The Periodic Table

05:26

@PH13 What do you need halp with? Btw. quite nice question...

with a little spin-off on meta ;)

Okay guys, I have mentioned that earlier to a couple of guys that were here....\

What would you think about a chatbot, welcoming new users? (And having a couple of more features) I'd like to discuss it here and not on meta :D

3

Hippalectryon

09:26

Anyone there ?

santiago

09:39

walked 27km today...

Hippalectryon

@santiago How would you get 3,4 dimethylhex-3-ene from but-2-ene ?

santiago

not too sure

Hippalectryon

I can easily see how to get 3,4 dimethylhexane but ... (basically using Br2 which breaks the alkene)

@santiago Also, how do you determine the solubility of I2 in water knowing the Ks of I2+I- <-> I3- ?

santiago

not too sure there either

Hippalectryon

:( ok

santiago

09:50

my brain a little tired after the walk

santiago

10:18

@Hippalectryon why not ask these as questions?

Hippalectryon

@santiago The second one seems a bit too homeworky

santiago

could be written well

Hippalectryon

How do I write it well q_q

santiago

clearly state the problem and your attempt

Hippalectryon

But my attempt is pretty much "ugh the solubility cancels in the equation :("

santiago

10:24

hmm

show the calculations

Hippalectryon

It's very very short though. Basically $K_s=\frac{[I_3^-]}{[I^-]}=\frac{s}s ???$

0

Q: Getting 3,4-dimethylhex-3-ene from but-2-ene

How can one get 3,4-dimethylhex-3-ene from but-2-ene ? Using $Br_2$ then two equivalents of $CH_3CH_2MgBr$, I can get the corresponding alkane (3,4-dimethylhexane) but I don't see how to do it while preserving the double bond...

santiago

10:40

good question!

Hippalectryon

:-) I doubt I can do that for the diiode one though, I'll just wait for other people to come in the chat :P

santiago

fair enough

i have to go to bed

Hippalectryon

~ oyasumi nasai ~

santiago

that walk exhausted me

PH13

11:17

@Martin-マーチン you did HALP without your knowledge

Martin - マーチン

11:35

I did? Cool... when?

PH13

when you edited the comments out of the "atom visualization" thread

Martin - マーチン

Ahhh... I did, yeah, that is now a chat room

Hippalectryon

@Martin-マーチン Hi ! How do you get the solubility of I2 in water from the Ks of I2+I- <-> I3- ?

Martin - マーチン

@Hippalectryon What? Wait... let me think about that...

PH13

wasn't it like This appears to be a homework question ... ? ;D

Martin - マーチン

11:46

I actually do not get it

I have no idea how to start a problem like that

Hippalectryon

It's 100% homework but I can't get it :(

Martin - マーチン

Is it solved in a KI solution?

PH13

isn't k_s the solubility?

Hippalectryon

Ks is the solubility constant

Martin - マーチン

Can you post the whole setup of the question

PH13

11:47

wait for it

Hippalectryon

That's pretty much all of it. Consider $I_2+I^-\leftrightarrow I_3^-,K=10^3$, question 1 is "solubility of $I_2$ in water ?" :(

Martin - マーチン

Wow that is a horrible question

Hippalectryon

It's from an oral exam

Martin - マーチン

As far as I know, I2 does not get dissolved in water

Hippalectryon

It does get dissolved a bit doesn't it ?

Martin - マーチン

11:52

a tiny little bit

i think it is governed by the following $\ce{I2 + H2O <=> HI2+ + OH-}$ and related

so it's probably only because of a very weak autoprotolysis

If you have a KI solution (or anything with iodide) it dissolves much easier and much more

Hippalectryon

ok

Also, in Ben's answer here chemistry.stackexchange.com/a/34009/5591, I understand his reasoning but I can't find suitable transformations of 2benzene to form the final product, any hint ?

PH13

at first ... how do you draw those horrible structures?

Hippalectryon

@PH13 some weird unknow software I had opened on my desktop, I had to go soon so I didn't bother opening ChemSketch

Martin - マーチン

hahaha they look funny ;D

bon

@Hip I think you mean 2-butene. What is the classic substrate for Grignard reagents?

