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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TEMPO Radical Analogue
After investigating what makes the persistent radical TEMPO stable, I was wondering if another compound which is more feasible for my needs would be comparable to it.
Would oxidizing 2,2’-Dimethyl-...
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Hydroboration, steroselectivity and anti-markovnikov product [duplicate]
My first question has to do with the fact that Hydroboration produces an anti-markovnikov product, why?. I don't see how that happens. A wikipedia artical says that B has a partial positive charge ...
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Dilution confusion
I have run into what I imagined would be simple mathematics, but it turns out I need some help.
My problem is I have a bottle of Geobacillus stearothermophilus and the concentration of the spores is $\...
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Removing denatured Crystalbond?
I have some water-soluble crystalbond that is attached to silicon and, because of some overheating (to about 150 Celcius) during a final processing step, the crystalbond seems to have charred (white/...
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How to find if a substance is Not equivalent to a mole? Assuming that substance exists in gas phase inside a closed container [closed]
Which of the following is Not equivalent to a mole of a substance? Assume each substance exists in a gas phase inside a closed container.
A. 2.02 g of H gas
B. 44.01 g of CO2 gas
C. 14.01 g of N gas
D....
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39 views
Does 3‐ethyl‐1,1‐dimethylcyclohexane have a stereocenter?
I knew that we have a stereocenter if the carbon is bonded to four different groups.
According to the stereocenter rules, I should have $\ce{CH2}$ bonded to the carbon of the stereocenter (marked with ...
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phenolsulphonic acid
Phenolsulfonic Acid( PSA) is produced after sulphonation of Phenol at around 100 degrees. They use this product in tinplating.
Once a stable PSA is formed after sufficient reaction , unreacted ...
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14 views
Keto Enol tautomerism [duplicate]
I don't understand why the keto form is present more at equilibrium. Yes I know that for phenols or instances where the enol form can have H-bonding the enol form is preferred, but generally I have ...
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Is (Z)-1-bromo-2-chloro-2-fluoro-1-iodoethene optically active or optically inactive? [closed]
Is (Z)-1-bromo-2-chloro-2-fluoro-1-iodoethene optically active or optically inactive?
Need a solution of the given problem. My test says it is an optically inactive compound but there seems to be no ...
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1answer
32 views
Why is para-aminobenzoic acid more acidic than ortho-aminobenzoic acid?
Compare the acidic strength of o-, m-, p-aminobenzoic acids.
I got that meta will be the most acidic as it won't be able to show R+ effect of $\ce{NH2}.$
But among the other two, i.e. ortho and para, ...
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14 views
Concentration of organic acids in lichens/rock substrates/soil (particularly oxalic and citric acid)
I am trying to design an experiment testing the efficacy of lichen acids to solubilize and mobilize nutrients from minerals in a lunar regolith simulant. My research so far indicates that oxalic acid ...
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35 views
3-propyl-penta-1,3-diene vs 3-ethylidene-hex-1-ene
From the rules that I know, I will name the above compound as 3-propyl-penta-1,3-diene because maximum number of functional groups (double bonds in this case) are in the five numbered carbon chain.
...
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1answer
33 views
Why these compounds don't show and show Geometrical isomerism? [closed]
I was recently studying organic chemistry related to Isomerism. I have doubt based on an example that is,
Why Cumulenes show GI?
Why 1-chloro cyclohexene don't show GI?
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17 views
Number of geometrical isomers that are possible in the following compound? [closed]
The number geometrical isomers are present in the given compound is ?
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Factors Affecting Rates of Reaction [closed]
1-Bromopropane reacts with sodium hydroxide solution to give propan-1-ol. The hydroxide ions replace the bromine in the organic molecule:
$$\ce{CH3CH2CH2Br + OH- -> CH3CH2CH2OH + Br-}$$
This is a ...
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71 views
Which of the structures is more stable? [closed]
Please Explain me which of the following structures is more stable. Is structure (b) having cross conjugation?
According to me, (b) should be more stable than (a) because free radical at primary ...
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1answer
28 views
What is the electrophile in Perkin's condensation reaction?
In Perkin's reaction, an aromatic aldehyde reacts with an acid anhydride to give an alpha-beta unsaturated aromatic acid. Which reactant is the electrophile and which one is the nucleophile?
