morsagh
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CO in organic chemistry
What are conditions of reaction carbon monoxide and methanol to produce acetic acid? Does it need high pressure or temperature? Any other reaction
with CO in organic chemistry?
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gdflp
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Depends on the catalyst used. If rhodium catalysts are used, ~50atm and ~175°C are necessary, most certainly not amenable to an amateur environment.
As for other uses in organic chemistry, the Gatterman-Koch and Koch-Haaf reactions come to mind. Typically though, it is not terribly useful in
organic reactions.
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shivam
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I think reaction of CO and CH3OH to produce Acetic acid is not possible in regular lab conditions, or at least, not very easy. It requires
catalysts as well as a pressure of 30–60 atm and a temperature of 150–200 °C (source: Wikipedia)
Link: https://en.wikipedia.org/wiki/Monsanto_process
As far as your second question is concerned, as of now, I don't really recall any particular use of it in regular lab setup as most of the organic
reactions with CO take place at high temperature and pressures. Although, there has to be a few interesting reactions worth performing that I'm not
currently aware about...
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mnick12
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Yeah the carbonylation of methanol is pretty tough without high pressures.
However CO insertion is a very researched topic, and it occurs in many reactions. There are a lot of important examples in the lit, the insertion of
CO into pentacarbonylmethylmanganese is a particularly famous one.
Inorg. Chem., 1962, 1 (1), pp 30–36
DOI: 10.1021/ic50001a008
Publication Date: February 1962
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annaandherdad
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And CO reacts readily with hemoglobin (hence its toxicity).
Any other SF Bay chemists?
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unionised
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There's this reaction too
https://en.wikipedia.org/wiki/Organoboron_chemistry#Rearrang...
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quantumcorespacealchemyst
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also, Acetyl_chloride.
"it can also be synthesized from the catalytic carbonylation of methyl chloride.[4]", https://en.wikipedia.org/wiki/Acetyl_chloride
[4] = US 4352761, Production of acetyl chloride , http://worldwide.espacenet.com/publicationDetails/biblio?CC=...
also, "Oxalyl Chloride as a Practical Carbon Monoxide Source for Carbonylation Reactions"
http://pubs.acs.org/doi/abs/10.1021/acs.orglett.5b01252
"Abstract
"A method for generation of high-quality carbon monoxide by decomposition of oxalyl chloride in an aqueous hydroxide solution is described. The
usefulness of the method is demonstrated in the synthesis of heterocycles and for hydroxy-, alkoxy-, amino-, and reductive carbonylation reactions, in
several cases under milder conditions than previously reported."
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