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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Essential oil by using solvent extraction method

I study about the essential oil by using solvent extraction method. I used the solvent by using ethanol. I would like to know about the ethanol percentage for essential oil. What percentage is ...
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Apparent Inconsistency in Nucleophilicity Trends

I am reading an organic chemistry text book. It states that, in polar protic solvents, nucleophilicity increases with polarizability down a period. This would mean that Iodide>...
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Why is a alkyne anion more stable than a benzene anion?

I would think the benzene anion (A) is more stable b/c the compound aromatic. Yes I understand that sp hybridized carbons are more stable than sp2 for negative charges, however I thought that ...
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12 views

Carbon-Carbon Chain stabilities [duplicate]

While learning about Carbon and its Compounds in a class 10 coaching, I suggested a structure for some isomers. It contained a connection of two consecutive carbons connected by double bonds. The ...
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Can we find the colour of an organic compounds using schrodinger's equation and MO theory? [on hold]

please help me with this question. i am just filling in words because they need the body to be atleast 30 characters long. thank you
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21 views

Favourability of leaving groups in nucleophilic aromatic substitution

It is known that the order of leaving group favourability of the halide ions changes when we go from nucleophilic substitution, in the form of $ \ce {S_N1}$ and $\ce {S_N2}$ reactions, to nucleophilic ...
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Long answer type answer for my questions [on hold]

I want answers to my questions for my exam I want answers early
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44 views

Question on identification of a compound

Question: Multiple correct answers are possible My Approach: I just found structure Q for all options A, B, C and D for which I have uploaded the structures below with their corresponding options. ...
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How can sorbitol be isolated from dextromethorphan hydrobromide in a mixed solution? (liquid form, solubility?) [on hold]

My question is how can sorbitol be isolated from dextromethorphan hydrobromide in a mixed solution?
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31 views

A Chemical tracing method for plastics? [on hold]

What chemical tracing method can be mixed in to all plastics to be automatically readable by recycling plant spectrometry? Plastics are difficult for machines to sort into pure batches for re-use, ...
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1answer
57 views

How to decide whether to pick 4-bromo-2-methoxyphenol or 4-bromo-6-methoxyphenol as the name for the compound?

Why is the following compound named as 4-bromo-2-methoxyphenol and not 4-bromo-6-methoxyphenol? Shouldn't the substituents be numbered according to their alphabetical order?
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Contamination of ultra-pure water [on hold]

How much time required for the contamination of ultra-pure water placed in open atmosphere?. What are the possible contaminants?
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11 views

Diketone intramolecular reaction question

I realize that one of the methyl groups on either carbonyl compound will become deprotonated and then it will attack the other carbonyl to form a pentane ring. However, with the methyl group in the ...
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Organic chemistry [on hold]

A scheme says: X reacts with Bromine solution(CCl4). When X is ozonized, it gives Y & Z. Both Y & Z reacts with Fehling solution. But Z does not give Iodoform reaction. How to find X,Y &...
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58 views

Carcinogens as poisons? [on hold]

I was wandering if anyone have used carcinogenic substances in an attempt to deliberately cause cancer. A poisoning if you like. And if so, what are the suitable chemical agents, and what are the ...
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Question regarding cis/trans in hydrogenation of alkene

I am new to Organic Chemistry and am stuck at the following question. I have understood that when an alkene is hydrogenated into an alkane, the hydrogen atoms are added to the same side. However, I ...
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1answer
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Role of hcl gas in organic reactions [on hold]

I encountered many questions in the competitive exam field of high school organic chemistry where we add some compounds and treat it in excess alcohol solutions in the presence of dry hcl gas, it is ...
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20 views

How do you find the %mass and/or concentration of Fe in green vegetables? [on hold]

How do you find the %mass and/or concentration of Fe in green vegetables such as silverbeet, spinach and parsley using colorimetry and titration?
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Shi Epoxidation Issues - Any help would be appreciated

As part of my PhD project, I'm currently looking into running a Shi Epoxidation reaction. The first step is to reproduce the current literature on this reaction by using trans-stilbene as my substrate....
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What Is The Heat Of Combustion Of Diesel And How Do I Find It? [on hold]

I need help in finding the heat of combustion of diesel, no where online can i find it, and my chemistry teacher does not know how to find it....
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1answer
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Why do Ketones Have Lower Wavenumbers than Esters?

