I am a bit worried about the recent flagging discussions. It feels like some people are out hunting down the flags, it's not about improving the performance and searchability of the site. Also I feel it is putting a lot on the plates of the mods.

@Martin Oh my! That's a really nice profie pic!

@Martin-マーチン Yes. We wanna find out Jonsca's limits. :}

The grammar of the newer questions of chem.SE bothers me. I wanna go do some editing.

Hullo @Hippalectryon!

Welcome to O thy Periodic Table.

@M.A.Ramezani Hello

@M.A.Ramezani Thanks for your answer earlier

Sometimes this chat booms up and sometimes no fly flies, like now.

Where? Scratching head

Ahh!

Wait a sec...Am I supposed to remember that? :}

I don't know :-) you answered when I was away so it was a rather short exchange

You wouldn't know something about the Mozingo reduction mechanism by any chance ? (chemistry.stackexchange.com/questions/32174/…)

Heh. I'd stick to my Wolff-Kishner (If I remember the names correctly).

but WK requires basic conditions (KOH or whatever), whereas Mozingo is milder (iirc, I'm just a student)

Yep.

And Clemmensen likes acids.

Strong acids (iirc there are also milder conditions like powdered Zinc and anydrous acid)

@Hippalectryon Yep. Strong acidic environment, or acid-labile thingies, or wait, base-labile thingies?

Sorry, my mind is a bit tired.

I'm not sure, I just learned about that a few days ago while revising for upcoming exams

Hmm, have you seen this?

@M.A.Ramezani Yes, I read this one

@M.A.Ramezani I'm however not familiar with reactions involving sulfur, so the mechanism of the reduction (last step) is obscure to me

Me neither.

The first step is most likely paramount to what happens with a diol

I wish The Emperor was here

Hmm...If there's Ni, there must be adsorption...Let me see.

I think I need paper...Good ol' paper just as @Martin says.

I use little veleda boards :-) it saves paper

I think the mechanism is gonna be like:

The adsorption happens, and it loosens the two S-C bonds.

And the bonds in $\ce{H2}$.

'\ce' ? (I'm not familiar with chemistry LaTeX packages)

MathJax can work here.

ChatJax doesn't know \ce

@Hippalectryon Weird.

Oh, i'm running the MSE chatroom's mathJax

It doesn't have chem support

You can try Manish's work.

Anyway, as I was saying...

The electrons on both sulfurs interact to form a S-S bond.

@M.A.Ramezani What is adsorbed exactly ? (the only hydrogenation I know is alcene->alcane, where both carbons are adsorbed)

Where was I? Ahan.

@Hippalectryon The thioketal.

So, by above/below ?

Huh?

The S-Ni adsorbtion occurd in the direction perpendicular to the thioketal ?

I guess so.

Okay, that makes sense then :-)Ok that makes sense then, thanks

The two alkyls bonded to C "remain in the air".

@Hippalectryon Anytime!

No.

What's the product that's created in the end ? (the one with S-S)

(removed)

Hmm...

1,2 - Dithiocyclopentane?

I'm not sure.

pentane ? there are only 3 carbons left, right ?

No no, the name's like "at the position of 1 & 2, two sulfurs has substituted the Cs in Cyclopentane.".

Oh okay. I'm not familiar with the nomenclature of thiols

Thanks :-)

Me neither.

But molecularnetworks.de/biopath3/biopath/mols/… seems to say otherwise

WAIT!

@Hipp I gotta think about the name, or Google it. Are you available?

Available ? as in .. ?

Not leaving to... Dunno, so that you will get my answer.

Oh. I'm here for another three to four hours :-) unless my connection dies

@Hipp I'm thinking cyclopropylene disulfide.

@Hipp I'm pretty sure it's a cyclic disulfide

Now I'm checking the blue book.

@Hipp frankly, you should ask a question regarding this.

Well, I asked the one above already. If someone gives me the full mechanism, it would be answered.

@Hipp With all of this, I'm almost certain the name is propylene disulfide.

It's not a cyclic disulfide.

That's propylene sulfide

So basically that with a second sulfur ?

PubChem would call it 3-methyldithietane

I think in our case we should use thia-, but that name's not preferred.

In onion oil. Eww.

Propylene disulfide is definitely the name of a compound.

Is it the same as 3-methyldithietane ?

(if not what's the difference ?)

@Hippalectryon No.

@Hippalectryon The molecule we're talking about is something like cyclopentane, but with two Ss.

But

3-methyldithiethane is like a pentane in which C2 & C3 are Ss instead.

Get the picture?

But

pubchem.ncbi.nlm.nih.gov/compound/54187464#section=Top

Why do they show a cycle ?

This doesn't make sense.

But note that that's not what we're looking for either.

Watch this: google.com/…

No results found. O.O

Typical Pubchem.

That's funny -_-

Great news.

@Hippalectryon LOL is allowed here.

We're close.

I'm almost sure propylene disulfide works.

@M.A.Ramezani I feel bad saying just 'lol' though

But it seems that you're uncomfy with it.

dithiane is a six-membered ring, four Cs, two Ss.

Dithietane is a four-membered ring, two Cs, two Ss.

@M.A.Ramezani I'm just surprised because I can't find it on google

@Hippalectryon Do with quotations.

Oh. Garlic oil indeed :O

Yakh!

Hah!

HAHAHHHA!

I FOUND IT!

:D

The IUPAC name for it is...

Drum roll

.......

.........................................

........................................................................

garlic oil intensifies

Dithiolane.

BOOM

That sounds nicer :D

Now I'm going back to see if that's really what we looked for...

It's a family of molecules it would seem

Yes.

By family they mean that the name could end in dithiolane.

More precisely, the last products of the mozingo reduction are an alkane and 1,2-dithiolane.

Yee we did it \o/

> 1,2-Dithiolanes, such as lipoic acid, are cyclic disulfides.

We were so close from almost the beginning.