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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What is the difference between 2,6-di-tert-butyl-4-methylphenol and 3,5-di-tert-butyl-4-methylphenol 1H NMR spectra?

So there was this exercise in my book (picture below) a compound I got to the conclusion that the compound might be either 2,6-di-tert-butyl-4-methylphenol or 3,5-di-tert-butyl-4-methylphenol. I was ...
Roxtron's user avatar
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How can i find protocol for Bocylation of Amino-PEG4-Acid and its deprotection?

I intend to make mesoporous silica nanoparticles(MSNP) with a peptide attached to it. Between my target peptide and MSNP, i use Amino-PEG4-Acid as a linker molecule. Due to the order of assembling ...
Thalaa's user avatar
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1 answer
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Why do the reactions of organic matter tend to be endothermic?

I am studying a level chemistry. I have come across this fact that organic matter generally undergo endothermic reactions. I can't find an explanation for this anywhere online.
user57928's user avatar
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Why is Markovnikov Product favoured in Electrophilic Addition Reactions of Alkenes in non-polar solvents?

I understand the reason for why Markovnikov product is favoured in the addition of acidic reagents (HX) where the electrophilic addition reaction is brought out by the attack of a proton on the double ...
Nothing's user avatar
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Does aldol condensation require 1 or 2 alpha hydrogens? [duplicate]

I have read that aldol reactions require at least one $\ce{\alpha-H}$ in the reactant. I read the mechanism and solved some questions but then I encountered a problem. I could not figure out the ...
Throwaway's user avatar
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Energetic stability and rate of reaction of organic compounds

I am currently taking organic chem for biologists (meaning the level, or the depth, we go into is easier than what a chemist would learn). What is the relation between Energetic stability and the rate ...
PepegaAskingQuestions's user avatar
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Materials harder than Diamond at High Pressure?

I posted this on physics.stackexchange yesterday but it didn't get much reception and I figured it could have a home in Chemistry as well. It's well known that hardness and young's modulus can change ...
Sidharth Ghoshal's user avatar
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What do the pi antibonding orbitals of 1,5-hexadiene look like?

Hi so right now I'm learning about the Cope and Claisen rearrangements, and often something is shown where the antibonding pi orbitals of the two alkenes have to overlap in a certain way, like in the ...
Bozo San's user avatar
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Number of electrons involved in resonance

To be brief let me an example consider phenol and phenoxide ion here in case of phenol the resonance occurs because of lone pair of electrons is O atom here the number of atoms donated by lone pair ...
Just a student's user avatar
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Titanium tank additions [closed]

I have a 8000 gallon tank of HF , nitric acid and water. How do i calculate how much nitir acid to add to a tank at 9g/l to take it to 12 g/l
lenard murphy's user avatar
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Iodimetric titration for reducing agent

I am stuck at point, where I want to find the % Purity of my analyte with iodimetric titration as the analyte is very strong reducing agent. I found reference which mentions titration with iodine in ...
Manjiri Jadhav's user avatar
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Are But-2-en-1,4-diol and 2-hydroxybutanal a Functional Isomer of butanoic acid

I came across a question in cengage where we were asked to give the various functional isomers of butanoic acid. I knew that esters and acids are functional isomers but i got a doubt when i thought ...
N N-DiEthyl Benzamide's user avatar
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1 answer
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Organic compound nomenclature

As I learn nomenclature, I was told that -OH has higher priority than alkene. However, the last compound says otherwise. What is the key here?
Shira's user avatar
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Can we use formation/ cohesive energy to express the structure stability of a supercell?

I have created a graphene supercell using Quantum Espresso and performed a vc-relaxation on it. Now, I need to verify whether the created structure is stable and demonstrate its stability with ...
Thejan Hasaranga's user avatar
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alkaline iodine test and its exceptions in organic chemistry

does ethanoic acid give a yellow ppt with aqueous alkaline iodine? because it technically does have a methyl ketone part. so what is the 'difference' between ethanal and ethanoic acid if we say ...
Safa yousif's user avatar
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0 answers
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Reaction of Carbon disulfide [closed]

I want to understand the mechanism of the reaction between 1, 2-diaminobenzene with carbon disulfide to create benzimidazole thiol, and the name of the type of the reaction
OSAMA AHMED's user avatar
11 votes
1 answer
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How to apply the Cahn–Ingold–Prelog priority rules to an isotopically-labeled molecule?

Is the following the correct designation (S) for the chiral carbon in a skeletal representation of 1-chloro(3-13C)butan-2-amine? The CIP rules say to go one at a time by each rule until you find an ...
Parker Willett's user avatar
1 vote
1 answer
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How does potassium hydroxide break down organic peroxides?