The average wavenumber for a ketone is about $\pu{1720 cm-1}$ and the average wavenumber for an ester is about $\pu{1740 cm-1}$. This, however, does not make sense, as the carbonyl group of an ester ...
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53 views

Which is more basic: oxaziridine or diaziridine? [on hold]

Which is more basic: oxaziridine or diaziridine? Oxaziridine's got one nitrogen and one oxygen as heteroatoms, while in diaziridine there are both nitrogens.
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18 views

How would you order alkyl groups of this compound numerically? [on hold]

If akyl groups are ordered alphabetically and ethyl comes before methyl, would this compound be called 2-ethyl-3,4 dimethyl pentane? Since that would be less than 4-ethyl-2,3 dimethyl pentane, correct?...
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Number of stereoisomers of polysubstituted cubane

The molecule given below is a substituted cubane. a) How many stereoisomers exist for this molecule? b) How many pairs of enantiomers are possible? How do I calculate the number of ...
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28 views

Finding out more stable conformer via molecular orbital interaction

Out of these two, which one is more stable? I'm unable to imagine the orientation of the lone pairs of O and ABMO of C and Cl bond. Any tips to tackle these kind of problems?
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38 views

How does cross-conjugation destabilizes a molecule?

Wikipedia article on ortho effect suggests that o-toulic acid is more acidic than benzoic acid. This fact is rationalized by suggesting that steric effect causes COOH group to "twist" out of the plane ...
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1answer
31 views

Partial dissolution of non-polar solutes in polar solvents

I have learnt that in order for dissolution to occur, the solute-solvent intermolecular forces must be strong enough to overcome the solute-solute and solvent-solvent forces. However if this is the ...
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1answer
564 views

Why does this image of cyclocarbon look like a nonagon?

The $C_{18}$ allotrope cyclocarbon has been synthesized and imaged. Science has most details behind a paywall, but this discussion includes an image: In this octakaidecagonal molecule, each $\color{...
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Product of electrophilic substitution reaction [on hold]

In the following Electrophilic (probably substitution) reaction of the compound with chlorine in the presence of Aluminium chloride what should be the product and why? I am not sure about its name ( ...
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20 views

Is the black carbon powder useful for preparing printers black ink(water-inks)? [on hold]

I need to prepare black water ink for printers. Is The carbon black powder is the right pigment to create black water ink for printers. What are the specifications of the perfect black carbon powder ...
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22 views

Do any decent thermochemical databases exist? [duplicate]

The more thermochemical properties the better, but specific heat/ specific heat capacity is what I am looking for.
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15 views

Ethyl acetate produces red colour on ceric ammonium nitrate test

When I did CAN test on ethyl acetate red colour was seen. I thought water may get added with Ethyl acetate to produce this compound which in turn gave red coloration but carbon should not make three ...
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1answer
29 views

Which of these reactants will not generate this racemic amine?

I understand that in E there is no electrophile the amine can attack, however, I do not understand why A is an answer as well. The amine in A can perform an intramolecular attack on the aldehyde and ...
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27 views

Ease of formation of 3 membered heteroatomic rings [closed]

A three membered ring is easier to form than a four membered one, although the former has a larger ring strain.. Why???
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19 views

Is the 1,4-adduct of carbonyl compounds ever a major product over the 1,2-adduct?

