April 25, 2024, 09:34:02 PM
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21
Organic Chemistry Forum / Re: Acid chloride polymerisation reaction?
« Last post by Borek on April 22, 2024, 05:21:41 PM »
Dear Borek, I am not quite sure what you mean by "part of the setup". This was my first time using this forum so I'm very sorry if I did anything wrong, I did not mean to offend anyone.

Unfortunately quite often someone comes here and asks a highly specific question (which technically is perfectly OK and in accordance with forum rules), which is then answered by another newcomer.  99% of the time that means the same person asking and replying, just to post a spam link at some point. I am not saying that's what you are doing, just that such threads always raise a suspicion.

Quote
Would it be okay if I reposted the question (while phrasing it better too) to make sure no spammer reacts to it?

No way to do that. No matter how you ask these days just putting the question into ChatGPT will produce something looking "answerlike", you just never know whether it makes technical sense. Spammers don't care, they just need a reasonably looking post.

Sad state of the internet and internet forums, not your fault :)
22
Organic Chemistry Forum / Re: Acid chloride polymerisation reaction?
« Last post by Tom_Boomer on April 22, 2024, 07:22:35 AM »
Dear Borek, I am not quite sure what you mean by "part of the setup". This was my first time using this forum so I'm very sorry if I did anything wrong, I did not mean to offend anyone. Would it be okay if I reposted the question (while phrasing it better too) to make sure no spammer reacts to it?
23
Organic Chemistry Forum / Re: Acid chloride polymerisation reaction?
« Last post by Borek on April 22, 2024, 05:09:08 AM »
Tom - the answer you got was from a spammer, no idea if it was worth anything, no idea if you are part of the setup.

One thing I am sure about is that all unnecessary links and all spamming accounts will be deleted, sooner or later.
24
Analytical Chemistry Forum / Re: A doubt about GC-MS analysis: number of tests?
« Last post by CarbonSi on April 22, 2024, 04:12:20 AM »
Thank you for the reply, rjb. I will discuss about it, with you soon.
25
Organic Chemistry Forum / Re: Acid chloride polymerisation reaction?
« Last post by Tom_Boomer on April 22, 2024, 03:06:35 AM »
Thank you so much for your answer! I found some literature on the topic which showed that alkaline conditions are necessary in order for the phenol to be reactive enough (it first would have to be transformed into the phenoxide ion). Would the added triethylamine be a strong enough base to deprotonate the phenol or could the phenol already react without the help of the TEA? The reason I'm asking this is because I did a IR-spec (with accompanying database) which showed short chain PET-polymers (a structure that is relatively equal to the structure you would get through the acid chloride polymerization). Also I'm really sorry but I think I made a mistake in my original post, the DMA.HCl refers to the dimethylamine HCl salt, not the dimethylformamide HCl salt. Very sorry for the confusion!

I was wondering that, if I would not want any polymerizations to occur, should make use of an alcohol protecting group?

Thanks for your time again!
26
Generic Discussion / Chemical solutions
« Last post by jumlo on April 22, 2024, 03:04:00 AM »
Greetings, esteemed experts.

As a professional in the building industry, I have noticed instances of paint flaws in houses shortly after the completion of projects. The primary causes of this issue are the presence of seams, the movement of water by capillary action in the bricks, and the infiltration of water into the walls. Another possible factor could be the limited duration of construction, which allows less time for the plaster on both interior and exterior walls to dry.

I would want to inquire about the availability of any chemical or polymer that may be added to the mixture of Portland cement and sand during the plastering of walls, both indoors and outdoors. The purpose of this addition would be to permanently seal any pores in the plaster, ensuring that no water can escape through them.

I require a cost-effective solution.

Thank you in advance for your assistance.
27
Organic Chemistry Forum / Re: Acid chloride polymerisation reaction?
« Last post by swankybracelet on April 22, 2024, 02:48:57 AM »
In the case of 4-hydroxyphenylacetic acid, the Vilsmeier-Haack reagent (formed by the reaction of SOCl2 and DMF) would indeed convert the carboxylic acid group into an acid chloride. This acid chloride could potentially react with the remaining alcohol groups on other molecules of 4-hydroxyphenylacetic acid, leading to the formation of ester linkages and potentially polymerization.

Regarding the addition of triethylamine and DMA.HCl to finalize the amidation reaction, it's important to note that DMA.HCl (dimethylformamide hydrochloride) is typically used as a reagent to generate the amine species required for the amidation reaction. It is possible that DMA.HCl is not playing a significant role in the exothermic reaction you expected. Other factors, such as reaction conditions and concentrations, might also influence the outcome.
28
Hello, I have been trying to synthesize microspheres with Polystyrene (PS) in DCM organic phase and Polyvinyl alcohol (PVA) as an emulsifier in the aqueous phase. I have no trouble dissolving the PS, but for the PVA (98-99+% hydrolysed) no matter the molecular weight I can't seem to get a clear solution and I tried heating and even cooling the solution (saw a researchgate post and figured to try it out).

Subsequently, I mixed the two solutions together at a high spin rate of >1000 RPM. For the mid range molecular weight PVA, I managed to get some microsphere formation but with a lot of excess material. This excess material doesn't float while the microspheres do, so I presume the excess material is at least predominantly PVA which is denser than water?

Does anyone have any experience with this kind of synthesis, and if so can point out any mistakes I am making because apparently there should be 100% recovery by mass - which I am unsure if that means the weight of the microspheres should equate the weight of the PS I've added, or the total mass of the PS and PVA which is definitely not the case. And if the excess material is just excess PVA, what is a good way to get rid of it, as filtering just get the microspheres and PVA stuck together and centrifugation at 6000 rpm for 7 minutes results in some of the microspheres getting stuck in the "jelly" like excess  :-\
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Organic Chemistry Forum / Re: Funny Headache Heterocycle mecanism Help :(
« Last post by Babcock_Hall on April 21, 2024, 01:58:22 PM »
@OP, Do you know the chemical properties of KHMDS?
30
Organic Chemistry Forum / Acid chloride polymerisation reaction?
« Last post by Tom_Boomer on April 21, 2024, 01:45:20 PM »
Hey everybody, I am doing my Bachelor thesis on an organic synthesis. I was wondering if I were to add thionyl chloride (SOCl2) and dimethylformamide (together they form the Vilsmeier-Haack reagent) to 4-hydroxyphenylacetic acid, I would observe a polymerization reaction as the Vilsmeier-Haack reagent would convert the carboxylic acid into an acid chloride which could then be attacked by the remaining alcohol groups on the other molecules of 4-hydroxyphenylacetic acid.

The entire reaction I am trying to conduct involves the addition of triethylamine and a dimethyl formamide HCl salt to finalize the amidation reaction, however, adding the DMA.HCl has had no effect on the reaction mixture even though I would expect an exothermic reaction.

Thanks for the help in advance!
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