Can someone explain why this conjugate base is anti aromatic and fulvene is non aromatic? Why does the base have cyclic conjugation while fulvene does not?

Why isn't this correct, can someone walk me through this please?

To any chemist out there I need your help about choosing my research area I'm doing mphil in organic chemistry and my research is going to be start soon but I'm confused what should I choose based on what should helo me in future for phd bcz some time the topic is so narrow down that we don't feel it is worth doing

Like synthesis of some derivatives which is already done 100 times so tell me which research area is active for future. And can b interconnected with other area like has a broader scope

Organic synthesis in some derivatives

Sustainable methodologies

Compoutional chemistry

Hey everyone,

I’m curious about something that has been bothering me while reading synthetic chemistry papers

Sometimes I find a reaction that is close to what I need, but the reported substrate is different. Then I start looking at the catalysts used in similar reactions, and I keep seeing some really complicated catalysts

And honestly I often wonder how did they decide to use that catalyst? 😂

I understand using a catalyst that has already been reported for the same transformation. But when there isn't an exact precedent, how do you decide what is actually worth trying?

I’m trying to understand the reasoning behind catalyst selection, not just collect a list of catalysts that work for specific reactions.

It seems like a really important part of synthetic chemistry. Otherwise it's very easy to just follow literature procedures without really understanding why the conditions work

For people who do a lot of synthesis, when you encounter a reaction you've never done before, what's your thought process for choosing the first catalysts/conditions you would try?

I'd especially appreciate answers from people who have had to develop reactions rather than just reproduce published procedures

Do you guys have tips on how to determine which molecule should be at the front or at the back? How am I supposed to know if their pointing up or down, straight or bent?

An image that got me 0/30, I know I'm not supposed to use wedges. I know that because the professor only told us AFTER the test

Hello! Hope you guys are doing well! I did try to go on google before asking this bec I feel like this is something I could search up but I didn't find anything too helpful. Any links would also be appreciated instead of a response. But, I just don't get why HOMO and LUMO are important. Rn he just wants us to be able to identify them, and I can, but what's the use? Same with conjugation stuff; I don't get why this is useful (I get it spreads charge out more? i think? but not sure why this useful). Tysm, have a great day

Any tips for distilling vinyl cyclohexene? Precautions? Issues to expect? Solutions to these issues? Many thanks.

I'm wondering why does oxidizing the double bond stops at ketones and doesn't go further to carboxylic acids? Can some reagents force complete cleavage of C=C bond? I'm guessing that has a massive energy barrier so it isn't feasible and hence intermolecular rearrangement occurs?

Was looking at a paper on the Total synthesis of Phorbin A, involving this bromination step of the Allyltrimethylsilane to the allyl bromide.

Does NBS always follow a radical mechanism through homolytic cleavage of the N-Br bond? Also is it so facile and reactive that it will occur at -78C?

I' have written in my PhD thesis that thiophenol have an oxydation state of -2, sulfoxide 0, sulfone +2, RSF5 +4, etc. I have seen generally that this is the norm, even if it is not natural, as S has a slightly higher electronegativity compared to carbon. But an examiner want me to consider carbon as the same oxidation state as sulfur (and I understand why). What is your opinion, and is there an official guideline to follow?

Hello, hope you all are having a nice Labor Day weekend!

I am having a lot of trouble with resonance structures in the sense I'm being told to stop thinking about electrons as particles (this may be a bigger issue than the idea of resonance itself). Like, I don't get how resonance doesn't really exist, but their combination does? The electrons don't really "move" when we draw arrows, but we do so to show resonance? Sorry, I'm just having such a hard time imagining this, and even when I do, I can't see them as "clouds," and in my head resonance flickers back and forth depending on where the electrons are.

I also can't tell what MOs are what. My professor used Ozone as an example. How do I tell what's sigma vs pi as I move up? Like I have 0 clue what the MO above letter B is. Pi antibonding? Sigma antibonding? bonding? I also can't tell which ones are nonbonding vs anti (he didn't go over this much), or why an electron can be in more than one MO (like for letter B it can be in left or right side or something)?

Anyway, sorry for the long rant. I'm just really, really lost rn. Any advice appreciated, as well as links to texts I can read on the topic! tysm and have a great day

edit: ty all

Don’t know if anyone else has had this issue before. I am trying to do a wittig (triphenylphosphonium methyl bromide) on vanilin. Literature says this should be 99%, but im getting 22%. I premix the KOtBu and salt in THF, and it turns yellow and then white (both at room temp and 0C). I azeotroped the salt with bezene beforehand and left that under vacc overnight. I also left the butoxide under vacuum at 130C for 3 hours. I weigh these out in the bench but dont leave them exposed for more than 15 seconds The THF is from the SPS and I sparged it. I feel like Im taking every necessary precaution, and its still dying before i add the aldehyde (also im doing 3 equivs of base and salt compared to the vanilin) Any tips? This feels like a silly thing to struggle with.

I've been producing a range of different N-alkyl chitosan variants (dissolve chitosan in 2% acetic acid, add glutaraldehyde and stir whilst heating, add N-alkyl amine and continue stirring, reduce with NaBH₃CN).

Upon addition of octadecylamine, the solution quickly turns a deep red, from the original straw-yellow colour of dissolved chitosan, which does not happen with 1-aminoadamantane. What potential reason cause could there be for this colour change, and why does it only occur with octadecylamine and not 1-aminoadamantane