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3 votes
1 answer
95 views

Calculation of Reaction Extent as a Function of Pressure and Temperature: Issue with Activity-Based Approach

I'm working on modeling reactions involving combinations of hydrogen (H), nitrogen (N), and strontium (Sr) elements. I've obtained the temperature-dependent Gibbs free energy of formation, enthalpy, ...
-5 votes
1 answer
83 views

Why can't the diene in a diels-alder also be a dienophile [closed]

why can't the diene react with itself like this
0 votes
0 answers
46 views

How does the Eschweiler Clarke reaction occur with sodium cyanoborohydride as a reducing agent?

I am specifically confused with 2 concepts. How sodium cyanoborohydride acts as a reducing agent. I read that it acts as a source of hydride but I am not sure how this works. If anything, I assumed ...
1 vote
0 answers
42 views

Reactivity of Alkyl Halides with E2 with same number of substituents in the end

I have a question regarding the reactivity of alkyl halide for E2. I know that the general rule is tertiary alkyl halide reacts the fastest with E2, and primary alkyl halide reacts the slowest. I was ...
3 votes
2 answers
918 views

Alkenes v/s Alkynes in two different reactions

Alkynes are less reactive towards electrophylic addition than alkenes. However, in case of catalytic hydrogenation, alkynes are said to be more reactive. Why? Also, if I want to add H+ as an ...
1 vote
0 answers
75 views

Order of radical dimerization ability

In a question I came across recently, it was asked to arrange the following radicals in the ascending order of dimerization ability. I have read about the triphenylmethyl radical undergoing Gomberg ...
3 votes
2 answers
9k views

How to dissolve calcium sulfate fast?

I would like to dissolve $\ce{CaSO4}$ in a hardened condition (e.g. gypsum board) as fast as possible. I have seen in posts about $\ce{CaSO3}$ that vinegar and sulfamic acid are able to dissolve it. ...
0 votes
0 answers
31 views

Improve the leaving capability of a leaving group (F-) with electron density donating groups (EDP) in close proximity (neighboring group effect)?

I have a situation in which I want to hydrolyze a phosphonic acid halide under basic conditions. In my specific case, the halide is a fluorine substituent. Other halides like chlorine and bromine are ...
3 votes
1 answer
786 views

Why can't Grignard reagents react like Organolithium does (with acids)?

I'd read yesterday that Grignard reagents can't give ketones on reaction with carboxylic acids. It is because of the fact that Grignard reagent is a "super-base", and it will deprotonate the ...
3 votes
1 answer
140 views

Can the relative velocity of two colliding molecules be too large to allow reaction to occur?

In a collision between two molecules, can the relative velocity of one with respect to the other be too large for a reaction to occur? For example, suppose that two molecules collide with (a) a ...
2 votes
0 answers
63 views

Why bromoacetone is more reactive towards SN2 than alkyl bromides? [duplicate]

Compare the rates towards SN2 reaction: I got the point that 2-bromobutane d is a secondary halide, so the steric hinderance is highest making it least reactive among the four. Both b and c are ...
0 votes
1 answer
403 views

What drives double displacement reactions?

I have two questions: I understand that in a displacement reaction the more reactive element displace the less reactive element. But why? In the reaction with Zinc and Copper Sulfate, we form Copper ...
8 votes
2 answers
522 views

Determination of products in reactions involving carbocation rearrangement?

How do you determine the "migratory aptitude" of various groups during carbocation rearrangements? Is there a experimentally determined order? For example, what will be the product in case ...
4 votes
0 answers
75 views

How should the reactivity of 1-propanesulfonyl chloride be expected to compare to tosyl chloride for sulfonylation?

I've come across some scientific literature (e.g., https://doi.org/10.1021/jm400751p) that notably feature 1-propanesulfonyl chloride (PsCl) in the selective activation of hydroxy groups, such as a ...
5 votes
2 answers
6k views

Reaction of amines with diethyl oxalate (Hofmann amine separation method)

Why does only one molecule of secondary amine react with diethyl oxalate and two molecules of primary amine react with diethyl oxalate? I feel secondary amine also should have reacted similar to ...

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