Benzoic Acid Puns

I am surprised to observe that no one mentions that nicotine benzoate would likely create benzene in the body. The article here describes the process as it happens in soft drinks: https://en.wikipedia.org/wiki/Benzene_in_soft_drinks

This seems like the kind of thing the usual suspects would boom from the ivory towers about, but I suppose since benzoic acid has been so common in soft drinks, no one else seems to have brought up that nicotine benzoate should also create benzene in the presence of circulating vitamin C and ion catalysts in the bloodstream, as benzoic acids do.

I wouldn't assume this a major source of benzene, and indeed, things like standing next to a gas pump or drinking a Diet Pepsi might be a greater source of benzene, but it's odd how I can't find any mention of this after some search engine and Google Scholar queries.

The benzoate form may be the form consumers enjoy most, but in the interest of potential harm reduction, what are some nicotine pouches that aren't in the benzoate salt form?

Which of the two should be more polar? A google search gives conflicting answers with more in favor of benzoic acid.

However, in reversed-phase HPLC in which the stationary phase is nonpolar, we were taught (I believe) that caffeine elutes before benzoic acid. This means that caffeine must be more polar than benzoic acid right? I'm having a disagreement with a classmate over this, could someone help clarify?

I read that benzoic anhydride can be gotten through heating benzoic acid. Is this useful to bees? Or is using routes to acetic anhydride, through ketene or disulfur dichloride more practical? Thinking in terms of adding groups to morphine.

I ran Henry reaction many times but the product always refused to crystallize, taking even weeks until first crystal appears (heavy scratching or seeding never helped - the seed crystals even dissolved!)

Just now, after many failed attempts, I realized what the core issue could be - I forgot the air-free environment (sealed or under nitrogen/argon)!

Even though I always carefully distill benzaldehyde under vacuum before using it, then break vacuum with argon, I just didn't realized I have to keep this this vulnerable compound away from oxygen in the Henry reaction. I only used CaCl2 drying tube and sealed overhead stirring, but this aerates the mixture quite a lot still...

So THIS is probably why my Henry reactions always took weeks to finish instead of hours.

Is there any way of removing benzoic acid from the rxn mixture to rekindle it?

Maybe anhydrous sodium carbonate? Or is it too strong and would condense the aldehyde? Or maybe adding excess amine catalyst?So far I distilled off the solvent (isopropanol) under reduced pressure, which should also remove water azeotropically (I hope) ... maybe the reaction will proceed again.

So far I got about 10% yield (some little xtals precipitated at -20 C), but the solution is still strongly colored (yellow). Unfortunately, it also smells strongly of benzaldehyde and has its refractory behavior, indicating the reaction is far from done.

Next time I will definitely run everything under inert gas - I am angry at myself I never realized the air might be the issue...

In the worst case, I will try to fractionally distill everything and re-run the reaction.

So at this point in my journey for the past 5 years or so of DIY, I have found myself stumbling into mad scientist mode particularly after stocking up on a boatload of freebase nic with the new PACT regulations.

Though I’m not an avid user of nic salt, I do enjoy it on occasion and have more than a few friends who all vape salt nic juice. I have done a couple weeks worth of research on this through various searches of forums highlighting the JUUL patent, 3:4 mixing ratios, heat vs. no heat etc so I think I have a good grasp on the concept of creating nic salt from the BA and nic reaction but most of what I’ve found outlines creating either a 50/50 PG/VG solution as a base or a whole batch of flavored nic salt liquid at a certain mg strength. I’m wanting to experiment with this but I can’t find exactly what I’m looking to accomplish.

I historically have used 100% PG nic base. I find it ages better and mixes better, just my preference. I currently have a ton of 100mg/ml freebase I want to use on some salt nic experimentation with benzoic acid. However, what I want in the end is a 100% PG nic salt that I can then use as I normally would regular nic (using calculator, flavors etc) as opposed to pre-mixing a 50/50 base. Does anyone with experience trying this process know how I can achieve that? For whatever reason the math is getting lost on me being that everything I’ve read is making a BA solution in VG (which weighs more) then subsequently turning that into a 50/50 base.