Hippalectryon

12:00

Magnesium compounds

Like RMg

bon

Sorry I meant what is the classic thing for Grignards to react with

Hippalectryon

ketones ?

bon

Yes - well carbonyl compounds in general but it will be a ketone in this case

So I suggest you convert one molecule into a ketone and another into a Grignard reagent and see what you can do with them

Hippalectryon

Well converting an alcene into a grignard reagant is fairly easy but how do you convert an alcene into a ketone ? (without breaking it into two parts)

bon

Hydration followed by oxidation?

Hippalectryon

12:04

Oh right :D can concentrated KMnO4 be used to turn alcools into ketones btw ?

PH13

alkene -> bromine -> dibromoalkane -> light bromination -> dehydrohalogenation

-> alkene

I guess that this is Ben's approach

Hippalectryon

Yeah I got it now :D thanks everyone.

I'm still interested whether KMnO4 can oxyde secondary alcools into ketones though :D

bon

@ Hip Yes it can but its probably overkill. I would use something milder like acidified dichromate

Hippalectryon

Cr2O72- ?

bon

I though about something like this. dropbox.com/s/fhxb82oxn7l6r1x/alkenetoketone.jpg?dl=0

Hippalectryon

12:08

ok thanks :-)

bon

It would probably work as a one pot synthesis as well which is nice

PH13

@Martin-マーチン do you know an easy way for finding a good guess for the computation of transition states?

Martin - マーチン

maybe

@bon you can upload pictures to chat ;)

but you'll share them as cc

bon

Oh yeah forgot that

Martin - マーチン

nevermind ;)

@PH13 This is incredibly hard to answer, because there are so many posibilities...

tell me what you want to do

PH13

12:10

I know :D

Martin - マーチン

what kind of reaction?

PH13

I'm just a little bit playing with my reaction mentioned in chemistry.stackexchange.com/questions/33613/…

but as finding transisiotn states is hard if you're far away from "optimum" and there is more than one imaginary frequency there has to be a good guess

Martin - マーチン

well, well, well

which step are we talking about?

PH13

the last

wait, I draw sth

Martin - マーチン

yay, pictures are great :D

PH13

12:19

I image it as something like this

the chloride "is leaving" so I tend to keep it out

but then there is the question about the sequence because I don't think that it is concerted

Martin - マーチン

okay, sorry...

needed some afk moments

PH13

no problem

don't care

Martin - マーチン

that looks fairly complicated

guessing is no good option there

so we are talking basically about reduction right?

PH13

I think so

Martin - マーチン

i assume you have opted the hydrazine derivate

PH13

12:32

also the other molecule

I hope that all my questions aren't easy. If they were I should be able to answer them.

Martin - マーチン

nahhh, not easy at all

PH13

0

Q: emergency: Sulphuric Acid burn?

Will try to make this as short as possible, a friend wanted to clean something on glass and there was nothing that could clean it, the genius person AKA me went into his room and got very concentrated sulfuric acid, wore protective gear and everything and was about to apply a very small amount wh...

acid-base safety

Martin - マーチン

one thing at a time ;)

PH13

is there sth like a medicine se?

Martin - マーチン

health.se?

PH13

12:41

maybe the question is better over there

Martin - マーチン

for your ts problem, try scanning the NH bond length

PH13

hmkay

Martin - マーチン

well, you have to find a stable complex first though

but only one bond scanning, so that you can see if the other hydrogen leaves with it

you should also fix the bond lengths in the rings

PH13

der FiXXer

Martin - マーチン

hahaha...

don't fix too many angles and try to never fix cartesians

always modreds

otherwise you system might do very interesting things ;)

PH13

12:52

sure

Martin - マーチン

The problem with this system is, that you cannot really use one of the more sophisticated methods like qst2/3

PH13

yeah, not really

Martin - マーチン

because you will most likely not have a stable calculation with dissociated molecules

PH13

and also no basis sets the are better suited than the small ones

Martin - マーチン

so... guessing is your only chance

and scanning the only systematic way to get there O.o

well you can make a very crude scan with PM6

works more often than not and only takes a few minutes

PH13

12:54

then I will (scan and)$_{n\rightarrow\infty}$ scan

PM6 didn't work well

Martin - マーチン

well tough luck ;)

PH13

or not as I expected it ... lol ... whatever this means ;)

Martin - マーチン

SVWN/sto-3g?

PH13

sto-3g :D

Martin - マーチン

Best basis set in the world!

