Author Topic: From Anti-freeze to Acetaldehyde  (Read 1461 times)

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Elementary

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From Anti-freeze to Acetaldehyde
« 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.



More Info

Post 297178

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

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


Patent GB1036130



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terbium

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For academic purposes?
« Reply #1 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.

Elementary

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Cheaper ?
« Reply #2 on: April 15, 2002, 10:00:00 AM »
Ethylene glycol is a lot cheaper than ethanol (no duty)

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PrimoPyro

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Perhaps in the UK
« Reply #3 on: April 15, 2002, 01:38:00 PM »
You dont have stabdard 70% EtOH as a household cleaner/antiseptic?

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Elementary

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No not in the UK
« Reply #4 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 !)

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PrimoPyro

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Ok, I didn't know.
« Reply #5 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.  :)

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PolytheneSam

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pinocol rearrangement
« Reply #6 on: April 15, 2002, 04:28:00 PM »
Could you do a pinocol rearrangement of ethylene glycol to get acetaldehyde?

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bocuse

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Not worth the risk?!
« Reply #7 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.