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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How many moles of grignard's reagent does it take to convert ester into alcohol?
Actually, this question is asked as true or false in JEE Mains 2021. Here is the question:
https://www.sarthaks.com/1245824/statement-i-ethyl-pent-4-yn-oate-on-reaction-with-ch3mgbr-gives-a-3-alcohol
...
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What is the driving force of Bartoli indole synthesis?
The Bartoli indole synthesis mechanism begins with a series of attacks on the nitroarene regent by the Grignard reagents. But the atom $\ce{O}$ in $\ce{-NO2}$ should be negative, and Grignard reagent ...
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What is the correct name of the compound according to IUPAC nomenclature [closed]
Which is the correct name of the compound shown in the photo attached to this, according to IUPAC nomenclature. Is it 2-Bromo-5-chloropentane or 4-Bromo-1-chloropentane. And what are the rules of ...
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What should be the major product of this reaction? [closed]
In this question, I am having confusion regarding the major product as all of them seem to be possible except option 3. What should be criteria to decide major product in questions like this where ...
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How much oxygen does burning a single cigarette consume?
Imagine, for whatever reason, that NASA in the late 60s when designing Skylab decided that, you know what this thing needs? A special module where the astronauts can go when they want to smoke! A ...
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Aromatisation of Alkanes
My textbook mentions the following reactions:
However the mechanism is not available
What is the mechanism for cyclisation and aromatisation of an n-alkane and how does the catalyst help?
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How do I make a dye solution for 2,6-dichlorophenolindophenol sodium salt using water [closed]
I need to prepare a dye out of sodium salt of 2,6 dichlorophenolindophenol using water. Ive tried making a solution, first using normal dd water, with $\ce{NaHCO3}$ at room temperature and then with ...
4
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1
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Comparison of acidic strength in organic compounds by assigning charges to rings
Generally we compare acidic strengths by comparing relative stability of negative charge formed by removal of acidic hydrogen. However I can't understand the following comparison
The solution given ...
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Which is the correct site of attack of base on 1,2-dibromopentane in elimination reaction
In the elimination reaction of vicinal dihalides, say 1,2-dibromopentane, we have more than one position for attack of base. In the given example, we can form two elimination products with double bond ...
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What is the role of ethanol in catalytic hydrogenation, as it is often mentioned in combination with H2/Pd? [closed]
The role of H2/Pd here is to convert nitrobenzene to aniline. But what's the role of ethanol ? Is it an attacking reagent? Or a medium for hydrogenation? (Although I don't think it being a medium is ...
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25
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Herbal cigarettes with no toxic ingredients [closed]
Is it possible to make herbal cigarettes which doesn't contain any toxic ingredients?
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Product upon reducing acid containing double bond [closed]
Let's say we reduce $CH_2=CHCOOH$ by $Ni(180^{\circ})$. We know that the catalyst $Ni$ can produce $4H$ and can break the $C=C$ bond as well. So,it will use $2H$ to break the $C=C$. But what will it ...
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How accurate is Marvin Sketch pKa determination? [closed]
I am looking at the medicine, levodopa, and having a hard time finding the pKa values of the different groups. This website: https://www.druginfosys.com//drug.aspx?drugCode=415&type=1 has some ...
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Why is AChE inhibited by triflates not susceptible to reactivation?
According to a report, certain esters of trifluoromethanesulfonic acid are capable of acting as irreversible inhibitors of acetylcholinesterase. Also, 3-PAM, while capable of reactivating AChE ...
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38
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Am I interpreting these pKa values correctly? [closed]
I'm trying to understand the chemistry of a medication: dexamethasone in oral formulation (though it can also be given orally as dexamethasone acetate or phosphate).I want to make sure that I'm ...
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Why the IUPAC naming of this compound is 6-hydroxycyclohex-2-en-1-one?
Should it not be 2hydroxycylohex-5-en-1-one?
Functional groups are usually given more priority than double/triple bonds, except in cases of Nitro, halides, etc.
Shouldn't the priority order be Ketone&...
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1
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Stability comparision between cyclopropylmethyl and other stabilised cations?
