Questions tagged [organic-oxidation]
For questions about oxidation reactions in organic chemistry, where a molecule of interest is oxidised. Do not use for questions on general redox concepts.
168
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Ammonia floor cleaners [closed]
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Can I use an Ammonia based floor cleaner on floors that were previously washed with Bleach? will that produce a reaction that will lead to Chloramine gas or does that only happen if the 2 liquids ...
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How to Identify Reagents and Solvents in complex organic reactions? [closed]
I cannot figure out what is the reagent capable of and how it'll react in that particular reaction. Also I can't figure out whether the solvent is polar protic (PPS) or nonpolar protic / polar aprotic....
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What's this reaction converting 9,10-dihydroanthracene into anthracene
I have no idea what this reaction converting 9,10-dihydroanthracene into anthracene is. Could someone help me with the name of the reaction/ or explain the mechanism of the formation of the product? 9,...
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How might humidity inhibit the drying or hardening chemical oxidation process of linseed-based oil paint?
I understand that linseed-based oil paint essentially dries or hardens by the chemical process of oxidation and not by evaporation. If it is possible that humidity somehow inhibits the chemical drying ...
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What reaction products are formed if an unsaturated fat is reacted at 20 - 50 °C with H2O2 of 35 %?
My question is:
What reaction products are formed if an unsaturated fat is reacted at ca. 20 - 50 °C with aqueous hydrogen peroxide of ca. 35 %?
To find the answer, we can subdivide the question into ...
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2
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Oxidation Mechanism of A Peroxide reacting with a sulfide to form Anthracene
I have the following reaction: A peroxide reacting with a sulfide to form anthracene, sulfoxide and water or sulfoxide and water depending on the reactant. The reaction is from a paper discussing the ...
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Acetic acid reacted with Fehling's solution
During our experiment, we reacted acetic acid solution with Fehling's solution, expecting nothing to happen. Much to our surprise, the blue faded and the solution turned reddish-brown. Has this ...
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Oxygen tolerant RAFT polymerization using AIBN?
I want to do some RAFT polymerizations but don't have a nitrogen line at the moment. It seems that people have recently implemented oxygen scavenging strategies to enable open-air RAFT polymerization. ...
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Does KMnO4 Oxidize Alpha-Beta Unsaturated Aldehydes? [closed]
I suspect that since $\ce{KMnO4}$ is a strong oxidizing agent it will react with the $\alpha,\beta$-unsaturated part of the carbonyl forming an epoxide. Are there any secondary reactions that one ...
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Why is Quinone used, while oxidising primary alcohols by Oppenauer Oxidation, instead of Acetone? [closed]
Usually, during Oppenauer Oxidation, while oxidising secondary alcohols, acetone solution is used with Aluminium Tertiary Butoxide.
This results into the oxidation of secondary alcohol into a ketone, ...
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Hydroboration–oxidation reaction without THF
The first step of hydroboration–oxidation usually involves $\ce{BH3}$ accompanied by THF. Is it possible for hydroboration to occur without the presence of THF? Borane is incredibly reactive. Wouldn't ...
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Why might a prepared 1% solution of glucose take 2 hours to give maximum, stable reading on a glucometer?
I put 1.000g of glucose powder into a 1 L volumetric flask and filled the flask to the 1L line with room temperature distilled water.
I then inverted several times for 10 minutes to mix until there ...
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Erythritol oxidation using acidified KMnO4
I have recently experimented with erythritol oxidation my primary aim was to make glyoxal. However regarding the nature and structure of erythritol several other side-products were also observed one ...
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Does acrolein give positive iodoform test?
Which of the following compound(s) give(s) a positive iodoform test?
A. Acrolein
B. Acetone
C. Acetoacetic ester
D. 2-Propanol
According to me, the answer should be options B, C, and D as B is a ...
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Definition of mineralisation in context of organic chemistry
What does it mean when an organic compound, say methylene blue, is said to be mineralised? An accompanied equation shows the dye being converted into carbon dioxide and oxygen.
The only results I have ...
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Oxidation of toluene, ethylbenzene and styrene with potassium permanganate in acidic medium
While I was studying my organic chemistry textbook, I came across the following reactions that need more clarifications:
Oxidation of toluene (1) is the only reaction from the textbook, and I ...
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Why does acetone give a positive test in Tollens test? [closed]
Tollens test is used to distinguish between ketones and aldehydes wherein it oxidizes aldehydes into a carboxylic acid (according to my textbook). However, another book says acetone gives a positive ...
