, gotta get to bed, but:

"Reviewers will review, flaggers will flag, closers will close. " This structure is never really explained

Also, what if it ends up just being the four of us?

What do you mean by "in each of 2 to 4"? Each what? 2 to 4 of what?

"We're bumping some quite old questions, and rendering the active page unusuable for two hours. " <-- this is true, but it's not fully clear why you put it where you did; or what of the rest of the message it refers to, if anything.

Other than that, I think it looks really good

Structure makes sense

I just hope we get more attendance than just who's registered.

Ok, I'm out.

M.A.R.

07:23

@hBy2Py Steps 2 to 4.

@hBy2Py Meh, registration doesn't mean anything

It just notifies you, and IIRC also sends you an email a couple of hours before the event starts

It was also a few people who registered for TRE

And even fewer for the next events of the episode

@hBy2Py I meant that people with the various privileges will put them to use

orthocresol

08:46

@pentavalentcarbon just ping me directly, is easiest

Loong

:-D

orthocresol

Morning @Loong

Loong

hi

orthocresol

haha

hBy2Py

11:31

@M.A.R. Ok, all of that's probably fine then. It was late, I was tired and reading quickly. 4.5 hrs!

hBy2Py

12:41

@M.A.R. Oh: who will delete the rows from the G Sheet? You only, or each participant as they go?

M.A.R.

@hBy2Py Someone would do it after the event

It would be too time-consuming to do it during the event

orthocresol

Why would it be too time-consuming to delete it during the event?

hBy2Py

And, wouldn't that make it really confusing as to what's been done and what hasn't?

Alternatively: how do you plan to mark what's been assigned/completed and what's remaining?

@orthocresol Agree here, it's a right-click followed by a left-click

@M.A.R. And participants would have the GSheet opened to the relevant location already anyways, in order to click the links over to the questions they're assigned

M.A.R.

@orthocresol Yeah, people would keep losing the part of the list they should be editing

It would keep scrolling up

@hBy2Py I didn't feel the need to. I was gonna say, for example, you edit 1 to 20, Ortho 20 to 40 and so on . . . When you're done, and you want to do more, you ask me again and I give you another range

orthocresol

@M.A.R. No, no

M.A.R.

12:51

I'm editing myself too, so can't devote all the time to a process in chat or GSheet

orthocresol

At the end of the event, you just delete the range which you cleared.

hBy2Py

@M.A.R. @ortho Ok. Then I suggest telling people to italicize questions they've completed.

Mark the status without altering the sheet structure

M.A.R.

Good idea

non-intrusive

And not taking much time

Or we could just add two dashes to the end of the post link edited

hBy2Py

Annoying

have to enter the cell to edit

M.A.R.

OK

hBy2Py

12:59

italicizing is one click, or a Ctrl-I keystroke

M.A.R.

Going with italic

5. In the linked Google Sheet, please italicize all the processed posts to easily be able to
keep track of progress.

hBy2Py

Great!

orthocresol

Deleting messages only makes people more curious...

hBy2Py

It's pretty banal, just unattractive

and unsuccessful

Rather intended/expected you'd would peek behind the curtain

Ah, there's the event reminder

M.A.R.

13:17

@orthocresol inorite, I always read deleted messages

M.A.R.

14:36

Wow, not much left

hBy2Py

?

time?

M.A.R.

14:51

@hBy2Py an hour and nine minutes left, it seems

hBy2Py

15:19

@Melanie is getting in some major tag wiki polishing before the event, I see. :-)

M.A.R.

┬─┬ ノ( ^_^ノ)

I'm actually sleepy right now

hBy2Py

Long week?

M.A.R.

Kinda, yeah

I'm nodding off here

ZZZ

Oh no oh no

Melanie Shebel

0

Q: Quest!: Tag improvement (descriptions needed)

I'm working on cleaning up tags and adding more information in some topics. I'm also going to finish this up by checking all tags for duplicate content (tags whose information was stolen from another website.) However, there are some tags without either a usage description or main description an...

discussion

@hBy2Py Yep! Sure am!

orthocresol

hope you don't mind , but i will be a bit busy at the start of this event

will pop back in when i'm free

hBy2Py

15:34

@orthocresol We shall prevail, and await your assistance upon your return.