PH13

12:56

I'd like to use ADF with their STOs

I do B3LYP-D3/def2-SV(P) this must be enough

Martin - マーチン

do you have the program?

@PH13 Overkill

try df-bp86 instead

or MO6L

with density fitting

these are fast pure functionals

You are doing it in Gaussian?

PH13

df- ?

@Martin-マーチン yes

I cannot cite ... xD

this will never happen

Martin - マーチン

what wil never happen?

PH13

that my cites work here

Martin - マーチン

i don't get it lol

PH13

13:01

for M06-L wiki says "Fast, good for transition metals, inorganic and organometallics." ... that's not what I got :O

wouldn't m06 be the better choice?

Martin - マーチン

well, the advantage of M06L is that it is pure... no HF exchange, works very fast and you can use density fitting

is it better than BP86? No.

PH13

then the df in df-bp86 means density fitting, right?

Martin - マーチン

But this is also impossible, because BP86 is the best functional ever designed ;)

@PH13 yes, see bottom of gaussian.com/g_tech/g_ur/m_basis_sets.htm

you can invoke it by #P BP86/def2SVP/W06

easy peasy

PH13

that's to new for rev a.02 i think

I do my def2-basis sets with gen

Martin - マーチン

arrrghhhhh

PH13

13:06

well ... it has the SVP basis set, which could be the same for C,N,H

the def2 are redesigned for transition metals afaik

Martin - マーチン

i don't know

for sure, i mean

Todd Minehardt

hi all, how's it going?

Martin - マーチン

i think they implemented a couple of changes for turbomole

hey todd, I am fine, thanks :D

PH13

I'm earning points for my simple smell/taste answer but not for all other more complex things ... that bothers me ;) ... everything else is fine. how r u @ToddMinehardt?

Todd Minehardt

i'm good, thanks - bummer in re: your questions

Mithoron

13:10

Now that was intense theoret. chem chatting in here

PH13

that was far away from intense :D

Mithoron

:)

PH13

I wouldn't understand a word from intense theo chem g

Martin - マーチン

hehe... that was just some computing stuff

Mithoron

Well, you don't have to understand quantum methods to use them ;)

PH13

13:14

luckily

Martin - マーチン

thank god!

Todd Minehardt

my first experience with Gaussian was version 90 :)

Martin - マーチン

"If you think you understand quantum mechanics, you don't understand quantum mechanics." is very very widely attributed to Feynman en.wikiquote.org/wiki/…

PH13

I like that quote

Todd Minehardt

i could see feynman saying that

PH13

13:17

it's like a good excuse g

Martin - マーチン

haha yes it is ;)

Alrighty... i have to head home catch up on some sleep :D

PH13

no you don't

* jedi hand move *

Hippalectryon

13:44

@PH13 O_o what are those weird double bonds ?

PH13

it's what chemdraww considers a "double either bond" ... when you don't know if it's cis or trans ... but that's not IUPAC-recommended ... know a better way?

Hippalectryon

Well, just draw a normal double bond :P the geometry isn't relevant here

gtg, chemistry oral exam in 10 minutes :c

PH13

As you wish, sire * bows *

inɒzɘmɒЯ.A.M

14:39

@PH13 If you * bows *, then it'll become * bows * but if you *bows*, then it'll become bows.

PH13

and I wanted them stars

party is over now, @inɒzɘmɒЯ.A.M ?

inɒzɘmɒЯ.A.M

Dunno don't care.

@Hippalectryon What is 2 + HCl? 2 pts.

Breaking Bioinformatics

15:03

Bored.

inɒzɘmɒЯ.A.M

Me too.

I'm kinda thirsty too.

PH13

do you two want to track my bacteria?

inɒzɘmɒЯ.A.M

Yes.

Hippalectryon

@inɒzɘmɒЯ.A.M What governs the additon of CN on an alkene ?

I got some reaction where it added at the end of the alkene rather than where it was more substitued. Doesn't it behave according to MarkivNikov ?

inɒzɘmɒЯ.A.M

What do you mean?

Breaking Bioinformatics

15:05

@PH13 If you had be keep track of paint drying I'd love you forever.

PH13

@BreakingBioinformatics wat?

Breaking Bioinformatics

@PH13 I am suuuuuuper boooooooored.

inɒzɘmɒЯ.A.M

@Hippalectryon Sometimes they don't follow Markonikov.

