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All 14 posts Subject: OTC acetyl chloride Please login to post Down

Natrix
(Hive Bee)
10-12-04 19:40
No 535564
      OTC acetyl chloride

SCl₂ and SOCl₃ are generated in situ:

S + Cl₂ -> SCl₂
CH₃-COOH + SCl₂ + Cl₂ -> CH₃-COCl + SOCl₃ + HCl
CH₃-COOH + SOCl₃ -> CH₃-COCl + SO₂ + HCl

V.Auger, A.Behal, Bl. (3) 2, 145 (1889)

and Houben-Weyl VIII, p.475

does this also work with chloroacetic acid?

ApprenticeCook
(Hive Addict)
10-15-04 12:29
No 535954
      do you mean to produce chloro-acetylchloride?

do you mean to produce chloro-acetylchloride? by this method? should work via same route and method..... couldnt see why not.... (objections?)

But nice route for acetyl chloride, nice for acetic anhydride req's.

-AC

Its just my opinion, but no-one listens to me anyway, and rightly so...

lugh
(Moderator)
10-16-04 00:34
No 536021
      Sulfuryl Choride Chlorinations

does this also work with chloroacetic acid?

Yes it does, see Patent DE146796, Patent DE157816 and JACS 61 2142-50 (1939) & 62 925-29 (1940) wink

cool

Chemistry is our Covalent Bond

yei
(Newbee)
10-17-04 15:09
No 536190
      could the chlorine be replaced by TCCA?

I notice that there is an HCl generated for every Cl2 consumed. Could this mean that a mixture of S and TCCA would also work?

_{It's good to bee back! Don't trust your computer!!}

phenethyl_man
(Hive Bee)
10-18-04 13:58
No 536355
      perhaps a foolish question but..

perhaps a foolish question but.. where abouts can elemental sulfur be found over-the-counter?

- phenethylman -

demorol
(Hive Bee)
10-18-04 14:16
No 536358
      perhaps a foolish question but..

perhaps a foolish question but.. where abouts can elemental sulfur be found over-the-counter?

Try gardening stores. Where I live it is sold in 5kg bags. It is used as some kind of plant protection, so the bugs don't eat them. wink

ApprenticeCook
(Hive Addict)
10-19-04 06:04
No 536533
      sulphur is the easy part....

sulphur is the easy part.... chlorine is easy but nasty... so if someone could comment on yei's thought about the replacement of chlorine with TCCA?

-AC

Its just my opinion, but no-one listens to me anyway, and rightly so...

Drug_Phreak
(Hive Bee)
10-19-04 10:39
No 536562
      Sulphur can also be found in many brewing...

Sulphur can also be found in many brewing shops as it's used in the wine making process. This sulphur is generally of a high quality too.

Crank is part of this complete breakfast.

jboogie
(Hive Bee)
10-31-04 04:08
No 538864
      pharmacy

the first bottle of sulphur swijb got was from the local pharm. i think its sold as a disinfectant, but im not sure of all its prescribed usages.
gardening suppliers also carry it. there are a few devices that vaporize sulphur to inhibit bug reproduction in green houses.

diacetylmorphomaniac

Nicodem
(Hive Bee)
10-31-04 08:45
No 538891
User Picture       Sulfur

You can buy kilos of sulfur in the gardening store, but not the one for burning and disinfecting with SO₂ as that usually comes on paper stripes. You should ask for sulfur for spraying vineyards (I can't remember which fungus it is used against). You might want to purify it though, as it is of very "technical" grade (>80% purity where I live).

Yei: Could this mean that a mixture of S and TCCA would also work?

No. I tried TCCA+S+AcOH time ago. There is a very exothermic reaction and a nasty yellow reaction mixture forms with cyanuric acid precipitate clogging everything. I guess the foul garlicky smell of that yellow stuff is S₂Cl₂ but as far as I know S₂Cl₂ does not react with AcOH. Maybe it would work if you use a mixture of AcOH and anhydrous sodium acetete which can react with S₂Cl₂.

“The real drug-problem is that we need more and better drugs.” – J. Ott

yei
(Newbee)
11-06-04 04:05
No 539972
      Pharmacies sell "flowers of sulfur",

Pharmacies sell "flowers of sulfur", which is very pure. It's more expensive, of course, but how much AcCl does one need?

Nicodem, I guess you've tried everything smile

Once, I mixed TCCA and sulfur to make a smoke mixture. It ended up being a gunpowder.... crazy
So there's definitely a reaction....How does one control whether S2Cl2 or SCl2 is formed?

How does H2SO4 + Ca(OCl)2 sound as a convenient chlorine generator?

There should be some way to avoid the nasty gas, though.

_{It's good to bee back! Don't trust your computer!!}

phenethyl_man
(Hive Bee)
11-09-04 10:05
No 540613
      sulfur chloride..

first, sulfur dichloride is produced:

S + Cl2 -> SCl2 [bp 59C]

with an excess of sulfur the reaction proceeds further to form sulfur monochloride:

SCl2 + S -> S2Cl2 [bp 138C]

purify thru distillation..

of course, both are violently decomposed by water:

SCl2 + H2O -> HSCl + HOCl
S2Cl2 + 2H2O -> H2S + SO2 + 2HCl

hopefully that helps..

- phenethylman -

psyloxy
(Hive Addict)
11-09-04 17:39
No 540672
User Picture       sulfur chlorides

this might be of interest:
Post 514475 (psyloxy: "SCl2 and S2Cl2", Chemistry Discourse)

--psyloxy--

wolff_kishner
(Newbee)
11-13-04 17:44
No 541393
      Can bromine be substituted for chlorine?

Would sulfur and bromine produce acetyl bromide via this reaction? SWIM finds liquid bromine easier to handle than gaseous chlorine.

