Print Page - From Anti-freeze to Acetaldehyde

Title: From Anti-freeze to Acetaldehyde
Post by: Elementary on April 15, 2002, 09:47:00 AM

Ethylene glycol + HCl > Ethylene Chlorohydrin
Ethylene + Cl₂ and H₂0 > Ethylene Chlorohydrin

Ethylene Chlorohydrin + Alkali > Ethylene Oxide

Catalytic Isomerization to Acetaldehyde

Aluminum oxide (Al₂O₃), phosphoric acid and phosphates, iron oxides, and, under certain conditions, silver, catalyze the isomerization of EO to acetaldehyde.

(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000297224-file_noua.gif)

More Info

Post 297178 (https://www.thevespiary.org/talk/index.php?topic=12044.msg29717800#msg29717800)

(Elementary: "Alkylene Oxides from Glycols", Novel Discourse)

http://www.ethyleneoxide.com/html/body_properties.html (http://www.ethyleneoxide.com/html/body_properties.html)

Patent GB1036130 (http://l2.espacenet.com/dips/viewer?PN=GB1036130&CY=gb&LG=en&DB=EPD)

Nobodys home

Title: For academic purposes?
Post by: terbium on April 15, 2002, 09:53:00 AM

Seems a tough route to take to make acetaldehyde. Most people would probably just oxidize ethyl alcohol.

Title: Cheaper ?
Post by: Elementary on April 15, 2002, 10:00:00 AM

Ethylene glycol is a lot cheaper than ethanol (no duty)

Nobodys home

Title: Perhaps in the UK
Post by: PrimoPyro on April 15, 2002, 01:38:00 PM

You dont have stabdard 70% EtOH as a household cleaner/antiseptic?

PrimoPyro

Vivent Longtemps La Ruche!

Title: No not in the UK
Post by: Elementary on April 15, 2002, 02:21:00 PM

We have vodka and methylated varieties only, not even everclear available to the common household.

(as far as I know !)

Nobodys home

Title: Ok, I didn't know.
Post by: PrimoPyro on April 15, 2002, 02:38:00 PM

Ok. As my last offtopic suggestion for the casual reader, I then think that it would be much easier to brew ethanol from fermentation of sugars and baker's yiest, followed by distillation, and weak oxidation to acetaldehyde.

Just my opinion on feasability. And with that, I must say that your idea is pretty clever. :)

PrimoPyro

Vivent Longtemps La Ruche!

Title: pinocol rearrangement
Post by: PolytheneSam on April 15, 2002, 04:28:00 PM

Could you do a pinocol rearrangement of ethylene glycol to get acetaldehyde?

http://www.geocities.com/dritte123/PSPF.html
The hardest thing to explain is the obvious

Title: Not worth the risk?!
Post by: bocuse on April 17, 2002, 01:25:00 AM

From the ethylene oxide MSDS:
explosive limits: 3-100%, flash point <-18°C, boiling point 10.4°C

They use ethylene oxide as the fuel in these big fuel-air-bombs.

It's also said to be incompatible to temps above 52°C, oxidizers, ALKALIS, acids, alkohols, mercaptams, copper, SILVER, magnesium, mercury and their salts.

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The Hive => Chemistry Discourse => Topic started by: Elementary on April 15, 2002, 09:47:00 AM