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How to achieve a homogeneous mixture of nutrients in all measurements of dog food? [closed]
I have obtained the minimum daily requirements for nutrients for my 2 dogs. I have a freeze dryer and I want to make my dog some food. Knowing the MDR for the dog how to I mix up the dog food so that ...
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How to figure out the molecular formula of organic molecule formed from CO2 and H2O? [closed]
I am stuck with this problem for a few days now.
I have the equation, $$\ce{C_xH_yO_z + O2 -> CO2 + H2O}$$ and data
Mass of Sample (g)
Mass of $\ce{CO2}$ (g)
Mass of $\ce{H2O}$ (g)
0.5964
0.3048
...
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27 views
Bioorganic PKS Exam Revision
Hi all, going through exam revision for third-year Chemistry Exams. I'm coming up blank on some bioorganic questions on Poly Ketide Synthases. In the question it asks follows:
1)What post-...
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1answer
34 views
how does sulphuric acid both be needed for hydrolysing and forming starch? [closed]
I apologize if the question sounds weird. I'm in grade 10, and we were doing esters for organic chemistry.
one needs sulphuric acid as a catalyst for the formation of esters...apparently due to it ...
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34 views
Reaction pathway - Extra molecule used in one step only?
I am currently building a reaction mechanism through Gaussian calculations. I successfully found each TS and intermediates through the different jobs (opt, freq, irc) for my 3-step mechanism from ...
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Comparison of boiling points of para-derivatives of phenol
The boiling points of four para-derivatives of phenol are:
How can we compare the boiling points of p-nitrophenol and p-aminophenol?
Apart from the hydroxyl group, p-nitrophenol has two oxygen atoms ...
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26 views
1H NMR Broad peaks for Ethyl Chloride in benzene d6
Why do we see very broad proton NMR lines for a sample of ethyl chloride in benzene-d6 saturated with oxygen?
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How to count ratio of halogenation products [closed]
I am lost in one of my school tasks.
task assignment is: Reactivity of groups CH3 : CH2 : CH1 is 1 : 4 : 5 during the chloration. Count (please tell me the procedure of couting the ratio) the ...
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steam distillation vs fractional distillation
I am a high school student and I am a little confused in the techniques used to purify organic compounds, for e.g we study in steam distillation we reduce the external pressure on the compound to be ...
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1answer
36 views
Should I number substituent or double bond? [closed]
I am kind of confuse here whether to number $\ce{NO_2}$ or double bond in the ring.
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14 views
Combustion Reaction [closed]
A Gaseous Hydrocarbon of 20ml is added with excessive Oxygen and combustion is done.After that the mixture of the gaseous product was 50ml.Then CaO was added and volume reduced to 10ml.What was the ...
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1answer
66 views
How to carry out cyclization of 1‐(2‐methylbutyl)‐2‐nitrocyclohexane?
How the cyclization can take place as there is no other functional group than $\ce{NO2}?$
One way that I can think of is photochemical bromination which occurs selectively at tertiary center which ...
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Isn't methanol should turn blue litmus paper to red? [closed]
All alcohols are less acidic than water, but exceptionally methanol is more acidic than water, so I think that this certainly high acidity nature of methanol than water should result in a positive ...
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1answer
36 views
Calculation of concentration at equilibrium for extraction
The equation for equilibrium of solvent-solvent extraction is:
$$\ce{PhOH(toluene) <=> PhOH (aq)}$$
An aqueous solution contain $\pu{1.5 \times 10^{-2} M}$ phenol and is shaken with the same ...
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Does styrene react slowly or quickly with terephthalic acid (TPA) at STP?
The question asks basically if I put styrene in an environment at a certain (T,P) with terephthalic acid, which reaction mechanism will dominate and at what conditions? Styrene will normally react ...
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1answer
76 views
Are phenyl and allyl groups in prop-2-enylbenzene coplanar?
Wouldn't C1 and C2 in prop-2-enylbenzene be on the same plane as that of the phenyl ring, right? If the double bond connected to C2 was between it and C1, they would be, but is it correct that now ...