PH13

I track bacteria and this is boredom in perfection

inɒzɘmɒЯ.A.M

Let me remember what my organochem book wrote.

PH13

15:08

@Hippalectryon can you give more info on the molecule and the conditions?

Hippalectryon

@inɒzɘmɒЯ.A.M But when and why ?

k

inɒzɘmɒЯ.A.M

@PH13 When do species not follow Markonikov?

Hippalectryon

@PH13 C=C-R, nothing special about the conditions iirc

PH13

@Hippalectryon now I know more ...

@inɒzɘmɒЯ.A.M especially when they follow anti-markovnikov ;)

inɒzɘmɒЯ.A.M

Yes of course.

PH13

15:10

@Hippalectryon those substituents around the DB are important ... esp. if you say that it does not what you think it should do

Hippalectryon

C=C-C-C(CH2OH)C2H6

inɒzɘmɒЯ.A.M

@Hipp IIRC, if there are organic peroxides present, then the result will be an anti-markonikov.

PH13

C2H6 ?

Hippalectryon

Yeah but I don't recall seeing any of those @inɒzɘmɒЯ.A.M

@PH13 (CH3)2

PH13

ah got it

inɒzɘmɒЯ.A.M

15:12

@Martin-マーチン I want my job to remain, but that kinda bot would be cool; and flashy.

@Hippalectryon Any alkoxy halides there?

Hippalectryon

Ugh I'm not sure :( we don't study those, I can't remember

PH13

and cyanide adds on which side?

inɒzɘmɒЯ.A.M

That's helpful.

Hippalectryon

@PH13 the end

bon

How are you adding it? Protonation and attack on the carbocation I presume?

Hippalectryon

15:18

Yeah most likely

inɒzɘmɒЯ.A.M

@bon o/

bon

@inɒzɘmɒЯ.A.M O.O

inɒzɘmɒЯ.A.M

O.O

Why O.O?

Breaking Bioinformatics

O.O

Hippalectryon

ಠ.ಠ

Breaking Bioinformatics

15:20

O.O O.O

O.O O.O O.O

THEY ARE COMING

bon

how do you do the thing with the cool eyes

Hippalectryon

@BreakingBioinformatics stop creating polymers

@bon ಠoಠ

bon

Um...

that doesn't really explain it

Breaking Bioinformatics

@Hippalectryon I'm trying to see polymers fragment in my program. But it's taking forever. So I have polymers on the brain. And I'm super bored.

Hippalectryon

Well you need to make an eyophile react with an eye-rich compound

inɒzɘmɒЯ.A.M

15:21

@bon Porkchat.

ಠ_ಠ

Hippalectryon

@BreakingBioinformatics What program ?

Breaking Bioinformatics

Matlab

Hippalectryon

@inɒzɘmɒЯ.A.M Btw what's the variance (degrees of freedom) in Cl2(aq) <-> Cl2 (g) ?

bon

@inɒzɘmɒЯ.A.M I just google that and I'm not sure that I want to click on the first link

Hippalectryon

@bon I see what you mean but oddly enough in France that weird results shows as the second result

inɒzɘmɒЯ.A.M

15:23

@bon It's an extension or app for chromium (and maybe firefox?) that's associated with SE's chat.

bon

ok

Mithoron

@Hippalectryon There's no way it would work like that. You can add cyanide to alkene that simply

inɒzɘmɒЯ.A.M

@Hippalectryon I haz no idea, since it's the lesson I'm gonna study next.

Hippalectryon

@Mithoron :( I might be forgetting smthing then. Also, do you know anything about that variance problem above ? :-)

inɒzɘmɒЯ.A.M

@bon Don't tell anyone that I told you this, but you can also Google for unicode face characters.

Guys VLQ answer (the answer with -1):

6

Q: Why are sigma bonds the only ones used in determining the geometry and bond angle in VSEPR theory? Why aren't Pi bonds used?

I have read that in VSEPR theory, multiple bonds are considered or treated as single bonds when predicting the geometry of a molecule? I've read in yahoo answers that it is because only sigma bonds are used in determining their shape. What's the reasoning behind this? Please help.

vsepr-theory

Hippalectryon

15:26

∩༼˵☯‿☯˵༽つ¤=[]:::::>

bon

／人 ◕ ‿‿ ◕ 人＼

(︺︹︺)

Hippalectryon

☆*:. o(≧▽≦)o .:*☆

inɒzɘmɒЯ.A.M

Ahan people are learning, and this chat is going nowhere nice now.

