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.
7,303
questions
2
votes
1answer
80 views
Pinacol Rearrangement
I got no idea what's happening as in the product (the answer is (a)) there is a new ring being formed on the left benzene. But as I studied after $\ce{H2O}$ leaves, a carbocation is then formed on ...
-4
votes
2answers
9k views
In Glucose, how will you prove the presence of the following? [closed]
One carbonyl group
5 hydroxyl groups
One primary alcholic group
0
votes
0answers
12 views
Reactions which confirms the presence of cyclic structure of glucose
Are there any reactions that can be explained only on the basis of the cyclic structure of glucose rather than the open chain thus confirming its presence in the solution? Like a reaction that can ...
4
votes
3answers
3k views
Which branches of chemistry and in what order to learn (self study)?
Hi I have decided to give chemistry another shot (it didn't take so well way back in high school). My main interest is for reading up on brain chemistry and pharmacology.
I currently have a textbook ...
1
vote
1answer
28 views
5-methylhexa-1,3-diene reaction with HBr
What will be the major product of the reaction?
I guess that rearrangement will take place and give 5-bromo-5-methylhex-2-ene as a product, but I'm completely not sure
2
votes
1answer
26 views
Is it possible to have “negative overall activation energy” for whole chemical mechanism?
I am trying to find out correlation for Ignition delay for alkane fuels. Activation energy part of correlation gives me negative value.
for ignition delay formulation, Is it possible to have overall ...
3
votes
2answers
411 views
Mechanism with hypohalite in haloform reaction
The haloform reaction is usually done in a solution of NaOH and $\ce{I2}$ (or indeed, any halogen). Now the first part of the reaction mechanism in the wikipedia page and in the most organic books ...
1
vote
1answer
20 views
What are the products of a reaction between CCl3F and NaOH?
I'm just wondering what could arise from a reaction between an aqueous CFC such as $\ce{CCl3F}$ and aqueous sodium hydroxide, $\ce{NaOH}$. Would the dissociated $\ce{OH-}$ ions undergo an $\mathrm{...
5
votes
1answer
99 views
Origin of the term “millamolecule”
I came across a term "millamolecule" to represent macrocycles with a molecular weight between 500 and 1,000 daltons. Google Scholar show several resources which use this term e.g., Google Scholar ...
5
votes
1answer
108 views
Acid-catalysed isomerisation of phenyl epoxide to aldehyde
How does $\ce{H3O+}$ cause the formation of an aldehyde from the following epoxide?
I thought that the epoxide would undergo opening to form a 1,2-diol, as illustrated below. Am I wrong?
1
vote
0answers
23 views
Source of highly nucleophilic iodide
What is be the best commercially available source of highly nucleophilic iodide in non-polar solvent? Solvents used are cyclohexane, benzene, chlorobenzene.
I can get ahold of bromide quaternary ...
0
votes
1answer
30 views
Recommendations for textbooks with correct and up-to-date information
I recently began studying chemistry, only to find out that, apparently, concepts such as “octet expansion” and Lewis structures are outdated and incorrect. And I don’t mean they’re approximations of ...
-1
votes
1answer
42 views
Why does H₄CO₄ exist as a stable compound? [closed]
Why doesn't $\ce{H4CO4}$ exist as a relatively stable compound ?
1
vote
0answers
30 views
Oxidation of ascorbic acid (Vitamin C)
What would you suggest me to use for oxidation of vitamin C to dehydroascorbic acid instead of bromine water?
1
vote
0answers
23 views
Difference between liquid and solid stearic acid
I had some stearic acid in solid pellet format. It is slippy and in white color. I used this to make some experiments. I recently notice that some manufacturer can supply liquid stearic acid. I ...
-1
votes
0answers
14 views
Basicity of methyl and ethyl amines in NON-AQUEOUS medium [closed]
Is the order of the basicity of methyl-substituted amines and ethyl-substituted amines change the 'same' in an 'AQUEOUS' and a 'NON-AQUEOUS' medium?
-1
votes
0answers
8 views
Preparation of diazonium salt is at low temperature, then the rate of reaction is slow or fast [duplicate]
Preparation of diazonium salt is at 0-5'c
What is about the kinetical data?
If there yield is low?
Why we use these diazotisation reaction?
2
votes
3answers
119 views
I have a solution of citric acid, tartaric acid, water and glucose. How do I find the concentration of the citric acid present in the solution?
If I try to find the concentration of citric acid through back titration or reverse titration, the base I would use, like NaOH, would react with both acids to form sodium citrate and sodium tartrate, ...
