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Questions tagged [stability]

Applied to a chemical species, the term expresses a thermodynamic property in reference to a standard, stating that one state is lower in energy than another. The tag should be applied to questions seeking answers with respect to the stability (or instability) of a certain chemical species, molecular entity and/or electronic structure. It must not be applied to questions about the reactivity of particular chemical species.

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180 views

Comparison of stability of cyclic imines [closed]

I am looking for the reason for the lowest stability of cyclohexane-1,3,5-triimine (D). I was not able to find any explanation using resonance or aromaticity. All help is appreciated.
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370 views

Why is Cr+ unstable?

We know that half-filled and fully filled orbitals are highly stable. In ground state $\ce{Cr}$ has a $\ce{3d^5\! 4s^1}$ configuration. Therefore, the elctronic configuration of $\ce{Cr+}$ should have ...
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Carbon atoms which carbocation and carboanion are BOTH less stable then arene/vinyl

I'm trying to come up with a compound class in which iodine atom would be a bad leaving group both whether it leaves or takes charge with it (I know that $\ce{I^+}$ on its own would be horrible ...
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1answer
574 views

Isopropanol in contact lens solution plastic bottle

I have a rather large plastic bottle of isopropanol ($99.7\%$), and I wanted to store some of it in a smaller, more handy container. I have two empty plastic bottles from contact lens solution that I ...
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0answers
104 views

Stability of Halide Salts of Different Metals

Between $\ce{EuCl3}$, $\ce{RuCl2}$, and $\ce{VCl}$, order in increasing stability. I don't know if this is a dumb question and if the answer is blatantly obvious, but I don't understand how to "...
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62 views

Wade's rules applied to metallic elements

There are many examples of metallic clusters that distort from the structure predicted by Wade's rules to a more 'spherical', closo-like arrangement. For example, $\ce{Bi8^2+}$ is a square antiprism ...
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213 views

Were gold(II) complexes synthesized for the first time in 2017?

Recently in the Google news feed, I discovered this news: Gold stabilized in very rare oxidation state +II Missing golden link found: Divalent gold complex isolated for the first time in a ...
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3answers
977 views

Can a molecule contain a linear series of conjugated pi bonds twisted through 180 degrees?

Imagine a long chain of carbon atoms connected by single and double bonds in conjugated fashion. All of the p orbital pi bonds would normally be aligned to either side of the carbon atoms forcing the ...
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1answer
160 views

How good is aromaticity at stabilization?

I've been taught that aromaticity is often a very good stabilization factor. Then I came across this question in which another compound was said to have more stability. Upon deprotonation arrange ...
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0answers
194 views

Inductive effect in cyclic compounds vs open-chained compounds

Consider the two carbocations. Which one is more stable? I think it should be the open-chained one as it has 2 more H atoms than the cyclic one, so polarity will be greater; but I suspect that there ...
4
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2answers
159 views

Are all highly shock sensitive chemicals highly temperature sensitive too?

I found that some highly shock sensitive explosives like lead azide, mercury fulminate have a relatively high auto-ignition temperature. I want to know if it's a general property or not and why so? ...
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2answers
1k views

Why is triplet carbene sp2-hybridised?

Triplet carbene has a carbon with 6 electrons, of which 2 are unpaired. I would expect the carbon to be $\ce{sp}$ or $\ce{sp^3}$ hybridised and the two singly occupied orbitals to be degenerate. ...
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1answer
117 views

Does dinitratomethane exist?

In 2016 synthesis and structure of tetranitratoethane $\ce{C2H2N4O12}$ were reported [1]. Currently (as of 2017-Q4) this is the only dinitrato-carbon compound with the well-established crystal ...
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196 views

Stability of extended enolates

I'd expect an extended enolate to be more stable than a normal enolate, when both can form, but my textbook suggests otherwise. What is the stability of an extended enolate compared with a normal ...
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1answer
822 views

Stability of canonical forms

Which of the following ions is more stable? Use resonance to explain your answer. When we have to compare stability of resonance structures we generally check for the following features in the ...
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0answers
241 views

Acidity of ethers vs alkanes

I wonder if ethers are more or less acidic at the alpha position than alkanes ($\mathrm{p}K_\mathrm{a} \approx 50$). I'm not sure if the stabilising inductive effect from oxygen or the alpha effect (...
5
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3answers
3k views

Europium stability in +2 and +3 state

I would like to ask a question about europium's stability in the $+2$ and $+3$ oxidation state. The electronic configuration of europium in its neutral state is $\ce{[Xe] (4f)^7 (6s)^2}$. Now, when ...
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1answer
202 views

What is a 'triplet biradical transition state'?