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KMnO4 and Na2C2O4 solutions were used in the reactions that took place in a back titration to determine the amount of H2O2 in a sample [closed]
KMnO4 and Na2C2O4 solutions were used in the reactions that took place in a back titration to determine the amount of H2O2 in a sample. Calculate the concentration of H2O2 in the sample (w / v) as% by ...
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Why does allyl anion have only two resonance structures?
There are only two resonance structures of allyl anion with negative charge distributed over positions 1 and 3:
$$\ce{\overset{-}{C}H2-CH=CH2 <-> CH_2=CH-\overset{-}{C}H2}.$$
What's the criteria ...
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Nucleophilicity of ethanol vs ethoxide in protic solvents
what I know is, when comparing charged molecule like ethoxide with neutral one like ethanol both in protic solvent. The charged molecule is more solvated and that decreases its nucleophilicity. so I ...
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1answer
68 views
What is the IUPAC name of this organic compound? [closed]
Variety is the spice of life. I have made an organic compound myself. Can you please tell me the name?
I thought that the correct answer is -
3,3-dibromo-2,4-dichloro-1,4-difluoro-2,4-diiodo-1-...
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Which electrons are in HOMO in a peptide bond?
We've recently studied the absorption of UV light by polypeptides, and found that the peptide bonds itself absorhs UV light at around 210nm. I'm confused about what feature causes this to happen.
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1answer
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Why is quinone mono oxime more stable than 4-nitrosophenol?
When we do nitrosation of phenols, we get para-nitrosophenol as the major product, which tautomerises to quinone mono oxime. This article states that it largely exists in the quinonoid form.
My ...
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In NaI in Acetone why 2-chloro-2-methypropane react and Iodoethane doesn’t [closed]
NaI in acetone is a classic Sn2 reaction, So why does 2-chloro-2-methypropane react here?(slowly at 55 Celsius)
5) Apparently Iodoethane doesn’t react here. What might be going on?
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what are effects of leaving group in SN2 in these allyl bromide and allyl chloride? [closed]
what are effects of leaving group in SN2 in these allyl bromide and allyl chloride?
what are effects of leaving group in SN1 in these allyl bromide and allyl chloride?
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1answer
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What can I react with alcohol (sanitizing alcohol to be specific) to make a colour? [closed]
I want to make a small science experiment/prank, basically I need a substance that I can have on my hands, or put on someone else's hands, and when they sanitize their hands it leaves a color. The ...
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Why is isopropyl alcohol (isopropanol) used in rubbing alcohol instead of 'regular' propanol?
Is isopropanol (or 2-propanol) a better solvent than ordinary propanol (or n-propanol, or 1-propanol)?
This is strongly implied, from what I have read, but I can't seem to find a place that distinctly ...
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1answer
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Reaction of 1,3-dimethyl-2,5-dintrobenzene with NaOMe/MeOH
I have looked through articles and closest I feel is in this question there will be a nucleophilic aromatic substitution. Now, a lot of questions are available where there is a halogen and OMe group ...
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1answer
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Halogenation of Octane with Chlorine gas
I have a question about the following Halogenation reaction:
octane + chlorine gas -> ?
The question is what are the possible products of this reaction, and which product would be produced in the ...
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Finding list of isomers of hexane, cyclohexane, octane, cyclooctane [closed]
I apologize this is not a core chemistry question. I am helping my daughter in her chemistry independent paper in grade 12 by putting together a database of hexane, cyclohexane, octane and cyclooctane ...
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How can we determine which alkyl halide will undergo E1/E2(elimination) reaction? [closed]
How can we determine that which alkyl halide is supposed to undergo elimination-1 reaction and which one will undergo E-2 reaction?
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1answer
103 views
Mechanism of ring opening of amine combined with formylation
What is the mechanism for this reaction? The tertiary amine is converted into an amide and the ring gains a double bond. I can't figure out how the C-O double bond would be formed.
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Estimating BDE Values
I'm having trouble understanding how to "estimate" the value of the BDE for the compound shown below (I believe it is a secondary benzylic C-Br value) shown below (the 58 kcal/mol). We are ...
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How to decide the order of stability of allylic carbocations when comparing to benzylic carbocation?
I was going through my organic notes and found this order of stability of carbocation:
3° benzylic > 2° benzylic > 2° allylic > 3° alkyl
I understand that all this is explained on the basis ...