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Troubleshooting synthesis of halazone from dichloramine-T
I was trying to oxidize some dichloramine-T to halazone. It should be easy enough since dichloramine-T has a free methyl group para to the para-sulfomyldichloro group. I followed a published procedure ...
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How does iodic(VII) acid oxidise amines? [closed]
What happens when 3‐aminobutan‐2‐one undergoes oxidative cleavage with $\ce{HIO4}?$
I'm particularly interested in the amine part. Would the hydroxy and amino groups on the same carbon be stable? Or ...
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Does hot potassium permanganate break benzene rings?
Benzene rings are broken during ozonolysis, and alkenes treated with hot $\ce{KMnO4}$ undergo oxidative ozonolysis.
So does that mean that the double bonds of benzene also are broken by hot $\ce{...
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Chlorinated hydrocarbon destruction
What's a convenient method for lab-scale destruction of chlorinated hydrocarbons?
Reductive dechlorination, total oxidation are fine as well as other routes you want to point out. If specific ...
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Do fats in edible oils and ghee undergo oxidation or rancidation when cooked in pressure cooker along with rice?
In a lot of dishes, it's quite common to cook rice along with fats like edible oil or ghee(clarified butter), in a pressure cooker.
Now the pressure cooker can reach very high temperatures, to quickly ...
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Are Wacker oxidations tolerant of carbonyl groups?
I was wondering if there was anything in the mechanism of a Wacker oxidation that would interfere with ketones or aldehydes already present in the molecule. Ketones and aldehydes can't be oxidized any ...
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Stereochemical outcomes for hydrohalogenation when there is a carbocation rearrangement
The following reaction is given:
I want to be able to tell which of the following stereochemical outcomes are possible.
I am aware that there are other possible products than the ones shown here ...
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How can the oxidation of TEMPO be selective?
According to the article "TEMPO oxidizes alcohols to aldehydes and ketones", the oxidation of TEMPO (2,2,6,6-tetramethylpiperidine-1-oxyl, 2564-83-2) can be highly selective. I assume it ...
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Side-chain Oxidation vs Oxidative Cleavage
When the above compound is subjected to acidified $\ce{KMnO4}$, can both side chain oxidation and oxidative cleavage of $\ce{C=C}$ bond occur? Or will one have priority over the other?
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Oxidative cleavage of alkenes by Chromic Oxide
Does CrO3 (hot concentrated or acidified like Jones Reagent) cleave alkenes and alkynes like hot conc KMnO4 would, like this reaction?
If not, why not? And do any other reagents other than Ozone ...
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Reducing sugars and redox potential
I am wondering if reducing sugars are those that can act as reducing agents, and they act as such with Tollens and Fehling reaction, then what's the redox potential here? And is it a reversible ...
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Differences in activated manganese dioxide synthesis
I've looked into preparations of activated manganese dioxide for some time now, and what confused me is the contrast between the original Attenborough method and some of the alternatives.
A solution ...
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Does Phenylacetylene undergo side chain oxidation with hot alkaline Potassium permanganate?
This question was asked in my book:
To my knowledge, side chain oxidation with KMnO4 occurs only when a benzylic hydrogen is present. However this doesn't contain a benzylic hydrogen and hence ...
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what happens if iron clamp is attached to a copper pipe to a wall? [closed]
I'm guessing its not a good idea, since iron will then corrode easily (also depending on the location and environment), Although copper do not rust it will increase the rate of it from oxidizing. plus ...
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Reaction of naphthalene with sodium dichromate/sulfuric acid
I recently came across a question where naphthalene undergoes oxidation with sodium dichromate in presence of sulfuric acid. The given options were benzoic acid, phthalic acid, decalin, and tetralin.
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Synthesis of active chemical manganese dioxide (CMD) for primary alcohol oxidation
This paper1 uses chemical manganese dioxide (CMD) instead of activated manganese dioxide for mild alcohol oxidation. I'm looking for a route on how to synthesize active CMD. Could this work?
$$\ce{...
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Does HIO4 cleave hemiacetals? [duplicate]
I had written in my notes that it does. But I can't find any credible source for it.
A simple Google search only brings up this old and unanswered question.
The questioner failed to specify the source ...