-1
votes
0answers
14 views
Draw Resonance structures of: [closed]
Draw Resonance structures of buta-1,3-diene.
Write their stability order with proper reasons.
0
votes
0answers
20 views
How do I separate glucose from a mixture of citric acid, tartaric acid and water? [closed]
How would I separate the glucose from that solution, mentioned above?
13
votes
1answer
1k views
Explanation of the strength of phosphorus-oxygen bond
When discussing the Wittig reaction, Clayden's Organic Chemistry cites the strength of the $\ce{P=O}$ formed in triphenylphosphine oxide as a driver of the reaction through enthalpy:
The $\ce{P=O}$ ...
-1
votes
0answers
7 views
Find solid and liquid at room temperature by their boiling and melting point [closed]
Find a gas at room temperature
Find A solid at room temperature
Find volatile liquid (easily changed into vapours)
Substance
A. -111. -78
B. -7. 58
C. 0. ...
0
votes
0answers
48 views
Does aniline react with FeBr₃?
I have read that aniline does not undergo Friedel–Crafts reaction because it complexes with Lewis acid $\ce{AlCl3}.$ Will it also react with $\ce{FeBr3}$ during bromination (to receive a 3-bromo ...
8
votes
2answers
289 views
What products do 4-nitrobenzaldehyde and 3-nitrobenzaldehyde give in a crossed Cannizzaro reaction and why?
What are the products of reaction of 4-nitrobenzaldehyde with 3-nitrobenzaldehyde in the presence of $\ce{NaOH}$ when they show Cannizzaro reaction?
To my understanding, 4-nitrobenzaldehyde has more ...
-1
votes
1answer
32 views
Mechanism of the reaction of cyclohexanol and concentrated nitric acid to form adipic acid [closed]
If someone could please give me the hint to how the initial attack is carried out, it'd be a huge help.
-2
votes
0answers
7 views
Bond clevage when positive charge is developed on cyclopropane [closed]
Hi so I was confused on how does the bond cleave takes place if a positive charge is developed on like substituted cyclopropane. Since it becomes highly unstable there I get that the ring will open ...
9
votes
2answers
3k views
Role of methanol in NaBH4 reduction
In reduction of carbonyls (aldehyde and ketones) to alcohols using NaBH4/Methanol, alkoxides are formed with the Boron which usually gets protonated on addition of water/acid.
My question is what is ...
-1
votes
0answers
28 views
Is there a specific name for silicon malonate oxide?
Is there a trivial name for that compound, other than "silicon malonate oxide" and "3, 5-dioxa-4-silacyclohexan-2, 4, 6-trione"? It's structually similar to barbituric acid (DEA officials alert) so I'...
-1
votes
1answer
37 views
Organic- chemistry [closed]
What is the name of the organic compound . I tried but all went in vain i qas unable to figure out the name of thw compound .
4
votes
1answer
44 views
Reduction of an Allylic Enoate to afford allylic alcohol in presence of Benzyl Acetal Groups
I have a question that requires finding a reagent for the reduction of an enoate to the corresponding allylic alcohol. Preferably done in one step too with an acid workup at the end too.
What types ...
3
votes
1answer
63 views
Why does phenolphthalein form in this reaction?
This reaction (http://orgsyn.org/demo.aspx?prep=CV1P0476) gives quinizarin as the major product in about 70% yield.
However, when the same reaction is conducted with phenol insteas of p-chlorophenol, ...
3
votes
1answer
34 views
C−H bond length in organic compounds [duplicate]
I am reading Fundamental concepts of organic chemistry by Dr. Anju Srivastava (12/04/2007).
It shows that carbon-hydrogen bond in ethane is 1.1 Å long, in ethene it's 1.08 Å, and in ethyne it's 1.06 ...
1
vote
1answer
28 views
Remove stain from synthetic leather
I have a valuable soccer ball. It is not real leather, but a synthetic leather.
I used this cleaning agent to remove a few marks:
https://www.amazon.co.uk/Motsenbockers-Lift-Off-Graffiti-Remover-...
5
votes
3answers
6k views
Which conformations of 2,3-dimethylbutane are more stable?
I am not sure what the proper arrangement of these conformations are from least to most stable. I got the wrong answer, but my thinking was this:
First, I thought that because 2 and 4 are in eclipsed ...
6
votes
1answer
325 views
Is E1cB possible in the reaction of cyclopentadiene with acetone in presence of ethanolate?
