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Author: Subject: source of triethylene glycol for making CROWN ETHER?
rockyit98
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sad.gif posted on 16-9-2019 at 10:01
source of triethylene glycol for making CROWN ETHER?


i need triethylene glycol to make 1,2-bis(2-chloroethoxy)ethane and react them together to make
18-CROWN-6 AKA [1,4,7,10,13,16-Hexaoxacycloöctadecane]
using this procedure.
http://www.orgsyn.org/demo.aspx?prep=CV6P0301

if some one know better route please let me know.

CV6P0301.gif - 4kB
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Tellurium
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[*] posted on 16-9-2019 at 12:00


I would just buy the TEG, as it is very cheap and readily available. But have you found any informations about the 1,2-bis(2-chloroethoxy)ethane? Synthesis should be easy, but I mean Informations regarding the toxicity? Because "comparable" substances like Bis(chloromethyl)ether are quite toxic and also highly carcinogenic;)

[Edited on 16-9-2019 by Tellurium]
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rockyit98
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[*] posted on 17-9-2019 at 00:13


Quote: Originally posted by Tellurium  
I would just buy the TEG, as it is very cheap and readily available. But have you found any informations about the 1,2-bis(2-chloroethoxy)ethane? Synthesis should be easy, but I mean Informations regarding the toxicity? Because "comparable" substances like Bis(chloromethyl)ether are quite toxic and also highly carcinogenic;)

[Edited on 16-9-2019 by Tellurium]

if they as much as toxic as you say they are perhaps using DEG (Diethylene glycol) to make and bis(chloroethyl) ether and react it with catechol to make Dibenzo-18-crown-6.



675px-Synthesis_of_dibenzo-18-crown-6.jpg - 12kB

[Edited on 17-9-2019 by rockyit98]
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Metacelsus
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[*] posted on 17-9-2019 at 04:19


Bis(chloroethyl) ether is even worse for toxicity. It's basically mustard gas with O instead of S.

I'd expect 1,2-bis(2-chloroethoxy)ethane to be "not great, not terrible." It's got low vapor pressure so I think normal precautions (gloves, lab coat, fume hood) would be sufficient. I've attached the MSDS from Sigma.

Attachment: msds.pdf (142kB)
This file has been downloaded 155 times





As below, so above.
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Godrick VanHess
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[*] posted on 17-9-2019 at 06:01


Reminds me of sulfur mustard. Not sure how the O will change its chemical properties but I suspect that it will be similar. I'd be sure to take your chemical hygiene seriously here.



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