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Use this tag for questions relating to organic molecules and their properties (structure of organic molecules, spectroscopic properties, reaction mechanisms, stereochemistry etc). DO NOT use this tag as the only tag in your question, as this tag by itself cannot appropriately classify your question. Always use this tag in addition to other more specific tags.

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Why is meta xylene formed when toluene undergoes alkylation in presence of excess AlCl3?

Alkylation seems to be reversible under duress. To make a decent analysis product ratios and times would be informative. The initial formation of ortho and para is because of lower activation energi …
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-2 votes

Why does Br2 brominate CH4 over CH3Br?

Bromine will react with methane to give a kinetic or thermodynamic mix of products basically because the HBr bond is moderately weaker than HCl and the reaction with the bromine radical is more select …
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2 votes
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Reactivity of central carbon of Ketone vs Alchohol

You are throwing snippet facts about and refusing to look at a totality. Sure ketone is less hindered [draw more appropriate structures to compare] but do not compare it only to an alcohol but also to …
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1 vote

Why does this show E1CB mechanism?

I agree the info is confusing. If the major product is deuterated it implies a rapid exchange at the benzyl position forming a carbanion that did NOT eliminate. The kinetics would be of interest. Exte …
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0 votes

Oxidation of tert-butyl alcohol with potassium permanganate

Given time and heat acidic permanganate will oxidize almost anything even water! The Baeyer reagent, cold alkaline permanganate was originally a test for alkenes, isolated double bonds; it oxidizes a …
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0 votes

Can nucleophilic attack be faster than rearrangement?

The formation of a distinct carbocation followed by migration of a neighboring group could follow your scenario. Thinking about it tho the nearest Lewis base to the incipient C+ ion is the adjacent gr …
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1 vote

Why is this compound more basic than the other?

The A ammonium ion is sp2 hybridized so less basic[really the ion is more acidic] than an sp3 nitrogen. However, the enamine structure in B delocalizes the electron pair over the nitrogen and the doub …
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1 vote

How to obtain pure aniline from a mixture of phenol and aniline?

Aniline is a base, phenol an acid. Add the mix to a sep funnel add either dilute HCl or dilute NaOH and mix well. Extract several times with small portions of methylene chloride [or chloroform] [botto …
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-2 votes

What is the pH of acetone in water?

The exchange with H2O[18] is either acid or base catalyzed because of the amphoteric nature of the carbonyl group. You will have to research the rates in pure water-acetone mixes. Your diagrams seem t …
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1 vote
Accepted

Why does p-aminophenol oxidize in acid solution

You can read about the quinhydrone electrode here: https://en.wikipedia.org/wiki/Quinhydrone_electrode This electrode reaction is similar to the oxidation of Para-aminophenol and is measurably reversi …
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1 vote

Reactivity towards electrophilic addition reaction among unsaturated cyclohexane derivatives

The reaction rate depends on the energy difference between the state of the substrate and the transition state. The energy of the transition state is close to that of the carbocation but not quite so …
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0 votes

Oxidation of acetophenone to benzoic acid

That Cr[6] compounds oxidize benzylic hydrogens does not mean that they do not oxidize ketones. The presence of a H seems sufficient but not necessary. It depends on the time and conditions. I did my …
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-2 votes

Comparing melting point of neopentane and butanol

You are simply comparing the wrong compounds to see the effect of a hydroxyl group. Compare tertiary butyl alcohol to neopentane. While you are at it compare melting and boiling points of the isomeri …
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1 vote
Accepted

Mechanism of hydrolysis of acyl chlorides

This reaction is mostly ignored in basic organic texts and the mechanism you give is straight out of Wikipedia with some modification. I am sure some serious study exists some where but not on the web …
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2 votes

What test should be conducted to test for the presence of Aromatic Functional Groups?

The lowest aromatic is benzene so everything is up from there. Usually physical constants give a clue. With no heteroatoms and only aliphatic side chains aromatic rings sulfonate readily with concentr …
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