Questions tagged [organic-chemistry]
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.
9,568
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Acidification of a vicinal diol [duplicate]
The following is a question from Advanced problems in organic chemistry by MS Chouhan:
The options given are:
My initial thought was that this could be a pinacol–pinacolone rearrangement. However ...
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Comparison of boiling points between 2‐butanol and isobutanol
Which has higher boiling points among butan‐2‐ol (1) and 2‐methylpropan‐1‐ol (2)?
I know that branching decreases the boiling points, but I want to know how position of substituents affects the ...
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1
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Does vinyl chloride have greater electrophilic addition rate than ethene? [closed]
Which of the following will have a greater rate of electrophilic addition?
Since the rate of electrophilic addition AdE is proportional to nucleophilicity of the substrate, I assume chloroethene $\ce{...
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What is synthesizing PTMA and polymer oxidation?
Here is an excerpt from the organic radical batteries Wikipedia page:
Free-radical polymerization as a synthetic approach has several drawbacks. The most relevant limitation is the fact that ...
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2
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Information about liquefied carbon factories from carbon dioxide
I am looking for some information about the factories that turn CO2 gas into the liquid CO2. I want to know the methods that they are using. Can anyone help me?
Thanks
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Rate of solvolysis for given allylic chlorides [closed]
We clearly have to judge the resulting carbocation stability in this question and that's what I tried doing.
(I) results in a primary allylic carbocation in both possible resonating structures.
(II) ...
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How does the second hydrolysis of phthalimide work (hydrolysis of amide)?
In the hydrolysis of Phthalimides we can see two successive hydrolysis of "amides" see ChemLibre for a nice mechanism
This is interesting because normally (also according to ChemLibre) ...
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Is There a Problem with the Assignment of Stereochemical Descriptors by ChemDraw in Select Examples?
While using ChemDraw Professional 21.0.0.28 to construct some cyclic allenes and rotationally restricted biphenyls, I came across anomalous assignments of stereochemistry. [For the latest version of ...
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Artificial photosynthesis
Is it possible to transform CO2 into glucose (C6H12O6) like photosynthesis but with electricity instead of sunlight? The equation of photosynthesis is
$$\ce{6CO2} + \ce{6H20} → \ce{C6H12O6} + \ce{6O2}$...
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Reason behind colour change of indicators [duplicate]
We know that for testing acids and bases we use the indicators. For eg. Acid turns blue litmus red and base has no effect on the blue litmus. Similarly colours are also seen in phenolphthalein, methyl ...
6
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The major product of radical halogenation: Why is it a halogen attached to a primary carbon and not a tertiary carbon in the given example?
There's this problem that I saw in my Organic Chemistry book:
The reaction between $\ce{(CH3)3CH}$ and $\ce{Cl2}$ forms two products: $\ce{(CH3)2CHCH2Cl}$ (63%) and $\ce{(CH3)3CCl}$ (37%). Why is the ...
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If they both form hydrogen bonds, Why does borax make polyvinyl alcohol slimy/elastic but water doesn't?
When dissolved borax (borate ions) and polyvinyl alcohol are mixed, an elastic slime is formed. To my understanding, this is because the borate ions form hydrogen bonds with the OH groups on the PVA, ...
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Table of viscosity of water vs temperature
Above is the table for water physical properties table with temperature related with a,v,b,Pr,Ra factor. This table has temperature only from 0 to 100. May I ask if there is a full table for this with ...
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Propylene glycol smells like alcohol [closed]
I got a batch of propylene glycol and suddenly the smell became like acetone or alcohol is there away to get rid of the smell without affecting the pg
Sorry my English is not good
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Will water become high in iodine if you soak kombu in it for 30 minutes? [closed]
Kombu kelp can contain up to 2,984 mcg of iodine per seaweed sheet (1
gram). Source.
Another souce says that kombu can lose up to 99% of its iodine if you boil it for 15 minutes (and I guess now the ...
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Substitution v/s elimination
For SN2 pathway we use an strong nucleophile (OH-,CN-) so they can easily substitute X(halogen) group from rear side.
While for elimination bimolecular reactions we use a strong conjugated base (RCH2O-...
2
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1
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Reaction of 2-carboxybenzaldehyde with $\ce{NaCN/HCl}$ - does carboxylic acid interfere?