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2-Iodoxybenzoic acid oxidation reaction
I was thinking about using 2-Iodoxybenzoic acid to selectively oxidize primary alcohols to aldehydes. I've found papers using various solvents like acetone/water mixture1, 2-methyl-2-propanol2, DMSO ...
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Can dimethyl sulphide be used for ozonolysis of benzene?
There is literature that suggests that ozonolysis of benzene occurs with ozone and $\ce{Zn/H2O}$. Can it take place with ozone and dimethyl sulphide?
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Combustion and oxidation [closed]
What is the difference between combusting and oxidizing? Oxidation of alcohols leads to formation of aldehydes and carboxylic acid whereas the combustion of alcohols leads to the formation of carbon ...
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Do formaldehyde and ethylene glycol give positive Fehling's test?
Fehling's test follows a single electron transfer mechanism, with electron transfer form the substrate to $\ce{Cu^2+}$, which forms $\ce{Cu^+},$ finally giving reddish brown precipitate of $\ce{Cu2O}$....
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What product will be formed from the side chain oxidation of 4‐ethyl‐1,1‐dimethyl‐3,4‐dihydro‐2H‐naphthalene?
Benzylic hydrogen is required for the side chain oxidation of benzene. But for this compound the top branch connected to the benzene ring does not have a benzylic hydrogen. So, will the top branch be ...
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Why is the silver salt ammoniated to form the Tollen's reagent? [duplicate]
When doing a distinguishing test between aldehydes and ketones using Tollen's reagent, is it necessary to convert $\ce{Ag+}$ ions into $\ce{Ag(NH3)2+}$ in order to oxidize the aldehyde?
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Reaction of Tollen's reagent with 7‐oxabicyclo[2.2.1]heptan‐1‐ol
Identify whether the given compound will get oxidised by Tollen's reagent.
The problem here is with the bridged alpha carbon. It cannot pertain sp2 character in the middle of the reaction as it is ...
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How does copper oxidise alcohols?
Consider for example ethanol being heated in the presence of copper at 300 °C. How does it give ethanal as a product?
Copper being in its elemental state (oxidation state 0). Since negative oxidation ...
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Major product in reaction of butan-2-one + selenium dioxide
When reading about $\ce{SeO_2}$ I read this following reaction:
$\ce{CH3CH2COCH3 ->[SeO2] CH3CH2COCHO + CH3COCOCH3}$
In the following reaction it was stated that $\ce{CH3CH2COCHO}$ was the major ...
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On the molybdenum(III) oxide-catalysed oxidation of alkanes to carbonyls
The following reaction is specified in my notes;
$$\ce{CH4 ->[Mo2O3, \Delta]HCHO}$$ The intermediate steps involve the dehydration of an alcohol to yield the final product.
Wouldn't this only work ...
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Periodic acid oxidation of carbonyls?
The following reaction seem to be valid;
$\ce{CH2OH-CHOH-CH2OH ->[HIO4]CH2O + HCOOH + CH2O + 2H2O}$
Apparently, there are similar reactions by 2,3-dihydroxypropanal, and also by the straight chain ...
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Nanocellulose suspension in water being dialysed in ethanol
I am working on nanocellulose. To prepare the sample for silanization, the first step is to dialyse the preparation in ethanol overnight. I wonder why this is a necessary step. Sorry, I am a physicist ...
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Mechanism for Ce(IV) Oxidation of Naphthalene
S. Cotton's Lanthanide and Actinide Chemistry reports that naphthalene can be oxidized to naphthalene-1,4-dione using cerric ammonium sulfate (CAS), $\ce{MeCN, H2SO4},$ and $\ce{H2O}$.1 No mechanism ...
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Why is the molozonide adduct thermally unstable?
In the mechanism of alkene-ozonolysis, the intermediate molozonide adduct, which is a cyclical but symmetric molecule (shouldn't symmetry about the C-C single bond bring stability?), decomposes ...
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TEMPO Radical Analogue
After investigating what makes the persistent radical TEMPO stable, I was wondering if another compound which is more feasible for my needs would be comparable to it.
Would oxidizing 2,2’-dimethyl-...
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What reaction is used for calculating pH of the solution obtained after ethanol oxidation with potassium permanganate?
If $\pu{30.0 ml}$ of $\pu{0.20 M}$ ethanol solution reacts with $\pu{1.80 g}$ potassium permanganate, what will be the final $\mathrm{pH}$ of the solution? Assume a complete reaction and that only the ...
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