ᕙ(⇀‸↼‶)ᕗ

Breaking Bioinformatics

<(^.^<)

(>^.^>)

^(^.^)^

inɒzɘmɒЯ.A.M

Eeeeeeek I shouldn't have said that. . .

ಠ_ಠ

ಠ_ಠ ಠ_ಠ is the best face ever. ಠ_ಠ

bon

15:31

@Hippalectryon What are the conditions for the cyanide addition?

inɒzɘmɒЯ.A.M

ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ ಠ_ಠ

He doesn't know.

Hippalectryon

@bon I'm not sure, I can't remember fully

@inɒzɘmɒЯ.A.M ಠ益ಠ

inɒzɘmɒЯ.A.M

ಠ_ಠ

Hippalectryon

What does OsO4 yield when added to that ?

I'd think it randomly cuts one of the C=C bonds in the cycle but why would it cut only one ?

Breaking Bioinformatics

<(^.^<)

^(^.^)^

(>^.^)>

bon

15:35

@Hip presumably, syn dihydroxylation of the alkene

Breaking Bioinformatics

(Oh)

(It went through)

Hippalectryon

@bon oops it's a CN on the bottom left i'll correct that

Breaking Bioinformatics

(Stupid connection)

bon

Also there are a bunch of metal based catalysts which achieve anti-Markovnikov addition of cyanide to alkenes but I expect you would remember if one of those was used

Hippalectryon

Grr and it's not CNH2 at the end just CN but whatever

I hate ChemStekch

bon

15:37

:P

inɒzɘmɒЯ.A.M

@Hippalectryon This reminds me of black widows.

Hippalectryon

Is there a free version of ChemDraw out there ?

PH13

nope

inɒzɘmɒЯ.A.M

Out where?

Pluto?

Hippalectryon

:( any good drawing software for chemistry ?

inɒzɘmɒЯ.A.M

15:38

Avogadro.

PH13

not for 2d

@inɒzɘmɒЯ.A.M

inɒzɘmɒЯ.A.M

Yes.

Hippalectryon

Anyhow, what would happen to the molecule ?

inɒzɘmɒЯ.A.M

Scrolling up I was in the bathroom.

Mithoron

@Hippalectryon en.wikipedia.org/wiki/Hydrocyanation

inɒzɘmɒЯ.A.M

15:41

Hydrocyanation

Hydrocyanation is, most fundamentally, the process whereby H+ and –CN ions are added to a molecular substrate. Usually the substrate is an alkene and the product is a nitrile. When –CN is a ligand in a transition metal complex, its basicity makes it difficult to dislodge, so, in this respect, hydrocyanation is remarkable. Since cyanide is both a good σ–donor and π–acceptor its presence accelerates the rate of substitution of ligands trans from itself, the trans effect.1 A key step in hydrocyanation is the oxidative addition of hydrogen cyanide to low–valent metal complexes. In hydrocyanation of...

Hippalectryon

@Mithoron thnks

inɒzɘmɒЯ.A.M

If you want the SE bot to change the link into something more good-looking use the reply to this message rather than ping.

bon

@Hip You should post both of these problems as questions on the main site. I would be interested to see the answer

Hippalectryon

@bon ok

bon

I bet @ron will know

inɒzɘmɒЯ.A.M

15:45

@Hipp don't forget to add PLZZZZ HALP URGENT NOW NOW NOW.

ಠ_ಠ

Hippalectryon

Also a quick question, does the Lemieux Johnson oxidation on alkenes yield cetones or carboxylic acids ?

bon

Apparently aldehydes/ketones en.wikipedia.org/wiki/Lemieux%E2%80%93Johnson_oxidation

inɒzɘmɒЯ.A.M

Yeah ketones is what I thought.

Hippalectryon

@inɒzɘmɒЯ.A.M can you draw wireframe (plane) molecules with Avogadro ? I only see a space board

inɒzɘmɒЯ.A.M

But not cetones heh.

@Hippalectryon You can't do 2D with avogadro.

Hippalectryon

15:47

Yeah but in the wiki they add OsO4 then NaIO4. What if, like usually, you put both together ?