M.A.R.

22 minutes

hBy2Py

In ~retrospect, springtime is a bad time for cleaning. We're going to push a lot more questions than usual off the front page.

M.A.R.

12 minutes

@orthocresol I mind your plenken

\o @Mith

Screw sleep

Mithoron

hello

M.A.R.

15:49

Jello

hBy2Py

Nutella

M.A.R.

Hullo @a-cyclohexane-molecule!

Alrighty, who wants to start?

hBy2Py

Might as well get 'er goin'

M.A.R.

@hBy2Py Let's start. People would either join, or we'd do this event with less people

hBy2Py

Take it away, @M.A.R.!

M.A.R.

16:02

For starters, how many do you wanna do? @hBy2Py

CC @Mith and @Mel, if you two want to participate

hBy2Py

How many at a time?

I was thinking of allocating 5-10 at a time

M.A.R.

@hBy2Py You give me a number, and I give you a range of threads to edit

We'd use the GSheet links numbering

hBy2Py

@heather, @Hexa, since you've been in the room, the event's starting

Aha, gotcha

M.A.R.

I'm doing 22 to 31

hBy2Py

I'll take 61-70

M.A.R.

16:04

OK

hBy2Py

I'll bold the ones I'm working on, then italicize when each is done

And, of course, my Internet connection flakes out as soon as we start.

M.A.R.

WTH

Site goes down for maintenance?

Worst possible time

hBy2Py

hahahaa

whaaaat?!

M.A.R.

Impatiently waiting

hBy2Py

About to start some maintenance work on SQL servers. Should be brief.

Tweeted by StackStatus on April 8, 2017 at 4:03 PM

M.A.R.

16:09

Site's back

GET BACK TO WORK

To the future visitors that come to participate in the event,

This time, we're going to focus more on comprehensive edits. We're bumping some quite old
questions, and rendering the active page unusuable for two hours.

Please make sure to
1. exercise your votes on the question and its answers
2. Edit 1) grammar 2) MathJax 3) taglines and salutations 4) punctuation and 5) tags
3. Some images might have broken after the HTTPS update. Changing HTTP to HTTPS or
re-uploading the image to imgur should do the trick.

Additional pointers:
1. There's this other room called Spring Cleaning Dump. Linky:
http://chat.stackexchange.com/rooms/56752/spring-cleaning-dump
2. We do wanna spend time on each post, but time is valuable. As a rule of thumb, don't
spend more than 5 minutes on each thread (Q+A).
3. If you see it's taking too long, post a link to the post that needs fixing to Spring Cleaning
Dump and move on to the next thread. Every participant can at most post 10 links there
during the event, so make them count. We'd eventually fix them during quieter hours.

The process is similar to what we had in TRE I.
1. See the pinned Google Docs. Ping me when you're ready for action, with the number of
threads you're ready for.
2. I'll give you a range. The Google Docs sheet is numbered, so yay.
3. We'll start editing and retagging. Don't leave a single tag alone, if possible. Reviewers will
review, flaggers will flag, closers will close.
4. Once you're done, ping me again and we repeat the process until the event is done or you
are tired.
5. In the linked Google Sheet, please italicize all the processed posts to easily be able to

Mithoron

16:26

@M.A.R. Gimme 10

M.A.R.

@Mithoron 11 to 21

Italicize as you edit

Not obligatory tho

hBy2Py

@M.A.R. Will save time on post-event tidying, though @Mith

M.A.R.

-3

Q: How to identify a substance acting as an acid

For question ii, it asks to state a reaction showing $\ce{H2SO4}$ acid acting as an acid. What does it mean acting as an acid? Donating a proton? Very confused as to what to look for. The answer is reaction 1. because it is an acid + metal oxide? But reaction 4. shows a metal and an acid -...

homework acid-base redox

tsk tsk tsk, answering a homework dump

orthocresol

i'm going to do 711 to 716, because i'm special

M.A.R.

