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Keras
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Did anyone try the method, described in a Chemplayer’s video, of making acyl chlorides by passing dry HCl into an ice-chilled mixture of
acetonitrile and said carboxylic acid (in this case, oxalic acid)?
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ErgoloidMesylate
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Incredible.
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ErgoloidMesylate
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Quote: Originally posted by Keras  | | Did anyone try the method, described in a Chemplayer’s video, of making acyl chlorides by passing dry HCl into an ice-chilled mixture of
acetonitrile and said carboxylic acid (in this case, oxalic acid)? |
Looks to me like the only sure way of doing it is with phosphorus pentachloride, sorry.
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Niklas
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Are there any sources where DMF where would be accessible as an otc chemical? Since if there are, one possible way would be to chlorinate oxalic acid
using a mixture of DMF and TCCA, forming a Vilsmeier-reagent in situ [1][2].
[1] https://pubs.acs.org/doi/10.1021/acs.joc.1c00334
[2] https://www.thieme-connect.com/products/ejournals/pdf/10.105...
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Lionel Spanner
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Laboratoriumdiscounter, based in the Netherlands, sell it as a stock item at €15 for a litre.
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Niklas
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Yeah, right, somehow completely forgot about them, and that even though my DMF actually is from there lol
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Keras
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| Quote: Originally posted by ErgoloidMesylate | | Quote: Originally posted by Keras | | Did anyone try the method, described in a Chemplayer’s video, of making acyl chlorides by passing dry HCl into an ice-chilled mixture of
acetonitrile and said carboxylic acid (in this case, oxalic acid)? |
Looks to me like the only sure way of doing it is with phosphorus pentachloride, sorry. |
Someone (I’ll do it if I have time) should try using triphosgene. Apparently, it can be conveniently synthesised from dimethylcarbonate. See the
famous book Small Scale Synthesis of Laboratory Reagents.
[Edited on 9-12-2023 by Keras]
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EF2000
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If you want to try it, take care. Triphosgene is often branded as "safe phosgene", but recent paper in OP R&D says that it's not much safer.
Triphosgene have relatively low vapor pressure. Alas, it's still enough to build up a dangerous concentration and gas you:
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At room temperature, the [triphosgene] concentration of a saturated atmosphere is 4.2 g/m3, approximately 100 times higher than the LC50 value for
rats (41.5 mg/m3)
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Vapors also have trouble reacting with water, so they can pass through scrubber. Both thermal decomposition and off-gassing during reactions produce
phosgene gas (thus violating rule 3).
As cherry on top of this Flanders pie is that there is no available detector for triphosgene.
Edit: on further reading, it's even scarier: "After an acute toxic effect, a second mortality peak occurs after 11–14 days." Top grade realistic
Osowiec fortress experience.
[Edited on 9-12-2023 by EF2000]
Wroom wroom
"The practice of pouring yourself alcohol from a rocket fuel tank is to be strongly condemned encouraged"
-R-1 User's Guide
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Keras
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Right, I didn't pretend it was innocuous. In any case, I always work outside, so that limits the risk.
But duly noted, really. That’s not ironical.
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