I’d prefer to make a batch of 100% PG nic salt I can then mix with at any percentage I want given I know the final mg strength of the newly created nic salt.

Any insight would be greatly appreciated!

The following reaction is theoretical, though is backed up by various articles, patents, and write-ups. It is not a one pot reaction and doing it in one pot could be completely unproductive to suicidal depending on how hard you push the reaction and how much care you take with adding the reagents.

This reaction involves possibly dangerous reactions, not dissimilar to the birch reduction, though somewhat safer comparatively due to the aprotic nature of the reaction, lack of toxic gasses, and the air stable intermediates. This reaction should not generate a large amount of fumes, with those that are generate being primarily acetic acid, hydrogen gas, and your alcohols. The reaction should be treated with caution and an inert atmosphere is recommended (unfortunately hydrogen and nitrogen are not inert to this reaction and a noble gas or a vacuum may be necessary for some reactions (mainly the alkali-naphthalene reaction)).

This reaction may not require distillation though to avoid distillation entirely would waste a very large amount of (somewhat) valuable magnesium.

Reagents needed:

Reagents needed in sociometric amounts are: Magnesium, benzoic acid (benzoate esters will work and you can skip some steps; substituted benzoic acids may also work, depending on the substitution; benzaldehyde and possibly benzyl alcohol may also work), acetic acid (or an acetate ester), sodium hydroxide (potassium hydroxide may also work, though the reactions may be much more violent/not happen due to the differing properties), hydrogen chloride (or another acid), and an alcohol (likely methanol or isopropanol due to price, availability, and relative inertness; alcohols must be anhydrous or close, with 98% being a bare minimum; benzyl alcohol and other un-saturated alcohols may or may not work, depending on sterics and reaction conditions such as water content and temperature).

You will also need reagents for the reductive amination of your choice (P2P is the final product, though the reaction discussed in this post may be able to be used as a reducing agent for the reduction).

Reagents needed in sub-sociometric quantities: Menthol, boric acid, naphthalene (larger aromatics like anthracene will be weaker/may not work and smaller aromatics like toluene or benzene will almost definitely not work; naphthalene is the best option here as it is the most available and is the best reagent), sulfuric acid (can be skipped if you are okay with wasting

The Ka I calculated for the p-chloroaniline is 1,10 x 10 ** -4 and the Ka for the Benzoic acid is 6,46 x 10 ** -5. Therefore the p-chloraniline should act more acidic, right? But despite this the Benzoic acid reacts with the base NaOH and the p-chloroaniline doesn´t.

So:

1: Did I miscalculate the Ka values? or

2: Is there something more to an acid-base reaction than the pKa of the the reactants?

So i bought some benzoic acid online and they arrived in 2 layers of those airtight plastic bags, but i noticed there were benzoic acid crystals on the plastic, so i put them in another airtight bag. A month later i noticed that crystals also formed on the third plastic layer. I haven't opened them yet so i doubt there were any leaks. Any idea what happened?

Hi, I'm currently trying to come up with a procedure for synthesizing benzoyl chloride using benzoic acid as a starting material. I will be using thionyl chloride as the other reagent in my synthesis. Could anyone provide any links or articles about this synthesis that could help me in writing my procedure?

Journal of the American Chemical SocietyDOI: 10.1021/jacs.1c02490

Peng Xu, Priscila López-Rojas, and Tobias Ritter

https://ift.tt/3uiUvyQ

So I’m going to start refilling my Juul pods, but one of the great things about the normal Juul pods is the throat hit that really feels like a cigarette. I’ve read that it’s because of the benzoic acid that Juul puts in their juice.

Has anyone tried adding the benzoic acid to their juice? If so, how much did you add, and where did you get it?