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1500 questions
17
votes
3 answers
Is the triiodide ion polar?
Three professors argue it is non-polar.
My professor argues that it is a monopole, like most ions.
The structure of the triiodide ion places a negative formal charge on the central iodine atom. The molecular geometry is also linear (at least…
Dissenter
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17
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2 answers
Reactions of alcohol with sulfuric acid
I knew two chemical reactions of alcohol with sulfuric acid
$\ce{CH3CH2OH + H2SO4 -> CH2CH2}$
Here product is having a double bond (ethene) and this reaction happens at 443 K temperature.
$\ce{CH3CH2OH + H2SO4 -> C2H5OC2H5}$
Here product is ether…
manshu
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17
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2 answers
IUPAC systematic name of Carminic Acid
Every IUPAC Systematic name I have come across, I have understood up until now. This is Carminic Acid ($\ce{C22H20O13}$):
(source: chemspider.com)
This is the IUPAC Systematic Name for Carminic…
Saul McShane
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17
votes
1 answer
Which factors determine the keto:enol ratio for aldehydes, ketones, and 1,3-dicarbonyl compounds?
Arrange the following compounds in order of increasing enol content:
I think the order is D > C > B > A considering conjugation, hyperconjugation and hydrogen bonding. The enol formed in case D will have a substituted double bond (that is, more…
Aditya Dev
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17
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2 answers
What is the reason for the blue color of an ammoniated electron?
I am quoting a line from a book regarding reactivity of alkali metals with liquid ammonia.
The blue colour of the solution is due to the ammoniated electron which absorbs energy in the visible region of light and thus imparts blue colour to the…
aman
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17
votes
4 answers
Boys function for Gaussian integrals in ab initio calculations
A few days ago I mentioned a problem with an Hartree-Fock program I am writing (HF using cartesian Pople's STO-3G basis set). I can reproduce overlap and kinetic integrals of some references for ($\ce{H2}$, $\ce{HeH+}$ and $\ce{H_2O}$). Things start…
user23061
17
votes
1 answer
Rearrangement of a bicyclic dienone under acidic conditions
Find the major product of the following reaction.
Attempt:
First step would be the formation of oxonium ion. After that, there are two possibilities. Either the upper double bond or the lower bond will shift and create a carbocation (A and B)
In…
Aditya Dev
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17
votes
1 answer
Conflict Between Organic and Physical Chemists--explaining the intensities of IR absorptions
I am currently a Chemistry undergrad and I love to fact check everything my O Chem professor says against my research advisor, a physical/computational chemist. Well, my O Chem professor, when discussing IR absorptions, said something which was a…
jheindel
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17
votes
3 answers
IUPAC name for 1,2,3-trichlorocyclopropane?
What is the IUPAC name for the two isomers of 1,2,3-trichlorocyclopropane? Similarly what is the name for isomers of 1,2,3,4-tetrachlorocyclobutane, 1,2,3,4,5-pentachlorocyclopentane, etc?
1,2,3-trichlorocyclopropane has two isomers, one of them…
ℵ_ϵ
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17
votes
1 answer
Why use potassium iodide instead of copper iodide in Sandmeyer reaction?
The Sandmeyer reaction is an extremely useful reaction for the functionalization of aromatic rings through a diazonium intermediate. For conversion of a diazonium intermediate to the corresponding chloride, bromide, or cyanide, the copper(I) salt is…
jerepierre
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17
votes
1 answer
Why do BH3 and NaBH4 have different selectivities?
I've always known borane ($\ce{BH3}$), as a reagent for alkene hydroboration. Recently in class we talked about its use in the reduction of carboxylic acids to alcohols as well.
Now obviously $\ce{BH3}$ is an electrophile and I don't think it reacts…
Anne
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17
votes
1 answer
Why is MP2 failing to calculate proper IR frequencies for [Co(CO)4]- and [Fe(CO)4]2-?
I was doing some IR calculations on different 3d transition metal carbonyl complexes during some practical courses where we were introduced to effective core potentials. While doing this we found that MP2 has some problem with the calculation of at…
pH13 - Yet another Philipp
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17
votes
3 answers
Can you in reality give neon a charge of +8?
First off, I am currently confused about why neon can even be ionized at all. But since it can be ionized, this is the energy required to give a mole of neon a charge of +8: 207,390,000 joules!! Or ~0.5 GJ! Giving one-fifth of a kilogram of neon the…
HyperLuminal
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17
votes
1 answer
Is it possible for a group to substitute itself?
When I first learned about substitution reactions, I started wondering something that I never ended up figuring out:
Suppose you have a strong nucleophile which is also a good leaving group, such as I$^{-}$. Can such a group substitute itself using…
Rogue Autodidact
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17
votes
1 answer
Why does acetate aldol with Evans auxiliary give almost no diasteroselectivity?
The following acetate aldol reaction gives no diasteroselectivity:
Because I don't know what the basis of above statement is (I heard it in a lecture and read it on some internet web pages), I expect the two products are formed as a racemic…
laminin
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