My text book just referred to this term. I have absolutely no idea what it is. Articles on the internet are too difficult for me to comprehend. In some alkenes, steric crowding in the planar ...
4
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1answer
2k views

The pyridine/benzene stability 'paradox'?

So, apparently pyridine is more stable than benzene. My lecture notes are saying that pyridine will undergo electrophilic aromatic substitution much more slowly than benzene will, which got me ...
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2answers
2k views

Order of stability of substituted benzyl carbanion

I think the order should be II > III > I. The +m effect should be more in case 1 than in 3, isn't it ? So, 1 should be more unstable than 3. Someone please explain.
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1answer
611 views

What is the reason for the exceptional stability of tricyclopropyl-cyclopropenyl carbocation?

The stability order of the following is: A. III > II > I > IV B. II > III > I > IV C. I > III > IV > II D. I > III > II > IV Answer: I came across a question where we had to ...
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1answer
68 views

Effect of the pH on the synthesized nanoparticles [closed]

I have synthesized gold nanoparticles in water through the seed-mediated thermal method by cationic additive $\ce{Ag+}$ as an assisted growth procedure [article]. The pH of the nanoparticles solution ...
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1answer
174 views

Why does adding a charged group to an organic molecule decrease its stability?

As I understand it, during glycolysis, glucose is converted into fructose 1,6-bisphosphate which greatly destabilizes the molecule. This is so it can be divided into pyruvates more easily. Now I don'...
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1answer
445 views

Why doesn't the N-Br bond dissociate quickly in NBS?

NBS is used to provide a constant, small amount of $\ce{Br2}$ which then dissociates to give $\ce{Br^.}$ free radical. Why doesn't the $\ce{N-Br}$ bond simply dissociate to give $\ce{Br}$? This ...
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1answer
232 views

Are metal oxides thermodynamically more stable then fluorides? [closed]

I came across a statement that $\ce{PbO}$ is more stable then $\ce{PbF2}$. Now how can i justify that staement because fluorine being more electronegative and should form stronger bond with metals ...
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0answers
671 views

Inductive effect on stability of free radical

How does inductive effect affect the stability of free radical? I can't seem to understand whether the carbon with the odd electron is deficient or not. That is, whether a +I group, like alkyl, will ...
2
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1answer
104 views

Acid-base chemistry - determining stability [closed]

I am learning about acid-base reactions and how to identify whether an acid is strong or not by looking at the conjugate base. The more stable a conjugate base the stronger the acid. However, two of ...
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0answers
606 views

Stability of cyclic isomers of C6H12

I was given the problem to arrange all cyclic isomers of $\ce{C6H12}$ from the lowest to the highest heat of combustion. I found twelve isomers and quickly realised that cyclohexane is the most stable ...
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2answers
574 views

Which complex is the most stable?

Between $\ce{[Rh(Ph2PCH2PPh2)3]^{3+}}$ and $\ce{[Rh(Ph2PCH2CH2PPh2)3]^{3+}}$, which one is the most stable thermodynamically? I think it's about the size of the chelate ring effecting their stability, ...
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3answers
4k views

What exactly is “B-strain”?

On factors that influence the stability of carbocations, I came across this peculiar one: Bulky groups attached to the positively charged $C$-atom (of the carbocation), stabilize it by B-strain, ...
26
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1answer
4k views

Why is cyclooctateraene shaped like a “tub” rather than a “chair”?

I understand that for cyclooctatetraene (COT) to "escape" the horrible prospect of becoming an anti-aromatic molecule, it must adopt a non-planar conformation. The widely touted conformation of COT ...
2
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0answers
119 views

Why do compounds form if overall energy of free ion increases according to CFT

According to crystal field theory, a free ion has certain energy and its energy increases when it is symmetrically surrounded by ligands. Now the degenerate d orbitals split into two new set of ...
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2answers
296 views

What's the reason for the instability of ethylene dione?

