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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7 views

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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1answer
100 views

Is a meta-sodium sulfonate group on a benzene ring electron withdrawing or donating?

I am wondering if a sodium sulfinate group would decrease or increase the electron density of the aromatic ring
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1answer
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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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4answers
367 views

Which of the following react with sodium in liquid ammonia?

This was a question in my question bank. I know sodium in liquid ammonia is used to produce trans-alkenes from alkynes. But from the options, it seems all of them react with sodium in liquid ammonia....
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1answer
142 views

How to name the compound with the formula Br3C-CHCl2?

Name the compound: How should I name $\ce{Br3C-CHCl2}$? Is it 1,1,1-tribromo-2,2-dichloroethane or 2,2,2-tribromo-1,1-dichloroethane?
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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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17 views

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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0answers
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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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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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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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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2answers
392 views

What is the Difference between Menthol Crystal and Menthol Powder?

I want to buy menthol powder from a chemical supplier but he is selling menthol crystal at half price of menthol powder (he says manufacturing process is the difference) so I am really confused what ...
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0answers
17 views

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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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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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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1answer
57 views

What happens when Hinsberg derivative is added to acidic solution?

The Hinsberg test of $\ce{C5H14N2}$ compound produces a solid that is insoluble in 10% aq. $\ce{NaOH}.$ This solid derivative dissolves in 10% aq. $\ce{H2SO4}.$ Which of the following would best fit ...
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20 views

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
33 views

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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0answers
32 views

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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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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1answer
40 views

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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0answers
13 views

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
615 views

How does the cyclopropyl group influence conjugation and aromaticity?

While answering the question Why isn't cyclobutane planar?, I recollected that cyclopropane and its derivatives behave like double-bond compounds, e.g. a cyclopropyl group can potentially be ...
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0answers
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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23 views

Inductive effect on benzene ring [closed]

I have read that : "Any charge on benzene ring gets stabilized or destabilized by Inductive effect only " If it is true then what is the reason behind this? Why don't we use Mesmeric and other ...
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0answers
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?...
2
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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 ...
2
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0answers
40 views

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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0answers
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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0answers
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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1answer
45 views

Usage of TFA in Pfitzner-Moffat oxidation and Collins vs Jones oxidation

Is the addition of TFA in Pfitzner-Moffat oxidation to protonate the DCC to form a positive carbocation for the alcohol to attack? Or is there more to it? Why is TFA used and not other acids? Are ...
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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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2answers
750 views

Which will give faster SN2 reaction

In $\ce{H2C=CH-Br}$ and $\ce{H3C-CH2-Br}$, which will react faster towards a $\mathrm{S_N2}$ reaction? According to me, as double bond exhibit −I effect, hence the 1st should do a faster reaction. Am ...
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0answers
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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1answer
2k 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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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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0answers
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
1k views

Reaction of amines with diethyl oxalate (Hofmann Separation Method)

Why does only one molecule of secondary amine react with diethyl oxalate and two molecules of primary amine react with diethyl oxalate? I feel secondary amine also should have reacted similar to ...
8
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0answers
319 views

Why are two three-membered rings preferred to a single five-membered ring in the reaction of a dihalide with alcoholic KOH?

The given answer is 1,1-dicyclopropylmethanone: Step 1 is abstraction of acidic H by the strong base. Then, there's surely going to be anchimeric assistance. But there can be two places where the ...
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0answers
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 ...
4
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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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0answers
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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0answers
18 views

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 ...