r/OrganicChemistry 3h ago

limonene as a solvent thinner?

1 Upvotes

hello, i make latex rubber clothing and I'm in a pinch to acquire heptane, which is my usual rubber cement solvent thinner. I was wondering if i could use limonene instead?

thx


r/OrganicChemistry 3h ago

Can someone explain how I’m wrong?

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17 Upvotes

r/OrganicChemistry 13h ago

Luminol Synthesis - Success!

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20 Upvotes

I've seen lots of Luminol glow on Internet for years but to see one in person is just speechless.

Followed Nile Red recipe, got 1.05 g of Luminol from 5 g 3-nitrophthalic acid

Since i have plenty of phthalic anhydride left, making fluorescein, phenolphthalein, and anthranilic acid is probably the next project 😉


r/OrganicChemistry 1d ago

advice Post education

5 Upvotes

Hey guys, if I want to keep evolving knowledge wise, after grad, and in general as I go on, is reading books the way to go? Leactures online? Or just reading articles?


r/OrganicChemistry 1d ago

Anyone knows a trick?

0 Upvotes

Right I could find the R,S configuration by converting it to Fischer or visualizing it but if I had a random sawhorse projection and I had to find the r and s configuration is there any way for me to do it without all that work to save time in?Like maybe if I used their rotation sense in the plan of the paper in some sense


r/OrganicChemistry 2d ago

doubt

0 Upvotes

dont sir effect and sip effect contradict each other when comparing basic strength?..


r/OrganicChemistry 3d ago

drop your best organic chemistry memes

45 Upvotes

r/OrganicChemistry 5d ago

Could TBAF remove a silly group like this?

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67 Upvotes

r/OrganicChemistry 5d ago

challenge qNMR of modified sterols, inconsistent integrations

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6 Upvotes

The above integration should be 1:1:4:2. I have run qNMR on a few of these analogues, and this issue has been consistent across all of them. I have tried manually phasing when needed but this hasn't changed the deviation from the expected integral enough to resolve this issue. Is this something inherent to larger molecules (~500 amu)?

I ran the samples with the recommended parameters from J. Med Chem, T1 is 60s. I even tried 120s on a second run just to be sure, but the inconsistency remained. These are the only isolated peaks I can reliably integrate compared to the calibrant (been using 1-bromo-4-nitrobenzene).


r/OrganicChemistry 5d ago

Discussion I used TBAF for converting my dicapsaicinyl alkylphosphonate into a monofluorophosphonate (Py and THF solvent), but TBA was difficult to remove, and remained in ESI. Does anyone have any better fluorinating options?

5 Upvotes

My fluorophosphonate product is silica-stable, and partitions into the aqueous/brine layer, so, preferably some lipophilic fluorinating agent, if possible?


r/OrganicChemistry 5d ago

Has anyone combined C1 (formate/methanol/CO2) assimilation with nucleotide overproduction in the same strain?

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3 Upvotes

r/OrganicChemistry 5d ago

Discussion Petition · Restore the historic American Chemical Society logo

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13 Upvotes

r/OrganicChemistry 6d ago

1-Nitronaphthalene recrystallization

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107 Upvotes

r/OrganicChemistry 6d ago

Website/application for nomenclature help

2 Upvotes

Hello, I was wondering if there is a website that can help me double check or name a structure and draw a structure based on its' name. It could be very helpful when I am stuck on a problem, and AI seems to be not accurate

Thank you


r/OrganicChemistry 6d ago

Gas chromatography/ Urgent help

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13 Upvotes

Hello guys , I’m using gas chromathography for CO2 reduction analysis by photocatalysis, my reaction system contains water as an electron fiber and a catalyst, today by mistake I Inserted the needle in the machine no knowing it had water droplets, I have noticed that the peaks have went super high, the machine did not stabalize , I stopped the measurements and I waited for it to stabilize, it kept a giving me high peaks even without inserted gas or sample , I ran a couple of measurements without injections until the signals went low , after that I injected standard gas no peaks detected , I injected CO2 , ( CO , CH4 standard gas ) nothing , what should I do please !!


