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.

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2
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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 ...
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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
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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
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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
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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
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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
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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 ...
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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
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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
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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?
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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
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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 ...
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1answer
42 views
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0answers
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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?
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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 ...
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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?
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0answers
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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
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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, ...
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0answers
14 views

Draw Resonance structures of: [closed]

Draw Resonance structures of buta-1,3-diene. Write their stability order with proper reasons.
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0answers
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13
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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 $\ce{P=O}$ ...
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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. ...
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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
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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 ...
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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.
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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
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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 ...
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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'...
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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
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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
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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
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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
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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
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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
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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 ...
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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
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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
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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
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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?
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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
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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
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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
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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 ...
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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 ...
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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.
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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
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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. $\pu{−127.8 °C})?$
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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 ...
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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
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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 ...