@inɒzɘmɒЯ.A.M What do you recommend for 2D structures ?

@bon So basically L-J has the same main result as Ozonolysis with Zinc ?

bon

@Hip I think so from the wiki page. I'm not familiar with the reaction though

PH13

@Hippalectryon I don't know if Marvin Sketch is free

Mithoron

In this case of degrees of freedom it's probably 1 degree as in melting

Hippalectryon

@Mithoron Don't we have 3 intensive variables and only one relation ?

inɒzɘmɒЯ.A.M

@Hippalectryon Microsoft Paint.

Hippalectryon

15:52

@inɒzɘmɒЯ.A.M ಥ_ಥ

inɒzɘmɒЯ.A.M

I don't have anything in mind that's free, on a more serious serious note.

@Hippalectryon ಠ_ಠ

Hippalectryon

@PH13 thnks

@inɒzɘmɒЯ.A.M So, all of your brain is for sale ?

inɒzɘmɒЯ.A.M

@Hippalectryon Yes.

Hippalectryon

> lol.exe

PH13

@bon is it really "multiply through" not "multiply by" ?

inɒzɘmɒЯ.A.M

16:03

@PH13 Whaddya mean?

bon

'multiply though by' rather than 'multiply by' adds extra emphasis to the fact that every item in the equation is multiplied by the constant. It's what I've always used in maths when talking about equations

inɒzɘmɒЯ.A.M

Oh, language teaching.

PH13

ok ... this makes absolutely no sense for me. But I'm no native english speaker so I might not get everything right with it.

bon

Both are entirely acceptable but the first is what I'm used to using all the time

Mithoron

Those compound verbs or sth, brr ;)

inɒzɘmɒЯ.A.M

16:12

@Mithoron Phrasal.

Mithoron

Both...

inɒzɘmɒЯ.A.M

Nouns are compound, verbs are phrasal.

Phrasal it is since one part of the verb has no meaning in itself; since when did here become ELL's cabin?

Mithoron

What those english lessons have done to you 8)

bon

I'm a native english speaker and I have no idea what you are talking about :P

All these strange words

inɒzɘmɒЯ.A.M

Hehe.

Mithoron

16:16

Congratulatons :D

Hippalectryon

0

Q: Lemieux-Johnson oxidation on cycles

Consider the following molecule : What would it yield by a Lemieux-Johonson oxydation ($\ce{OsO_4,NaIO_4}$) ? My first guess would have been that it was likely to attack any of the bonds in the cycle (since they are delocalized); but would it stop here, or attack the remaining bonds ? or woul...

organic-chemistry homework

Hippalectryon

16:39

@PH13 Do you use MarvinSketch ? I can't find how to put indices in text

Btw are my first steps right ? (I only put the key reagents over the arrows, some are missing (like water, acid and whatnot); don't mind the step with CN)

PH13

@Hippalectryon no, I don't. That's why I said that I don't know if it's free

Hippalectryon

@PH13 Hopefully it's free :D some of their more advanced software isn't though

PH13

16:56

you always forget the O besides the S ... $\ce{R_1-OH + R_2-SO3Cl <=> R_1-O-SO2-R_2 + HCl}$

bon

@Hip Only two points I would make. Anti-markovnikov addition of the cyanide still seems odd - you should post it as a question. Secondly, you might have issues with substitution of the alcohol by the cyanide ions, depending on the conditions. If you are doing it under acidic conditions to protonate the alkene this might be something to consider.

Also I just spotted that the third step is wrong. Adding tosyl chloride will give you a tosylate ester rather than displacing the alcohol group

That might have been an oversight in your drawing though

PH13

as I said before

bon

Oh yeah sorry @PH13 I didn't read that

inɒzɘmɒЯ.A.M

I haven't read his question thoroughly.

And I don't feel like it.

Iftar's gaining on me.

3

Q: Visualization tag has reappeared - should we burninate it?

visualization reappeared today. It was previously deleted after this meta discussion. Should we remove it again, or perhaps merge it with software?

discussion tags

I went all gif'y in my answer there.

I was gonna go more, but meh.

bon

BURRRRRRRRRRN

inɒzɘmɒЯ.A.M

17:07

Now talk so it'd scroll off.

Hippalectryon

18:56

@bon my bad, the protection should occur before the CN

bon

@Hip What molecule are you trying to get to?

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