It is always recommended to store diethyl ether over potassium hydroxide. However, given that organic peroxides form via radical reactions, which mechanism involving hydroxide ions will result in the ...
jona173's user avatar
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Mechanism of Cu Catalyzed reaction between Benzoic acid with DMF

I'm looking for the mechanism of this reaction that I have stumbled upon. It is believed to be a radical reaction and I can kinda see that but I'm not convinced that I can understand all of the steps, ...
GabrielAlx's user avatar
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1 answer
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Minimum volume of benzene with percentage yield

The overall yield for the synthesis of N-phenylethanamide from benzene was found to be $35.2\%$. Calculate the minimum volume of benzene, in $\mathrm{cm}^3$, required to make $10.0\, \mathrm{g}$ of N-...
Jane902's user avatar
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1 answer
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In what cases can LiAlH4 reduce alkene, or alkyne?

Lithium aluminium hydride $(\ce{LiAlH4})$ is known for its vast usability as reducing agent since it can reduce almost any organic functional group to alcohols, amines etc. Despite being so versatile, ...
Ansh's user avatar
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2 answers
54 views

Stability of phenylic carbocations

Problem: Structure (1) is more stable than structure (2). My teacher stated that Structure (1) is more stable than Structure (2). I find this confusing. How can Structure (1) be more stable when ...
Haider's user avatar
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8 votes
1 answer
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What is 'spray foam' or 'expanding foam'?

At the wikipedia are: Spray foam (expanding foam in the UK) is a chemical product created by two materials, isocyanate and polyol resin, which react when mixed with each other and expand up to 30-60 ...
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Palladium coupling reactions and purification

I tried to synthesize 2-(6-fluoropyridin-3-yl) acetic acid from 5-(Chloromethyl)-2-fluoropyridine using Pd(OAc)2/PPh3 catalyst,Na2CO3 and DCC. I eluted my product on TLC with Ethyl acetate/hexane/...
Ella's user avatar
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1 answer
33 views

ease of dehydration [closed]

ease of dehydration for the following alcohols is? I understand the most easiest would be for III, but shouldn't it be easier for I than for II? because II forms an anti aromatic compound? But the ...
user145228's user avatar
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Acetylation of salicylic acid

How is acetylation of salicylic acid a type of nucleophilic substitution reaction? Isn't only H being substituted by the acetyl group? and hydrogen isn't a nucleophile right?
user145228's user avatar
1 vote
2 answers
69 views

Use of Equivalent in organic chemistry

The question is taken from an engineering entrance exam in India(JEE 2024) If 3 mole of aniline is reacted with one equivalent of benzene diazonium chloride the maximum amount of aniline yellow formed ...
Rishikesh's user avatar
-1 votes
1 answer
57 views

(Anti)aromaticity of cyclopentadienone

Consider the molecule cyclopentadienone as shown below. It is found to be very unstable due to its antiaromatic character as seen in the following resonance structure - However, the following ...
FundamentalTheorem's user avatar
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0 answers
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Stability of structures [closed]

Stability of the following structure
Hamsini Chowdary's user avatar
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Why does COMT methylate the 3-position hydroxyl group of norepinephrine?(metabolism of norepinephrine)

Why group 4 hydroxyl is not methylated? What is the differences between hydroxyl of meta and para for methylation?
Shab's user avatar
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Does Glycerol-sawdust mixture stick to the bottom when you heat it in a pot? [closed]

When glycerol and sawdust of a ratio 8:1 are heated in a high-pressure cooker on a hot plate at 120°C for 2 h, will the mixture stick to and blacken at the bottom of the cooker?
Vera Maria's user avatar
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0 answers
69 views

Reaction SMARTS for Secondary Amine and Carboxylic Acid

I'm working on replicating methods from Klarich et al. [1] and the authors do not provide the reaction SMARTS used for synthesizing secondary amine + carboxylic acid building blocks. Does anyone have ...
Karl's user avatar
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0 answers
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Filtering out sugars from liquid dye solution best scalable solution [closed]

I extract dyes from organic produce ideally we just want the colour-causing pigment in the final product. I have been extracting with ethanol as sugar is meant to be less soluble in it. I then add a ...
T Ayton's user avatar
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0 answers
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Comparison of the basic strength of the following compounds - Methanamine, Ethanamine, Propan-2-amine

According to what I have learnt, the more the electron donating effect there is, the more will be the basic strength due to better stabilization of the conjugate acid. Also, the priority for inductive ...
Suhail Sahib's user avatar
-2 votes
1 answer
50 views