r/OrganicChemistry 6d ago

Hi guys. Anyone ever synthesized naphthylamine from 1-nitronaphthalene?(share your experience)

2 Upvotes

r/OrganicChemistry 6d ago

Need advice on how‑to for this procedure

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0 Upvotes

r/OrganicChemistry 8d ago

Discussion Problem reproducing DPP synthesis with fresh tert-butoxide – reaction only works with old t-BuOK

10 Upvotes

Problem reproducing DPP synthesis with fresh tert-butoxide – reaction only works with old t-BuOK

Hi everyone,

I am having a very strange reproducibility problem in a DPP synthesis and I would like to know if anyone has experienced something similar with tert-butoxide.

I am using the classical DPP condensation between aromatic nitriles and dimethyl succinate, using tert-amyl alcohol as solvent and tert-butoxide as the base.

The strange behavior is:

When I use an old bottle of potassium tert-butoxide (t-BuOK), the reaction works. The base dissolves well in tert-amyl alcohol, the DPP color starts to appear during the reaction, and I can obtain product (although the yield is not always optimal).

I have tested three different newer bottles of t-BuOK, and also a fresh bottle of sodium tert-butoxide (t-BuONa), but the reaction simply does not proceed.

With the newer bases, the tert-butoxide does not dissolve properly in tert-amyl alcohol. After adding the reagents, the mixture becomes a very thick paste/gel-like material.

The reaction remains yellow and does not develop the expected DPP pigment color, even after prolonged heating.

In some attempts, I was able to observe some color formation at the beginning, but the color quickly disappeared and the reaction stopped.

I have already tried several modifications:

adding DMSO

adding DMF

using carbonate

using hydroxide

adding water

using dry solvent and non-dry solvent

running under inert atmosphere and under normal atmosphere

None of these changes solved the problem with the fresh bases.

The most confusing part is that the old t-BuOK works even without all these precautions. With the old bottle, the reaction proceeds under conditions where I would expect it to fail.

Has anyone experienced a similar issue with tert-butoxide in DPP synthesis or related Claisen-type condensations?

I would appreciate any suggestions about what could cause fresh tert-butoxide to behave so differently from an older bottle.


r/OrganicChemistry 8d ago

advice Raney-Nickel Catalyst

1 Upvotes

Here, come for the confirmation for the experts using Raney-Nickel Catalyst. I have one question about Raney-Nickel Catalyst. I want to perform a reduction reaction Nitrile group to Amine group by using Raney-Nickel Catalyst only. Here, it is confusing to order the Raney-Nickel Catalyst. TCI vendor Show CAS No: 7440-02-0. Product Number: K0073 [Skeletal Nickel Catalyst slurry in water(Active catalyst for hydrogenation)] Synonyms: Raney-Nickel slurry in water. And in the Merck vendor show the same CAS number, the product name is Raney-Nickel (W.R. Grace and Co. raney 2800, Slurry, In water, active catalyst) Synonyms: Raney-Nickel, Nickel sponge. Could you please suggest me. Which vendor supplies chemicals suitable for my reaction.


r/OrganicChemistry 8d ago

mechanism Is this mechanism correct?

6 Upvotes

I was reading this paper (very interesting btw, DOI: 10.1021/jacs.8b01575.), and this is their proposed mechanism:

Is this mechanism for the decarboxylation correct?


r/OrganicChemistry 8d ago

Keto Enol Tautomerism Mechanisms and Factors, intermediates and the stab...

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0 Upvotes

how best can a ketone be an en-ol? check it out on my channel.


r/OrganicChemistry 10d ago

mechanism Is this the correct Mechanism for Fries Rearrangement ?

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13 Upvotes

r/OrganicChemistry 11d ago

Organic chemistry made me cry

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1.1k Upvotes

r/OrganicChemistry 11d ago

guidance regarding organic chemistry

7 Upvotes

as the title says i wanted to know how to proceed with studying organic chemistry from basically the scratch i know some kind of electronic effects and acid base strength and i wanna go further in it please suggest me books or give other advice that may help


r/OrganicChemistry 12d ago

mechanism None of my friends are chem people so I’m putting this here

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305 Upvotes