When cyclopentadiene 1 and acetone 2 are reacted with sodium ethoxide in ethanol, what product is obtained? I was told that the correct product 3 is formed by nucleophilic addition of cyclopentadienyl ...
0
votes
0answers
26 views
What is the intermediate in this reaction? [closed]
I need to fill in the intermediate and final product, but am not sure what the intermediate is or the mechanism that the reaction undergoes. If someone could help with the intermediate I'm hoping I ...
4
votes
1answer
262 views
How to control the Friedel–Crafts alkylation reaction to methylbenzene as the major product?
My question is due to a discrepancy I found in reactivity and organic conversions.
In reactivity of organic compounds it has been established that an alkyl group activates the benzene ring, and, hence ...
1
vote
1answer
4k views
Bond dissociation energy order for C−C, N−N, O−O and F−F single bonds
Data from Chemistry LibreTexts — Strength of Covalent Bonds, Table 8.8.1: Average Bond Energies (kJ/mol) for Commonly Encountered Bonds at 273 K:
$$
\begin{array}{cr}
\hline
\text{Bond} & D/\pu{...
5
votes
1answer
97 views
What are the disadvantages of using the InChI format?
What are the disadvantages (if any) in producing and using the InChI format of chemical compound representation in chemoinformatics? Are there any particular problem one can face when using InChI?
-1
votes
0answers
45 views
What will happen when 2,4,6 trinitroanisole is reacted with KOEt in HCl [closed]
I tried to do by Normal Aromatic Nucleophilic Substitution Reaction, but I think there is some other parameters or some different reactions will occur, can anyone give me a hint? A mechanism is ...
1
vote
0answers
39 views
Synthesis of Aspirin
In my lab experiment for the synthesis of Aspirin we used hot water to quench the reaction. Why wouldn't we use cold water but hot water?
3
votes
0answers
35 views
Why does the nitrile carbon experience more shielding than a carbonyl carbon in CNMR?
In organic chemistry lecture, we were given a chart of approximate signal shift ranges for different carbon types in CNMR spectra. carbonyl carbons (C=O) have a range of about 155-210 ppm, but the ...
0
votes
1answer
33 views
Nomenclature of ester with cyclic substituents
I have to tell the name of the following compound
The name is cyclopropylmethyl cyclobutanecarboxylate. All of it makes sense but I don't understand why the suffix carboxylate comes? Why are we ...
-1
votes
0answers
33 views
Reacting vinegar and Calcium carbonate for fertiliser [closed]
I've been making fertilizer by reacting Vinegar with Calcium Carbonate and wondered if the resulting product would degrade the readily available form of Calcium and turn it back into Calcium Carbonate ...
-3
votes
0answers
24 views
Which is the major product obtained from the following sequence of reaction? [closed]
(CH3)2CHCH2N(CH2CH3)2 --CH3I--> --Ag2O-->--heat---> products
Answer is:(CH3)CHCH2N(CH3)CH2CH3 +CH2=CH2
How is this answer obtained...? Please show the mechanism also.
0
votes
0answers
18 views
Can a delocalized pi bond show geometrical isomerism? [closed]
For example, can 1-phenyl-but-2-ene show geometrical isomerism? Would the restricted rotation be affected because of resonance?
I tried looking this up, but couldn't find any explanation. Any help ...
6
votes
1answer
255 views
Large difference in boiling points of tetrafluoromethane and tetrachloromethane
Why is carbon tetrachloride $\ce{CCl4}$ is seen to posses liquid state (b.p. $\pu{76.72 °C}),$ whereas carbon tetrafluoride $\ce{CF4}$ is in gaseous state at room temperature (b.p. $\pu{−127.8 °C})?$
0
votes
1answer
37 views
The product of the reaction of chloroiodoalkane and cyanide ion in acetone
What would be the product of the following reaction $\ce{Cl-CH2-CH2-CH2-I + KCN} $ ($\pu{1mol}$ each) in acetone?
I think the reaction should follow the second order nucleophilic substitution ...
-3
votes
0answers
12 views
Why don't resonance occur in meta-substituted benzene? [closed]
[![Why there no resonance in meta xylene? Please explain][1]][1]
[1]: https://i.stack.imgur.com/mZo3b.pngstrong text
0
votes
0answers
21 views
Rate of addition reaction [closed]
Which of the following proceeds faster?
a.CH3-CH2-CH=CH2 + acid catalysed addition of water
b.CH3-CH=CH-CH3 + acid catalysed addition of water
According to me, b proceeds faster than a.Because ...