Why is o used for hydroxy groups in IUPAC naming instead of saying 2-hydroxy [closed]

For this question, i marked compound II correct as 2-methylbenzaldehyde and got the question correct, but for compound I, i marked it wrong and suggested the name to be 2-hydroxybenzaldehyde. I got ...
Snehal Bhadani's user avatar
2 votes
1 answer
136 views

What is the criss-cross C-N bond in furazolidone? [duplicate]

What is the cross C-N bond in the structure of furazolidone? I have never seen this notation before and couldn't find anything on it.
imrobert's user avatar
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Why C-H bond is more reactive than C-C bond [closed]

Why C-H bond is more reactive than C-C bond despite bond dissociation energy of C-H bond 414kj/mol is more than C-C 348kj/mol bond?
ABHAY's user avatar
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0 answers
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Cyclic structure of fructose [duplicate]

In D-(+)-glucose -OH at C-5 attacks the aldehydic group forming it's cyclic structure.Some people explain reason behind the attack of -OH at C-5 is the formation of 6 membered pyranose ring,which is ...
Sharma Ji's user avatar
1 vote
1 answer
96 views

1-Bromo-4-tert-butylbenzene reaction with NaNH2 [closed]

I'm struggling to grasp how the reaction would turn out. Could you help? My idea was that the bromide atom will get replaced by the amino group of $\ce{NaNH2}$, but when I google, I read that $\ce{...
wengen's user avatar
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8 votes
2 answers
620 views

FTIR Spectra: Did I synthesize ethyl gallate from gallic acid?

I successfully synthesized ethyl gallate from gallic acid and ethanol (of course there are other reagents too, like DCC and Pyridine). Before conducting FTIR analysis, I performed column ...
Jonathan's user avatar
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2 votes
0 answers
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Oxidation of 1,2 dicarbonyls by tollens reagent

According to the wiki page on Tollen's reagent https://en.wikipedia.org/wiki/Tollens%27_reagent#Qualitative_organic_analysis It also gives a positive test with hydrazines, hydrazones, α-hydroxy ...
mark's user avatar
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0 votes
1 answer
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Questions on protonation / substituent effects on the energies of HOMO and LUMO

I am trying to understand mechanisms through HOMO/LUMO and am struggling to understand 3 points from a lecture slide I found on the internet: Focusing on sigma*(C-F), sigma*(C-O) and sigma*(C-C), I ...
Question's user avatar
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Is there an effective way to reduce the plastic smell in a new refrigerator?

I just bought a new top-freezer refrigerator from a respected home appliance manufacturer. The freezer, in particular, has an overwhelming plastic smell. Plastic odors are sufficiently common in new ...
theorist's user avatar
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Remove a painted Logo on a TV remote control

i need to remove a painted logo on my plastic tv remote, please see picture below. Is there a chemical agent that is able to wipe out the written letters on my remote ?
salimsaid's user avatar
-4 votes
1 answer
29 views

Dissolving soil particle [closed]

I have dirty samples of soil that have seeds in them. the soil particles in these samples make the detection of the seeds harder for two reasons. the soil particles are the same shape and size as ...
Shahbaz's user avatar
0 votes
1 answer
43 views

Question about regioselectivity depending on the base used [closed]

In one of my organic chemistry lessons, it is possible to produce 2-methylbut-2-ene and 2-methylbut-1-ene from 2-bromo-2-methylbutane using a base, using the mechanism E2. The percentage of the two ...
AT N's user avatar
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What type of sugar is produced A. Tutton's Paper on the Synthesis of Glucose?

https://www.nature.com/articles/037007b0 At the end of all the chemical reactions, a sugary substance is identified by what sugar it is is not specified so I would like to know what it may be. (On a ...
Curiousmind's user avatar
0 votes
1 answer
74 views

Why do we use cis/trans for 1,4-dichlorocyclohexane, but R/S nomenclature for its 1,3 isomers?

1,4-dichlorocyclohexane has two isomers, and 1,3-dichlorocyclohexane has three: Looking at the substituted carbon, the reason for the isomers is the same: either the chlorine points up or it points ...
Karsten's user avatar
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-2 votes
1 answer
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Can NaBH4 reduce acid chlorides to alcohols? [closed]

My professor says it reduces only aldehydes and ketones, but acid chlorides are generally more reactive than both of them.
user144848's user avatar
-4 votes
0 answers
30 views

Does this synthesis of dimethylmercury require anything else? [duplicate]

I've seen that dimethylmercury can be made using sodium amalgam and methyl iodide. Are those the only chemicals needed or does the reaction require a solvent or application of heat or anything else ...
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