Ethylene dione, with a chemical formula $\ce{C2O2}$ and an IUPAC name of ethene-1,2-dione, is an oxocarbon. The Wikipedia page says: The existence of $\ce{OCCO}$ was first suggested in 1913. ...
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0answers
292 views

Polarisation of electron clouds by partially positively-charged hydrogen atoms

Premise of my question: I was just wondering about this as I was writing a response to the question (linked here: Bicarbonate decomposition and pKa): Is it possible for partially positively-charged ...
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0answers
48 views

Functionalizing CTAC stabilized nanoparticles

I am working on functionalizing silver-gold bimetallic nanoparticles. My nanoparticles are stabilized by CTAC(cetyltrimethylammonium chloride).The most articles which I found, are about the ...
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1answer
2k views

Stabilisation of carbocations through hyperconjugation

Our teachers told us that greater the number of alpha H, greater is the stability of carbocation. But consider this: $\ce{CH3CH2+}$ and. $\ce{CH3CH2CH2+}$ The first one has 3 alpha H ...
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0answers
78 views

Why is triethyl orthoformate stable? [duplicate]

Geminal diols or triols are very unstable and are easily converted into keto or carboxylic compounds. Triethyl orthoformate is a triether of similar structure. I want to know why the former is so ...
2
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1answer
235 views

Is there a relationship between Free Radicals and Beta Particles?

This question is contingent on my understanding of the two terms in the title. As I was taught, a Free Radical is a reactive (high energy?) valence electron released for stability's sake because it is ...
2
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0answers
110 views

Why are organic ortho acids unstable? [duplicate]

Ortho acids like orthoformic acid (methanetriol, $\ce{HC(OH)3}$), orthocarbonic acid ($\ce{C(OH)4}$), and orthoacetic acid (ethane-1,1,1-triol, $\ce{H3C\bond{-}C(OH)3}$) are known to be unstable and ...
3
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2answers
6k views

Long-term storage of Ascorbic Acid mixed with Sodium Bicarbonate

Every day I mix two parts of ascorbic acid powder with 1 part of sodium bicarbonate powder and place the resulting powder into an airtight container. I have noticed that if the resulting powder is ...
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1answer
92 views

Measuring the colloidal nanoparticles stability by dynamic light scattering [closed]

In this article the ligand exchange reaction is done for thiol coating of gold nanoparticles.In the first step dicholoromethane (DCM) is used as a extraction solvent to remove CTAC(Cetyl ...
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5answers
7k views

Is the t-butyl carbocation more stable than the benzyl carbocation?

Various authors have different views regarding stability order of the benzyl and t-butyl carbocations. $$\ce{PhCH2+ ; (CH3)3C+}$$ In my opinion, resonance effect dominates, so the benzylic ...
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2answers
705 views

Do ferrous sulfite and aluminum sulfite exist?

Source: Concise Chemistry-ICSE (Class X)SELINA PUBLISHERS Pg 207 In this book, it is mentioned that ferrous sulfite and aluminum sulfite does not exist. I even tried searching these on Google but ...
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1answer
355 views

Why does the stability of ascorbic acid decrease (increased rate of oxidation to dehydroascorbic acid) when pH increases?

I am doing a Chemistry IA on the stability of ascorbic acid in different pH, and found that the stability decreased (there was a lower final concentration of ascorbic acid) as pH increases. Why is ...
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3answers
758 views

Which is the most stable out of the following linked cyclohexadienes?

I am unable to find the answer to this question. I was guessing it should be (2) due to symmetry but my book says it is (3) without any explanation. I know that stability is determined by how low the ...
21
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2answers
491 views

Why are lithides not known?

In the last few decades, many alkalides - anions of alkali metals - have been synthesised. The most famous is undoubtedly that of sodium: $\ce{[Na(\text{2.2.2-cryptand})]+Na-}$, but the alkalides $\ce{...
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1answer
305 views

Stability of compounds [closed]

Which is more more stable, cis-1-ethyl-3-methylcyclohexane or trans-1-ethyl-3-methylcyclohexane? I think trans- is more stable than cis- but in my textbook the answer is different.
5
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0answers
128 views

Where is my antimony going?

I work in a trace metals laboratory operating an ICP-OES. I've been having some trouble with the recovery of antimony in a weak $\ce{HCl}$ solution post-digestion. The antimony is part of a mix of ...
8
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2answers
937 views

Is the ethyl cation really more stable than benzylic and allylic carbocations?

Source: Concepts of Organic chemistry by O.P. Tandon, page no. 235 My book appears to state that the ethyl cation (a primary carbocation) is more stable than both allyl and benzyl carbocations. I ...
3
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1answer
3k views

Stability of diboron(B2) and dilithium(Li2)

Why is $\ce{B2}$ more stable than $\ce{Li2}$? Both $\ce{B2}$ and $\ce{Li2}$ have bond order equal to 1. Moreover, $\ce{Li2}$ has only 2 electrons in the antibonding molecular orbital while $\ce{B2}$ ...