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22 votes
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In what way could benzoin give Tollen's test?

Of your three "thoughts", you are correct that an aldol reaction is not an option. Not only is the product "crowded", but the reaction is reversible. [BTW, an aldol condensation occurs when water is ...
user55119's user avatar
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13 votes
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Why might a prepared 1% solution of glucose take 2 hours to give maximum, stable reading on a glucometer?

Crystalline glucose is the alpha anomer, but the enzyme in the glucometer is specific for the beta form. They interconvert slowly in solution. See https://www.jofem.org/index.php/jofem/article/view/...
Karsten's user avatar
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12 votes
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Monoepoxidation of 1,2-dimethylcyclohexa-1,4-diene using m-CPBA

The interaction of the alkene with m-CPBA is primarily nucleophilic/electrophilic in nature, i.e. the π MO of the alkene attacks the O–O σ* orbital. Therefore, the more electron-rich alkene (i.e. more ...
orthocresol's user avatar
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11 votes

How does steam prevent oxidation in tea leaves?

According to Tony Gebely at Tea Epicure (https://teaepicure.com/tea-leaves-oxidation/), it's not steam per se, but rather heating that slows oxidation, by denaturing two enzymes (polyphenol oxidase ...
theorist's user avatar
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11 votes

Does Phenylacetylene undergo side chain oxidation with hot alkaline Potassium permanganate?

According to this source Chemistry Libre Texts Alkynes, similar to alkenes, can be oxidized gently or strongly depending on the reaction environment. Since alkynes are less stable than alkenes, the ...
Waylander's user avatar
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10 votes

Identification of the organic compound

The given answer is wrong in many ways: 4 did not satisfy both criteria C and E, because it is not a chiral compound to begin with. 10 did not satisfy the criteria D, because it does give a ...
Mathew Mahindaratne's user avatar
9 votes
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Is cyclic ether oxidised by periodic acid?

Cyclic ethers usually do not get oxidized by periodic acid. However, epoxides would do only if they were acidified first or use acidified periodic acid in the reaction (Ref.1). In general, acidified ...
Mathew Mahindaratne's user avatar
9 votes
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Reaction of naphthalene with sodium dichromate/sulfuric acid

It depends on the reaction conditions. I suspect the answer the question setter wants to see is phthalic acid, but the true answer is none of these. I have found multiple references (such as this US ...
Waylander's user avatar
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9 votes
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Does Phenylacetylene undergo side chain oxidation with hot alkaline Potassium permanganate?

Brief explanation Hot alkaline solution of potassium permanganate oxidises a terminal alkyne according to the following process: Triple bond between the first and second carbon atoms (they are marked ...
Exeplone's user avatar
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9 votes
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Does the acetic acid in vinegar oxidize significantly?

It's unlikely bottle shrinkage was due to a chemical change. Plastics are surprisingly permeable to water vapor, far more than to air! In data at Versaperm, Polyethylene (PE) and polypropylene (PP), ...
DrMoishe Pippik's user avatar
8 votes
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How to test for methanol?

Sorry @ JavaScriptCoder, but I've to agree with aventurin. I'd say idoform test should have been done in a certified laboratory because of safety concern. However, I think fractional distillation ...
Mathew Mahindaratne's user avatar
8 votes
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Partial oxidation of toluene

You can justify the formation of Benzaldehyde from Toluene by oxidising with peroxide just by looking at the mechanism of the reaction and think of migratory aptitude of Phenyl group , hydride and ...
Soumik Das's user avatar
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8 votes

m-CPBA Selectivity between Baeyer Villiger Oxidation and Epoxidation?

The answer appears to be "it depends" (perhaps this should not surprise an experienced organic chemist). According to the abstract of the paper by Mendelovici and Glotter [1] in steroid chemistry: ...
Waylander's user avatar
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8 votes
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Identification of the organic compound

I think that correct answer should be 5 and 6 only, because: 12 will produce terephthalic acid, instead of benzoic acid as it possess two benzylic-H (also given by 7). 4 and 10 doesn't satisfy ...
Rahul Verma's user avatar
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8 votes

How does copper oxidise alcohols?