Sure

orthocresol

16:35

hm

we have more than one question on "does the forward or reverse rate constant of an exothermic reaction increase more when temperature is increased". for future review: chemistry.stackexchange.com/questions/70701 chemistry.stackexchange.com/questions/68826 and I think there are more

hBy2Py

So many good candidates for canonicals.

orthocresol

you better be taking notes

:)

hBy2Py

I think there's a meta post for that...?

orthocresol

is there?

i'm lost

hBy2Py

Or, maybe I'm thinking of the duplicates post

M.A.R.

16:38

Don't forget to VTC

BTW, mods, if you don't want to VTC, put a link to stuff in the Spring Cleaning Dump

orthocresol

I don't think they're close enough dupes to close, was just food for thought

but yeah

hBy2Py

@orthocresol I do have a short list in a GDoc

M.A.R.

\o @Loong

Late to the party

hBy2Py

@M.A.R. Info here, @Loong

Loong

@M.A.R. hi

M.A.R.

16:51

I'm doing 32 to 41 now

orthocresol

ok be back later

hBy2Py

17:10

@Loong, can you help with nuke requests in here?

(@M.A.R.)

M.A.R.

17:36

Now doing 41 to 51

hBy2Py

18:04

@M.A.R. @orthocresol I guess we're done..?

M.A.R.

Yep

orthocresol

18:26

anybody like to nuke this? chemistry.stackexchange.com/questions/69621/…

hBy2Py

Gaah, we need an H-H canonical.

It's awfully recent for nuking

This might actually serve well as such a canonical?

orthocresol

indeed, however, the moment we make a H-H canonical, this will be immediately closed as a dupe

i'd rather ask a new question

hBy2Py

<nod>, with more canonicalish wording

sigh

orthocresol

actually, the only real difference is that you can accept an answer

but you might as well write a new one

hBy2Py

It's a little bit squidgy to preemptively delete it w/o a dupe to point to.

orthocresol

18:28

since otherwise you have to rewrite this one anyway

ok

hBy2Py

The site needs so much ~administrative content

I'll note the question ID in my GDoc for canonicals

That way if/when one gets written, this can be closed promptly thereafter

hmm

maybe I should push that list to a meta post

better visibility

and it would serve as a clarion call for writing canonical posts.

Though ... do we have community buy-in on instituting canonical posts?

orthocresol

dont think there will be much opposition to it

we'd all like to, however, the issue is probably time and effort

hBy2Py

It's been mentioned a lot (possibly mostly by me...?)

Hm

I'mma just do a meta thing.

See how it's received.

M.A.R.

19:25

@hBy2Py Woot woot, what is it about?

hBy2Py

@M.A.R. Canonicals

M.A.R.

Finally

hBy2Py

I've almost got a first draft written in Sandbox

I'll link you to it when I ping ortho about it

M.A.R.

What do you need a draft for?

Just post it already

hBy2Py

!!waffle

M.A.R.

19:26

These meta n00bs tsk tsk

hBy2Py

oh

no Chemobot here

and probably no !!waffle anyways

M.A.R.

hBy2Py

exactly

M.A.R.

hBy2Py

19:44

@M.A.R. @orthocresol For your review/opinionation:

0

Q: Canonical Q&A – A Patronage System

We get a lot of questions on Chem.SE that are variations on common themes: simple acid-base equilibria, definition of rate constants, etc. There is already a Meta effort underway to curate a list of high-quality answers to questions on specific topics, but there are (and probably will be forever...

discussion bounty canonical-questions

Melanie Shebel

21:58

At what point does quoting a piece no longer become an answer, but leans more toward just copy and paste?

1

A: Why do carbonates, oxides, and pure metals precipitate before metal sulfides?

In marine environment, reducing conditions generally occur a short distance below the depositional interface and sulfur is available in solution and organic matter. The result is reduction of iron, first to mono-sulfides and then to pyrite (see Chap. 19). p.403. Iron minerals are forming ...

Transcript for