| Pages:
1
..
3
4
5 |
Keras
National Hazard
Posts: 769
Registered: 20-8-2018
Location: (48, 2)
Member Is Offline
|
|
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)?
|
|
|
ErgoloidMesylate
Banned
Posts: 89
Registered: 8-8-2022
Location: Norad
Member Is Offline
Mood: Freedom of thought is priceless - You can't afford it
|
|
Incredible.
|
|
|
ErgoloidMesylate
Banned
Posts: 89
Registered: 8-8-2022
Location: Norad
Member Is Offline
Mood: Freedom of thought is priceless - You can't afford it
|
|
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.
|
|
|
Niklas
Harmless
Posts: 26
Registered: 1-12-2023
Location: Germany
Member Is Offline
Mood: Polymerized
|
|
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...
|
|
|
Lionel Spanner
Hazard to Others
Posts: 163
Registered: 14-12-2021
Location: near Barnsley, UK
Member Is Offline
|
|
Laboratoriumdiscounter, based in the Netherlands, sell it as a stock item at €15 for a litre.
|
|
|
Niklas
Harmless
Posts: 26
Registered: 1-12-2023
Location: Germany
Member Is Offline
Mood: Polymerized
|
|
Yeah, right, somehow completely forgot about them, and that even though my DMF actually is from there lol
|
|
|
Keras
National Hazard
Posts: 769
Registered: 20-8-2018
Location: (48, 2)
Member Is Offline
|
|
| 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]
|
|
|
EF2000
Hazard to Others
Posts: 103
Registered: 10-5-2023
Location: The Steppes, now trapped in the forest zone
Member Is Offline
Mood: wrooom
|
|
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:
| Quote: |
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)
|
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
|
|
|
Keras
National Hazard
Posts: 769
Registered: 20-8-2018
Location: (48, 2)
Member Is Offline
|
|
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.
|
|
|
| Pages:
1
..
3
4
5 |
![[*]](images/xpblue/default_icon.gif){kind=icon}