In the reaction of 2-carboxybenzaldehyde with $\ce{NaCN/HCl}$, the aldehyde will form cyanohydrin. But my question is, will the carboxylic acid remain intact? Will it react separately or with the ...
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name of a scientific method used by chemists [closed]
What is a name of a scientific method that enables to investigate and describe properties of chemical substances?
I am a mathematician. When I was in high school and our chemistry teacher was drawing ...
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0
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why did the temperature change when the first few measures of slaked lime were added to the vinegar [closed]
I need to describe any links between the number of measures of slaked lime added , pH and the temperature . What was the pattern for the pH and temperature as more measures were added ?
Did the ...
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4
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1
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550
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Converting benzaldehyde to benzophenone in no more than two steps
This is a question from my book, as stated in the title:
How will you convert benzaldehyde to benzophenone in no more than two steps?
I can do it in three steps - first using $\ce{PhMgBr}$ on ...
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How do I know which substituent is m, p, o directing, which has more influence? For example i know that OCH3>CH3 but i need them all. please help<3 [closed]
aromatic compounds and benzene reactions
So I am studying for my exams of advanced organic chemistry at my faculty of Molecular biology and genetics, and for some reason I just can't get the hold of ...
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An Optically Active Compound without Chiral Carbon [closed]
I came across a structure like the one given below:
Now, as one can see, there isn't any Chiral Carbon attached to it. But I got it know that it still is Optically Active. Though one can say that ...
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Descriptive explanation of different Carbon Nanotubes Conductivity
I'm soon having a talk about Carbon Nanotube FETs and wanted to give a short introduction into CNTs in general. Of course for device operation it's important that some types of single-walled CNTs are ...
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What is the inherent mechanism in carbocatalysis?
When checking non-metallic catalysis materials, one mentioned example is that of carbocatalysis; using heterogeneous carbon structure to catalyze a reaction (Not to be confused as a support surface ...
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Why is carbonyl peak seen at 1612 cm-1 why is the peak seen so low
the ketone is next to a phenyl ring and the only peak that is within range is 1612 cm-1 why is it so low
7
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1
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Stable conformer of protonated ethane-1,2-diamine
I had been studying on the stable conformers of ethylene glycol and ethane-1,2-diamine.
Due to hydrogen bonding in the vicinal $\ce{-OH}$ groups, ethylene glycol prefers to show gauche conformer. The ...
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0
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General conditions for aryl migration of 2-bromo-1,1-diphenylethylene with sodium amide [duplicate]
In this reaction, I am quite unsure whether a phenyl shift would be involved or not because I was managed to solve the phenyl shift mechanism before in pinacol-pinacolone rearrangement. What are the ...
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Does 3-hydroxy-penta-2-one give positive Tollen's test? [duplicate]
I know that alpha hydroxy ketones that can tautomerise to an aldehyde give positive Tollen's test because an aldehyde gives a positive Tollen's test.
This molecule however doesn't tautomerise (or ...
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What's the hybridization of Cl in a primary haloalkane? [duplicate]
What is the hybridization of a Cl atom with its three lone pairs of electrons singly bonded to one C atom in a haloalkane?
1
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1
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Can I synthesize 4-aminophenol and/or acetic anhydride at home?
I am going to try to synthesize acetaminophen as a possible science fair project, or just for fun, but doing it with precursors to the precursors of it might be more fun for myself then just using the ...
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Does formal charge impact electron donation and withdrawal?
Does an atom with a positive formal charge withdraw more electrons than that atom without formal charge, due to the extra positive charge on the atom? For example, I know the carbonyl group becomes ...
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2
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Reactivity of 1-bromo-4-tert-butylcyclohexane isomers with methanol
(1s,4s)-1-bromo-4-tert-butylcyclohexane (1) and (1r,4r)-1-bromo-4-tert-butylcyclohexane (2) are heated (E2) with $\ce{NaOCH3}/\ce{CH3OH}.$ Which isomer will react faster?
What will change when $\ce{...
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What happens to polymers under high pressure?
What happens when you have polymers under high pressure? My very sketchy thoughts of polymers are that they can be thought of tangles of carbon chains surrounded by hydrogen, but that some polymers ...
