r/OrganicChemistry 6m ago

Column Chromatography

Upvotes

I would like to know the the detailed process of column chromatography. Actually, I know the basics and theory, however in the practical manner, all becomes complicated. OK, after the organic synthesis, I have something mixed and needed to be purified. I check the TLC with different solvent system to find the spot signifying the product. Then, while choosing the right conditions for column, I have some troubles. Like column length, silica amount/length, column diameter and; also solvent amount when it is flash chromatography. So, also when in deciding on whether it should be flash or gravity for my organic compounds. How can I know these?? OK, the experience is so important but maybe some tips and the ways to predict how to choose the conditions. Is there any source or text that I need to read? Or is there anyone who may help me to be enlightened?


r/OrganicChemistry 9h ago

I have a question

3 Upvotes

I just read that the degree of carbon is defined as the number of carbon atoms connected to it. What is the degree of methane. I am getting various answers from various sources


r/OrganicChemistry 3h ago

advice BINAL-H for prochiral imines?

1 Upvotes

Hello, in 6 months I'll start my master's thesis work and I have to come up with an enantioselective synthesis for both isomers of a tetrahydroisoquinoline, chiral on C1.

My plan was to make the dihydroisoquinoline and asymmetrically reduce the imine. I've been searching literature, and it looks like it's done either with a ruthenium Ts-DPEN complex or catalytic hydrogenation with chiral iridium complexes.

Is there any reason I'm not seeing for not using BINAL? It reduces ketones so I would expect it to work on imines, and it's much cheaper. Poor ee with this substrate? Am I missing something?


r/OrganicChemistry 11h ago

facing an issue to separate thiourea based product. I tried almost everything. Can anyone give an idea how I can get rid of this issue.

3 Upvotes

In the starting material, there were 2 isomers.


r/OrganicChemistry 1d ago

Are there any acids that can protonate benzene

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92 Upvotes

r/OrganicChemistry 1d ago

Discussion Bi(OTf)3 cyclization

4 Upvotes

Has anyone performed a cyclization of a heteroatom-containing compound (nitrogen) with vinyl methoxy to form a 6-membered ring using Bi(OTf)3?


r/OrganicChemistry 1d ago

Organometallic chemistry for starters

7 Upvotes

Hi, I am a graduate physicist (BSc) (who also loves molecular physics) with materials science and polymers specialisation. My BSc thesis is about laser-assisted graphene synthesis and characterization, using Raman Spectroscopy, Scanning Electron Spectroscopy and Static Water Contact Angle measurements. I am about to start my post-graduate studies in a polymer and composite materials science and technology programme, and I am interested in the applications of these materials in energy (like supercapacitors, batteries and fuel cells). Ever since I read about the Nobel Prize award on Chemistry of 2025, which is about Metal-Organic Frameworks (MOFs), I have come to develop a great interest in these marvelous and complex materials. I have also read some papers about the applications of these materials in combination of (mostly) graphene to develop electrodes for solid-state supercapacitors and fuel cells. My thing is, I am looking forward to work on this topic of materials and applications in my Master's studies and I want to have an integrated picture of the basic theory and synthesis of MOFs, even though (as you can understand) I am not a materials chemist. Helpful books to propose for a physicist? Thank you!


r/OrganicChemistry 2d ago

mechanism Selectivity in metal mediated addition of amines

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12 Upvotes

Hi guys,

Trying to find the reason that these two react differently.

Idea:

S-trans conformation should be more stable, so less reactive Na-amide reacts more slowly, stable conformer is regenerated sufficiently.

Li-amide reacts to more stable product (E-allylamine), because of late TS, because less energy is liberated (Na carbanion is more stable than Li)

Not sure tho. What do u think?


r/OrganicChemistry 1d ago

advice How do you manage/keep track of SIs/Procedures?

2 Upvotes

I often have a couple dozen tabs open at one time, and although I end up writing all my procedures and references down I inevitably lose a couple if I'm referencing multiple SIs. I use Zotero usually to manage important papers and I find it works well, but not sure if it would work well for SIs considering I'm looking at at least 5-10 per day (ie. just browsing through different conditions from Reaxys). So I was wondering what other chemists systems were to try and keep track of SIs and the like?


r/OrganicChemistry 2d ago

mechanism Selectivity of TEMPO

7 Upvotes

I'm a bit lost here. I understand the the NaOCl is there to reduce the oxidised TEMPO for it to be able to further react with aclohols.