So I had a test recently where this following question came
I don't have any concern with (1), there is no doubt in it. But, how do we tell the stability between (2), (3) and (4). Our sir said that ...
15
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4
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Why is a C4 ring impossible?
I am admittedly not a chemist. I was playing with a molecule set recently and I created a ring molecule where I double-bonded four carbon molecules to each other in a ring.
I was in my university's ...
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41
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How can I get my ChemDraw structures to show up in older Microsoft Word documents? [closed]
When I open an older Microsoft Word document (10 years or older) none of the ChemDraw structures show up. The ChemDraw structures were copied and pasted from ChemDraw into Microsoft Word originally. ...
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Which is more -M (mesomeric effect) -CN group or -COOH group and why? [closed]
Searching on the internet it seems -CN shows more -M(mesomeric electron withdrawing) effect than -COOH when attached to hydrocarbon compounds.
Can someone explain why this is the case. It seems more ...
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Why do diastereomers have different physical and chemical properties?
While going through my book (Organic Chemistry, Paula Bruice) I came across the following line:
We have seen that enantiomers have identical physical properties. They
also have identical chemical ...
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Organisms break bonds to access kinetic/thermal energy, how is that energy then utilised? [closed]
I understand that animals and plants break chemical bonds (e.g. Glycolysis in plants) in order to access energy.
What I haven't been able to find answer for is, how would kinetic/thermal energy ...
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1
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Why is the melting point of 4-bromoacetanilide so high? Does it have any reason to do with the chemical structure, or the para aspect?
We used melting point to determine the type of bromoacetanilide, and it was closest to 4-bromoacetanilide. How can I explain why the melting point was what it is?
2
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1
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Confusion in carbocation rearrangement
In the above dehydration reaction (asked in a competitive examination) I have shown two paths, obviously only one of them is correct.
According to test correct answer is product formed through A but I ...
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26
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6
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1
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How to explain the acidity difference between these β-diketones?
In DMSO, pentane‐2,4‐dione (1) and 1,3‐diphenylpropane‐1,3‐dione (2) possess nearly identical $\mathrm{p}K_\mathrm{a},$ whereas 1‐phenylbutane‐1,3‐dione (3) is almost 1 $\mathrm{p}K_\mathrm{a}$ unit ...
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28
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What is the difference betweem between Hydroboration Oxidation and Hydroboration Hydrolysis [closed]
I am studying Reaction in alkenes and alkynes. In there the term Hydroboration Hydrolysis has been used but has not been explained. I tried searching online but I could only find Hydroboration ...
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Nucleophilic attack by O- in Cannizaro [closed]
In cannizzaro reaction, why doesn't the intermediate formed in second step show nucleophilic attack on another aldehyde by virtue of the negative charge on the oxygen. Why departure of hydride is ...
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2
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Why is the dipole moment of Anisole less than that of Phenol? [closed]
According to Wikidata, anisole has a dipole moment of 1.38D and according to this page on Researchgate, phenol has a dipole moment of 1.70D.
Resonance in anisole:
Resonance in phenol:
According to my ...
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1
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49
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How to find the percentage of chloroderivatives after monochlorination of a compound
There are series of examples in my textbook to decipher the chlorination selectivity.
The example was to find percentage of monohlorderviatives of n-pentane after free radical halogenation giving ...
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1
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Methanol Evaporation/Degradation From Surfaces [closed]
I've seen resources indicate how quickly methanol in small amounts evaporates from a dry surface in open air. Does this apply to methanol mixed with other substances, such as that in wiper fluid? I'm ...
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Will this reaction apparatus work (refluxing under inert atmosphere)
The nitrogen flow comes from the right side, directly into the flask. Then will go up the condenser and through the bubbler to release pressure. I am worried that my solvent that evaporates when ...
2
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1
answer
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Which hydrogen in 3-ethynyltoluene is the most acidic?
Arrange the three types of hydrogens in 1‐ethynyl‐3‐methylbenzene in the order from the most acidic to the least.
From my understanding, the hydrogen on methyl would be the most acidic as the ...
