Chemical Forums
Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: bisilara on December 05, 2016, 04:55:23 AM
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I am a new PhD student in Chemical engineering working on heterogeneous catalytic conversion of co2 to value added chemicals with special focus on cycloaddition reaction of co2 and Epichlorohydrin to produce Epichlorohydrin carbonate (Please note that Pure sample of Epichlorohydrin carbonate is not available from any chemical company for a standard calibration to guide my own product). From my literature review, I come to understand that Epichlorohydrin carbonate has other names such as: Chloropropylene carbonate/ chloroprene carbonate etc. My problem and my question is:
1) Is Epichlorohydrin carbonate the same as Chloromethyl ethylene carbonate?
(because Chloromethyl ethylene carbonate has a pure sample. If they are the same, then I can use Chloromethyl ethylene carbonate for calibration instead of unavailable Epichlorohydrin carbonate)
2) If they are not the same, can I produce my own Epichlorohydrin carbonate and calibrate it? how can I do this? I am really stuck! any help at all will worth more than a gold
Thank you in advance
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1) No - compare and contrast http://www.sigmaaldrich.com/catalog/product/aldrich/s416657?lang=en®ion=GB & https://pubchem.ncbi.nlm.nih.gov/compound/17165#section=Names-and-Identifiers
and
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I somehow fail to see how the 6 membered compound could be called epichlorhydrine carbonate. Maybe it would be helpful, if OP posted the structure he/she wants to make and then we can talk
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@ Sjb, thank you, I don't think the 2 structures are the same. so Epichlorohydrin carbonate is definitely not the same as Chloromethyl ethylene carbonate. Ok, how then do I calibrate Epichlorohydrin carbonate to be used as a pretend pure standard for my experiment?
Thank you
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I somehow fail to see how the 6 membered compound could be called epichlorhydrine carbonate. Maybe it would be helpful, if OP posted the structure he/she wants to make and then we can talk
I looked at the link but it doesn't give me an English explanation of anything...pls pardon me, I only peak english
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@ Sjb, thank you, I don't think the 2 structures are the same. so Epichlorohydrin carbonate is definitely not the same as Chloromethyl ethylene carbonate. Ok, how then do I calibrate Epichlorohydrin carbonate to be used as a pretend pure standard for my experiment?
Thank you
Assuming the structures are right, then these are isomers and have the same MW but are likely to have different retention times in HPLC, for instance. How are you planning on showing that you have formed product?
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@ Sjb, thank you, I don't think the 2 structures are the same. so Epichlorohydrin carbonate is definitely not the same as Chloromethyl ethylene carbonate. Ok, how then do I calibrate Epichlorohydrin carbonate to be used as a pretend pure standard for my experiment?
Thank you
Assuming the structures are right, then these are isomers and have the same MW but are likely to have different retention times in HPLC, for instance. How are you planning on showing that you have formed product?
This is interesting, like I mentioned, I have only just had one month through my studies, I haven't thought about the performance of individual products in GC analysis. But I think this is the more reason I need to get a pure sample to work with. Another literature I have seen has used both Epichlorohydrin carbonate as a synonym of Chloromethyl ethylene carbonate. Product performance in GC is another phase of my studies I'm planning in the new year
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Like kriggy, it makes no sense to me that the 6-membered ring should be called epichlorohydrin carbonate, as it is not structurally related to epichlorohydrin. A quick google suggests that, as might be expected, CO2 reacts with epoxides (including epichlorohydrin) to give 1,2-carbonates. I'm sure that is what OP is doing and, if so, their "epichlorohydrin carbonate" must be the same as chloromethyl ethylene carbonate.
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Hmm, further searching around reveals http://www.chemindustry.com/chemicals/02287747.html - maybe the pubmed link is incorrect. Sorry for leading down a blind alley.
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Hmm, further searching around reveals http://www.chemindustry.com/chemicals/02287747.html - maybe the pubmed link is incorrect. Sorry for leading down a blind alley.
That's ok, you're only trying to help. The link below shows that Epichlorohydrin carbonate is used interchangeably Chloromethyl ethylene carbonate both having the same MW. This is really doing my heading
1) http://www.chemindustry.com/chemicals/0427142.html
2) http://www.guidechem.com/reference/dic-59020.html
3) http://www.lookchem.com/Carbonic-acid-cyclic-3-chloropropylene-ester/
3) http://www.lookchem.com/Carbonic-acid-cyclic-3-chloropropylene-ester/
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You use commercial names. They may be ambiguous sometimes.
both having the same MW
Almost 200 years organic chemists know isomers.
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You use commercial names. They may be ambiguous sometimes.
both having the same MW
Almost 200 years organic chemists know isomers.
Thank you for your reply, going forward, are these 2 compounds the same or not? Epichlorohydrin carbonate & Chloromethyl ethylene carbonate
Thank you
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are these 2 compounds the same or not? Epichlorohydrin carbonate & Chloromethyl ethylene carbonate
As AWK told you, commercial names are ambiguous and are not guaranteed to be accurate. It may even happen that different companies use the same name for different compounds. So it is not possible to answer your query, as the only viable answer is: they can be the same, they can be not the same.
The only way to check is to use correct IUPAC names and to contact the company producing samples, asking them for clarification about structure.