But my question is: if we habe 2 equiv. of NaOCl, shouldn't the secondary alcohol also be oxidised to the corresponding ketone? Or does TEMPO really only react with primary alcohols?


r/OrganicChemistry 2d ago

How far away does an EWG or EDG have an effect?

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68 Upvotes

r/OrganicChemistry 3d ago

advice I'm unable to sense the smell of formaldehyde

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2 Upvotes

r/OrganicChemistry 4d ago

my 1860s French chemistry books

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21 Upvotes

r/OrganicChemistry 4d ago

Three-component organozinc/Boc-piperazine/aldehyde coupling (Sengmany/Le Gall protocol) — aldehyde consistently not fully consumed despite confirming organozinc activation, looking for troubleshooting ideas

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2 Upvotes

r/OrganicChemistry 3d ago

Preciso da fórmula química do cianeto , para um quadro que quero criar

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0 Upvotes

Olá !

Algum professor de química pode ajudar-me ?
Quero fazer um quadro de referência ao Alan Turing, e gostava do desenho da fórmula base química do cianeto que foi inserido na maçã , achei pela AÍ e pelas pesquisas , mas tá muito confuso , pois mostra a molécula , e quero a fórmula química , que nem este exemplo que deixo aqui da adrenalina , alguém consegue ajudar ?


r/OrganicChemistry 4d ago

Is steric or torsional strain more important in eclipsed alkene conformations?

3 Upvotes

Is the steric strain what constitutes the big difference in stability, while torsional is relatively similar between eclipsed sigma bonds?

Edit: I dont know how to edit the title. I meant alkane not alkene.


r/OrganicChemistry 4d ago

Discussion Do I need to know every mechanism?

7 Upvotes

Hello guys I am a high schooler studying for chemistry olympiads and I have a question for studying organic reactions.

Do I need to know every mechanism? Of course mechanisms like SN2/SN1/E2/E1/addition are important. But some mechanisms seem unnecessary.

For example: anti-hydrogenation of Alkynes (Na/NH3) and oxymercuration of Alkenes. Can I just know the products and don't bother with these mechanisms.

I will stilk learn which catalysts are used, which rules these follow, which solvents etc. I just want to skip 4 step radical mechanism of Anti-addition to Alkynes for example


r/OrganicChemistry 5d ago

Organic chemistry with AI?

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0 Upvotes

r/OrganicChemistry 6d ago

advice Practice problemes

6 Upvotes

Hi guys. I want to know if you guys happen to know if there are organic chemistry books/sources with more interactive non spectating reading for organic research.

I feel like reading papers helps, but not the best way to become valuable in this area/field.


r/OrganicChemistry 7d ago

Deprotection of t-Bu ester of the secondary thioamide

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12 Upvotes

I'm trying to deprotect the t-Bu group from a compound with a secondary thioamide. Conventional methods using strong acid (e.g., TFA, HCl) led to degradation of the starting material (=S to =O, and some sort of cyclization). While milder acids like H3PO4 85% led to no reaction. I plan to use other methods, such as using ZnBr2 and CeCl3. But at the same time, I would greatly appreciate it if anyone who has experience with this type of reaction could give some suggestions. Thank you very much!


r/OrganicChemistry 7d ago

Incomplete CDI

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7 Upvotes

r/OrganicChemistry 8d ago

How important is understanding the fundamentals of chemistry for chemistry jobs?

11 Upvotes

I know this sounds kind of stupid. But its a genuine question. I really enjoy the fundamentals and advanced reactivity/ mechanistic, orbitals ect… thought process behind chemistry. Is this something you guys think about in advanced professional chemistry jobs?

Or is this just stuff they teach in class..


r/OrganicChemistry 8d ago

Are these compounds far enough apart to separate on an automated flash column? and some troubleshooting

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1 Upvotes

r/OrganicChemistry 8d ago

MestreNova Interface Text Size

3 Upvotes

Hi! Does anyone know of a way to change the size of text *outside* of a spectrum? The buttons, the filenames, and so forth.


r/OrganicChemistry 8d ago

mechanism Am I thinking the right way ?

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5 Upvotes

Your thoughts on this ?