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1
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Reaction of 1,3 diphenyl propane with alkaline potassium permanganate followed by acidification
Will the product be just benzoic acid?
If yes how does this reaction proceed
Normally alkyl group substituted benzene ring seems to give benzoic acid irrespective of chain length
However is it true ...
3
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2
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354
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Why are radicals considered electron deficient?
I have often read that radicals are electron-deficient and are therefore stabilized by things like electron-donating groups (EDGs) and hyperconjugation. However, today I learned that electron-...
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Does the solvent used affect basic strength?
In this question, it is explained how basicity and nucleophilicity are different and how the solvent used affects nuclephilicity.
What I wondered was whether there would be a difference in the basic ...
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1
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How much Calcium Hydroxide to manufacture calcium formate?
First, I have no experience with stoichiometry.
I currently manufacture calcium formate for a specific use because here in my country, it is very difficult to get calcium formate in small quantities. ...
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0
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Acetone Volume Increasing [closed]
I had 230ml acetone stored in plastic container for today as I didn't have any glass container at the moment & I noticed that now acetone level is at top of bottle nearly 250ml increased volume. ...
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Why Aren't Alcohols Weak Bases?
I was reading about alcohols being weak acids because they are deprotonated in water, presumably because the $O-H$ bond is being overcome by hydrogen bonding between $H$ in the hydroxyl group and $O$ ...
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Is RCOOH + H2SO4 + heat a viable alternative to RCOCl + AlCl3 in Friedel-Crafts acylation?
Can concentrated strong acid like H₂SO₄ be used to protonate a carboxylic acid to RC(OH)₂⁺, forming RCO⁺ by removal of H₂O, analogous to the reaction with nitric acid to produce nitronium?
Would this ...
2
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1
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Is hydrolysis of acid chlorides still favored when the resulting acids cannot donate their protons?
For example, take the reaction:
MeCOCl + H₂O -> MeCOOH + HCl
Bonds broken: C-Cl + H-O -> 330 + 460 = 790 kJ/mol
Bonds formed: C-O + H-Cl -> 350 + 432 = 782 kJ/mol
I realize that BDE is only ...
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0
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Fragmentation behavior of spots in TLC
I tested multiple development using eluent condition hexane + 1% of ethyl acetate. Then I observed kind of fragmentation of spot.
I'm not sure, but I guess that successive spots are from the skyblue ...
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Source to practice organic chemistry nomenclature [duplicate]
Is there a website or a big PDF to practice just nomenclature of organic compounds.
thanks.
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Why does 1-ethylidene-2,3-dimethylcyclopropane exhibit cis-trans isomerism?
I think the carbons 2 and 3 have different configuration according to the CIP rules which makes the groups different:
Am I correct? Is there any official criteria regarding these cases ?
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Does heat increase the hydrolysis of urea hydrochloride?
The preparation of ammonium chloride by reacting urea with HCl produce urea hydrochloride the reaction take too much time to get ammonium chloride depending on ratios.
So can heat increase the ...
user123481
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Using neutral or basic alumina in column chromatography for purification of amines
I am conducting a synthesis involving amines, and it is found that some spots still hardly moves from the starting point in spite of the dichloromethane 9:methanol 1 eluent condition. Addition of ...
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How do I calculate the empirical formula when ash is present in the percentage composition?
I am trying to calculate a chemical formula. How do I calculate the empirical formula when ash is present in the percentage composition?
Example-
C- 47.7%
H- 7.2%
N- 1.8%
S- 0.9%
O- 38.0%
Ash- 4.4%
...
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1
answer
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How does Calanolide A react with NaOH solution? [closed]
Calanolide A is an anti-HIV drug
I assume the ester group, phenolic hydroxyl group and carboxyl group formed by hydrolysis in the molecule can react with NaOH. Is that correct?
How many moles of NaOH ...
3
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O-C-O bond angles in carboxylates vs carboxylic acids?
I am wondering how different the O-C-O angle is in a carboxylate vs its acid form.
Does it (noticeably) increase because of the electron-electron repulsion caused by an additional lone pair?
Bond ...
1
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0
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Is LCP working well in real experiments? or is it more of an oversimplified principle?
I have a question for people who have applied Le Chatelier's principle (LCP) to their experiment or have knowledge about people who have done that to increase the yield.
Essentially, I am curious
&...
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