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Could there be any reaction between piperine and Pink curing salt #2 [closed]
EDIT: I originally (incorrectly) asked this question re: capsaicin; but found that the actual compound of concern in black pepper is "piperine".
This question originates on a forum dedicated ...
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Alkaline depurination of DNA oligonucleotides
I have heard that under very alkaline conditions DNA depurination can occur but I can't find a literature reference to this. Can someone please provide me with one? Thanks!
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-I Effect Comparision [closed]
I have a question that between --OH and --OR [example:- OCH3], which has more -I effect. My Sir told me that --OH would have more -I Effect than --OR because of electron donating nature of R [Alkyl ...
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In fulvene, does having a double bond outside a ring disqualify aromaticity? [duplicate]
My answer was that this is anti-aromatic since it is cyclic, planar, and every atom in the ring is sp^2 hybridized. Since there are 4 electrons, this is anti-aromatic, according to Huckel's Rule. My ...
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Is it possible to make cellulose acetate without acetic anhydride, only glacial acetic acid, sulfuric acid, and zinc chloride then put it on the heat? [duplicate]
We're having an experimental research and acetic anhydride isn't available in our country. Would it be possible to make cellulose acetate with only glacial acetic, sulfuric acid, and zinc chloride ...
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1
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Carbon monoxide question [closed]
When reading lots of articles about carbon monoxide poisoning cases I came across to it being referred as "silent killer" many times. Now, I know that carbon monoxide is a byproduct of an ...
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Glycation of peptides (Maillard reaction) by reductive amination
I would like to link glucose to the primary amines in a peptide containing lysine. Can I just mix glucose and the peptide and add some cyanoborohydride to perform a reductive amination? As long as my ...
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Dehydrohalogenation of Alkyl Halides
Is the dehydrohalogenation of alkyl halides (containing only 1 halogen atom) always β-elimination, excluding carbocation rearrangements?
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Choline alphoscerate polyhydrate synthesis
After reading through various sites in order to understand polyhydration or what is done to form a polyhydrate substance, I haven't been able to comprehend whether it just means water infused or if it'...
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61
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Action of Wolff Kishner reduction on amides [closed]
During a test i came across an aliphatic molecule with only an amide group at the end of the chain, on which Wolff Kishner reduction was carried out. Could someone specify what Wolff Kishner reduction ...
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1
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How is SO3H added to a benzene ring with two substituents present
If a benzene ring with an isopropyl group in the first position and bromine in the 3rd position was mixed with SO3 and H2SO4, where would the SO3H attach? Since Br is a deactivating agent that directs ...
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Oxygen tolerant RAFT polymerization using AIBN?
I want to do some RAFT polymerizations but don't have a nitrogen line at the moment. It seems that people have recently implemented oxygen scavenging strategies to enable open-air RAFT polymerization. ...
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1
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Does KMnO4 Oxidize Alpha-Beta Unsaturated Aldehydes? [closed]
I suspect that since $\ce{KMnO4}$ is a strong oxidizing agent it will react with the $\alpha,\beta$-unsaturated part of the carbonyl forming an epoxide. Are there any secondary reactions that one ...
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1
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How do you determine the number of nodes when shown the pi molecular orbits? [closed]
The pi MOs of deca-1,3,5,7,9-pentaene are shown below (from a top-down view). How many nodes does the highest-energy BONDING MO contain?
The choices are A) 1, B) 2, C) 3, D) 4. I know that pi*10 is ...
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2
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Why this preparation of Alkyne by dehydrohalogenation is done in two steps? [closed]
My teacher was explaining preparation of alkyne by dehydrohalogenation of Alkane dihalide. Actually the preparation is carried out in two steps. In the first step an alkane dihalide is ...
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Is my understanding of resonance correct? [duplicate]
I'm new to organic chemistry and needed some conceptual clarity on some points like...
Resonance hybrid has maximum similarity with most stable resonating structure
And the resonance hybrid is real
...
5
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2
answers
291
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Can carbocations exist in a nonpolar solvent?
I have seen in organic chemistry books that the solvents they used in reactions are either protic or aprotic, both polar, but can carbocation exist in a non polar solvent? I believe it cannot exist.
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