When heated in air, a piece of copper metal gets oxidized into black copper oxide $\ce{CuO}$ according to $$\ce{2 Cu + O2 -> 2 CuO}$$ When hot copper oxide $\ce{CuO}$ is in contact with some ...
Maurice's user avatar
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8 votes

Definition of mineralisation in context of organic chemistry

Simply put: organic → inorganic. Mineralization is often also called TOC diminution (the term “TOC reduction” is purposely avoided due to ambiguity in chemical context). From Duffus et al. [1, p. 1263]...
andselisk's user avatar
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7 votes
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Mechanism of oxidative dearomatisation with hypervalent iodine

The conventional mechanism is as follows: The phenol displaces one acetate group on iodine – this makes the iodine itself act as what is essentially a fancy leaving group. Nucleophilic attack at ...
orthocresol's user avatar
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7 votes
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Epoxidation with peroxyacids

This source states that MCPBA gives preferential epoxidation of the more substituted alkene. This source explains that due to intra-molecular hydrogen bonding in solution, the high degree of ...
Waylander's user avatar
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7 votes
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Does the explosion of TNT include oxidation?

3 nitrogroups of TNT are rich of oxygen, but the aromatic ring has only carbon and hydrogen atoms. Therefore oxygen of nitrogroups oxidizes carbon and hydrogen atoms. There is no principle ...
Poutnik's user avatar
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6 votes
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Mechanism with hypohalite in haloform reaction

The mechanism of haloform reaction will also be almost similar in the case if we use hypohalites (here, it is $\ce{NaOCl}$). In the first step, instead of $\ce{OH-}$, the acidic $\alpha$ proton will ...
Soumik Das's user avatar
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6 votes
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Product of oxidation of alkanes

Potassium permanganate, $\ce{KMnO4}$, is the most common and probably the most applicable oxidizing agent discussed in organic chemistry teaching classes. $\ce{KMnO4}$ is a very strong oxidizing agent,...
Mathew Mahindaratne's user avatar
6 votes

Is cyclic ether oxidised by periodic acid?

This quote is from Comprehensive Organic Name Reactions and Reagents by Zerong Wang. The oxidation of adjacent diols with periodic acid or its salt in aqueous solution is generally known as the ...
Chakravarthy Kalyan's user avatar
6 votes

Combustion and oxidation

Combustion versus oxidation is not about what products are created, but about the way how they are produced. Combustion is the kind of oxidation, usually using gaseous oxidant, sufficiently exothermic,...
Poutnik's user avatar
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6 votes
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Combustion and oxidation

Apart from the fact that not all combustion involves oxygen (virtually everything combusts in chlorine trifluoride and oxygen doesn't come into it) the major difference is how far the reaction goes. ...
matt_black's user avatar
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5 votes
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Side chain oxidation with KMnO4/H+

In each case the permanganate oxidises the most electron rich ring. In the nitro-substituted case, that is the unsubstituted ring, probably first at the position alpha to the nitro group, forming a ...
Waylander's user avatar
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5 votes

What is the mechanism for the oxidative cleavage of diketones via permanganate under basic/hot conditions?

In J. Org. Chem. 1979, 44 (15), 2726–2730, the authors Lee and Chang have investigated the permanganate oxidation of alkynes to α-diketones. In addition, they investigated the oxidative cleavage ...
user55119's user avatar
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5 votes

Mechanism of toluene oxidation with CrO3

The following mechanism is based on the findings made in The Mechanism of the Etard Reaction[1]. Reference: (1) Necsoiu, I.; Balaban, A. T.; Pascaru, I.; Sliam, E.; Elian, M.; Nenitzescu, C. D. The ...
Nisarg Bhavsar's user avatar
5 votes
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Hydrogen peroxide and glycerol combination

If you want to ruin both reagents, then you can go ahead and mix them. Hydrogen peroxide oxidizes glycerol to various reagents. A possible reaction pathway can be depicted as follows (Ref.1): This ...
Mathew Mahindaratne's user avatar
5 votes
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Mechanism of the reaction of cyclohexanol and concentrated nitric acid to form adipic acid

From the article by van Asselt and van Krevelen [1]: Cyclohexanol is oxidized to cyclohexanone. The cyclohexanone reacts with the nitrous acid to yield isonitrosocyclohexanone producing 2-nitro-2-...
Reihani's user avatar
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5 votes
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Is aluminium foil pure aluminium?

From the Institute of Minerals, Materials and Mining, Most aluminium foil is made from pure aluminium, but increasingly alloys are used to improve properties and reduce the thickness required. ...
Nico Damascus's user avatar

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