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	All 14 posts		Subject: OTC acetyl chloride		Please login to post		Down


		Natrix (Hive Bee) 10-12-04 19:40 No 535564				OTC acetyl chloride
						SCl₂ and SOCl₃ are generated in situ: S + Cl₂ -> SCl₂ CH₃-COOH + SCl₂ + Cl₂ -> CH₃-COCl + SOCl₃ + HCl CH₃-COOH + SOCl₃ -> CH₃-COCl + SO₂ + HCl V.Auger, A.Behal, Bl. (3) 2, 145 (1889) and Houben-Weyl VIII, p.475 does this also work with chloroacetic acid?



		ApprenticeCook (Hive Addict) 10-15-04 12:29 No 535954				do you mean to produce chloro-acetylchloride?
						do you mean to produce chloro-acetylchloride? by this method? should work via same route and method..... couldnt see why not.... (objections?) But nice route for acetyl chloride, nice for acetic anhydride req's. -AC Its just my opinion, but no-one listens to me anyway, and rightly so...



		lugh (Moderator) 10-16-04 00:34 No 536021				Sulfuryl Choride Chlorinations
						does this also work with chloroacetic acid? Yes it does, see Patent DE146796, Patent DE157816 and JACS 61 2142-50 (1939) & 62 925-29 (1940) Chemistry is our Covalent Bond



		yei (Newbee) 10-17-04 15:09 No 536190				could the chlorine be replaced by TCCA?
						I notice that there is an HCl generated for every Cl2 consumed. Could this mean that a mixture of S and TCCA would also work? _{It's good to bee back! Don't trust your computer!!}



		phenethyl_man (Hive Bee) 10-18-04 13:58 No 536355				perhaps a foolish question but..
						perhaps a foolish question but.. where abouts can elemental sulfur be found over-the-counter? - phenethylman -



		demorol (Hive Bee) 10-18-04 14:16 No 536358				perhaps a foolish question but..
						perhaps a foolish question but.. where abouts can elemental sulfur be found over-the-counter? Try gardening stores. Where I live it is sold in 5kg bags. It is used as some kind of plant protection, so the bugs don't eat them.



		ApprenticeCook (Hive Addict) 10-19-04 06:04 No 536533				sulphur is the easy part....
						sulphur is the easy part.... chlorine is easy but nasty... so if someone could comment on yei's thought about the replacement of chlorine with TCCA? -AC Its just my opinion, but no-one listens to me anyway, and rightly so...



		Drug_Phreak (Hive Bee) 10-19-04 10:39 No 536562				Sulphur can also be found in many brewing...
						Sulphur can also be found in many brewing shops as it's used in the wine making process. This sulphur is generally of a high quality too. *Crank is part of this complete breakfast.*



		jboogie (Hive Bee) 10-31-04 04:08 No 538864				pharmacy
						the first bottle of sulphur swijb got was from the local pharm. i think its sold as a disinfectant, but im not sure of all its prescribed usages. gardening suppliers also carry it. there are a few devices that vaporize sulphur to inhibit bug reproduction in green houses. diacetylmorphomaniac



		Nicodem (Hive Bee) 10-31-04 08:45 No 538891				Sulfur
						You can buy kilos of sulfur in the gardening store, but not the one for burning and disinfecting with SO₂ as that usually comes on paper stripes. You should ask for sulfur for spraying vineyards (I can't remember which fungus it is used against). You might want to purify it though, as it is of very "technical" grade (>80% purity where I live). Yei: Could this mean that a mixture of S and TCCA would also work? No. I tried TCCA+S+AcOH time ago. There is a very exothermic reaction and a nasty yellow reaction mixture forms with cyanuric acid precipitate clogging everything. I guess the foul garlicky smell of that yellow stuff is S₂Cl₂ but as far as I know S₂Cl₂ does not react with AcOH. Maybe it would work if you use a mixture of AcOH and anhydrous sodium acetete which can react with S₂Cl₂. “The real drug-problem is that we need more and better drugs.” – J. Ott



		yei (Newbee) 11-06-04 04:05 No 539972				Pharmacies sell "flowers of sulfur",
						Pharmacies sell "flowers of sulfur", which is very pure. It's more expensive, of course, but how much AcCl does one need? Nicodem, I guess you've tried everything Once, I mixed TCCA and sulfur to make a smoke mixture. It ended up being a gunpowder.... So there's definitely a reaction....How does one control whether S2Cl2 or SCl2 is formed? How does H2SO4 + Ca(OCl)2 sound as a convenient chlorine generator? There should be some way to avoid the nasty gas, though. _{It's good to bee back! Don't trust your computer!!}



		phenethyl_man (Hive Bee) 11-09-04 10:05 No 540613				sulfur chloride..
						first, sulfur dichloride is produced: S + Cl2 -> SCl2 [bp 59C] with an excess of sulfur the reaction proceeds further to form sulfur monochloride: SCl2 + S -> S2Cl2 [bp 138C] purify thru distillation.. of course, both are violently decomposed by water: SCl2 + H2O -> HSCl + HOCl S2Cl2 + 2H2O -> H2S + SO2 + 2HCl hopefully that helps.. - phenethylman -



		psyloxy (Hive Addict) 11-09-04 17:39 No 540672				sulfur chlorides
						this might be of interest: Post 514475 (psyloxy: "SCl2 and S2Cl2", Chemistry Discourse) --psyloxy--



		wolff_kishner (Newbee) 11-13-04 17:44 No 541393				Can bromine be substituted for chlorine?
						Would sulfur and bromine produce acetyl bromide via this reaction? SWIM finds liquid bromine easier to handle than gaseous chlorine.

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