If, say, propenal undergoes nucleophilic addition of hydrazine, will the 1,2- adduct or the 1,4-adduct be preferred? Why? There is an obvious reasonace structure with an electrophilic beta carbon so ...
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31 views

What would the transition state look like for the following reaction? And a question on Gibbs free energy of the Transition State [closed]

The alkaline hydrolysis of ethyl acetate. Also wanted to know whether the addition of solvent would have an impact on the Gibbs free energy value of the Transition State since the transition state ...
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1answer
20 views

Role of THF in oxymercuration of alkenes

I am trying to self learn solomon's organic chemistry book, but there is no explanation over why we should use THF in oxymercuration. After a quick search I found out that THF help stabilize in ...
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Cleaning of chlorbutyl plungers

This is my first post, so please bear with me. At work I have some chlorobutyl plungers that I need to clean from any residual material that might be left after production. A colleague of mine told ...
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2answers
35 views

Acidic Cleavage of ether with a 2° alkyl group

I know that an ether with a 3° alkyl group and a 1° alkyl group is cleaved by Sn1 mechanism to give a tertiary alkyl halide and a 1° alcohol. And an ether with a two 1° alkyl groups is cleaved by Sn2 ...
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0answers
28 views

Increasing concentration of acetylcholine via SPE

I am trying to increase the final yield of acetylcholine (ACh) in my biofluid samples. I need to get the yield high enough for high confidence annotation of ACh (currently all I can really say is that ...
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2answers
640 views

Why is tert-butoxide often used in elimination reactions when it is not necessary?

I understand that tert-butoxide is used to favor the Hofmann product in elimination reactions due to its steric bulk (and thus inability to abstract a proton in a more substituted position); however, ...
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50 views

Preparation of 3-ethylpentan-3-ol

Is it possible to use CI3TMS (a carbon with three iodo groups and a trimethylsilyl protecting group) and three equivalents of an ethyl grignard reagent to prepare 3-ethylpentan-3-ol? By deprotecting ...
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44 views

Calculating ionic strength and pH of a buffer solution [closed]

Im trying to calculate ion strength and pH of solution. Components of the solution: 47 ul of 1000 pmol DNA in Elution Buffer (10 mM Tris-HCl pH 8.5) was bound to 3 ul of 10 µM YoYo1 (flourescent dye) ...
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1answer
36 views

How to avoid cannizaro reaction during aldol reaction? [closed]

I am doing some Aldol reaction in lab,problem is **basically one of my Aldehyde is converting largely in cannizzaro products.**Please suggest me which base I can use so that I will not get cannizzaro ...
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2answers
281 views

Why is the Lucas test not recommended to differentiate higher alcohols?

I read about the Lucas test for alcohols in which a cloudy precipitate is produced with a tertiary or secondary alcohol. However, on a side note it was mentioned that this test is useful only for ...
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1answer
30 views

Doubts Regarding Ceric Ammonium Nitrate Test for Alcohols

I read about Ceric Ammonium Nitrate Test for Alcohols and a red colour is produced if the solution has an alcohol functional group however as a side note it was mentioned that this test is only useful ...
3
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0answers
15 views

Doubts Regarding Compounds Which Can Give Aniline Dye Test

I read that to test for the presence of Phenol Groups in an Organic Compound Aniline Dye Test can be performed. If the solution has phenol present it gives a red or orange precipitate to confirm the ...
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How to remove the foggy discoloration in polycarbonate tubes caused by acetone?

Unknowing that the tubes used in the centrifuge are made of polycarbonate, I cleaned them with acetone. Following, a white smoky discolouration appeared and the tubes turned opaque. Is there any way ...
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25 views

Reaction of carbonyls with alcohol

Why dont ketones react with mono alcohols to give acetals unlike aldehyde? They are very similar and almost share all general reactions. However, there was no reaction of ketones with mono alcohol but ...
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1answer
25 views

Can five membered ring form through Friedel-Crafts alkylation?

Our teacher told us that five membered ring can’t be formed through Friedel-Crafts alkylation but acylation is OK. Why is that? Is it because alkylation is an unfavored 5-endo-trig reaction but ...