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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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0answers
24 views

IUPAC name of this trisubstituted benzene [duplicate]

Can you guys please help me name this compound? Steps would be appreciated.
1
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0answers
19 views

Are alkaline conditions required for Maillard reaction?

The Maillard reaction, a form of non-enzymatic browning, refers to a cascade of chemical reactions that frequently occurs in the cooking of foods (e.g. baking of pastries, roasting of meats). It ...
1
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0answers
32 views

Experimental measurement on the ring-strain

for my thesis i calculated the ring-strain of a molecule by MP2 on the computer. I was wondering if there is an easy possibility to get the experimental value of the ring strain. I guess I have to ...
1
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0answers
27 views

Why aren't primidone's lactam groups acidic?

I understand that 5,5-disubstituated derivates of barbituric acid only show lactam-lactim tautomerism opposed to the lactim-lactam and keto-enol tautomerism of barbituric acid, hence the 5-mono and 5,...
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0answers
27 views

Basics of the electrical double layer

I am currently trying to gain a better understanding of the use of electrochemistry in the field of organic synthesis. In order to better understand these syntheses I thought it would be a good idea ...
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1answer
30 views

Is the acetyl protecting group cleavable with ammonia?

I read in several sources that one can cleave an acetyl protecting group attached to an amine (thus an amide!) with gaseous ammonia. I can't imagine that a nucleophilic attack by ammonia at the ...
1
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1answer
30 views

E1cb reaction conditions

I'm wondering why an E1cb reaction needs a poor leaving group like -OH attached to one of the carbons. I thought the conjugate base of the leaving group must be stable enough not to de-protonate one ...
0
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2answers
35 views

Which is more activating among Phenol, Sodium Phenoxide & Anisole? Also arrange them in increasing order of their activating effect

This is in reference to Kolbe's Reaction, actually I think that Sodium Phenoxide is the most activating because, in Kolbe's Reaction we don't make react $\ce{CO2}$ directly with phenol for the ...
0
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1answer
60 views

Why chlorine participates in resonance even though it is a electron withdrawing group in case of phenyl chloride

Background A fundamental concept imparted at the beginning of organic chemistry is electronegativity. $\ce{N, O, F}$ and $\ce{Cl}$ are particularly electronegative and are capable of shifting the ...
9
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1answer
71 views

Are nucleophilic aromatic substitutions stepwise or concerted?

Recently, there has been a lot of discussion about nucleophilic aromatic substitution (SNAr) reactions apparently being concerted instead of stepwise (e.g. Krämer, K. Textbook aromatic substitution ...
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1answer
25 views

Differences in Glycerol Nomenclature [closed]

Could someone differentiate between the terms glycerol, glycerin, glyceryl and glyceride?
5
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1answer
92 views

Is HMgX also a Grignard Reagent like RMgX?

We do know that the Grignard Reagent is $\ce{RMgX}$ where R is some alkyl group & X is any halogen group. So, my question is that, whether $\ce{HMgX}$ is also a Grignard Reagent like $\ce{RMgBr}$?
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1answer
42 views

Confused in comparing the acid strength of these two cyclic compounds

I am having a hard time understanding the more acidic hydrogen in the following two compounds. I attempted it by looking at two things, finding the possible resonance and the EN of the Sulfur and ...
0
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1answer
46 views

Question about reaction notation (commas, numbers, and dashes)

I'm learning Organic Chemistry and in my university course we're using commas, numbers, and dashes in the reactions. My question is: What is the difference between these 3 forms of notation? $$\ce{-...
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0answers
19 views

How i can make an animated organic reaction mechanism?

I'm wondering if there is a software that helps to make an animated organic mechanism and show how arrows go. It would be clearer in visualizations.
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0answers
23 views

Why is E2 favoured over SN2 in the presence of R-O⁻?

I know that with R-S- there is a smaller HOMO-LUMO energy gap than with R-O-, hence R-S- is a better nucleophile, so SN2 is favoured over E2. But why is E2 favoured in the presence of R-O-?
2
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0answers
46 views

Why does LDA solution gradually turn dark brown?

LDA (lithium diisopropylamide) solution in THF/hexane gradually turns red-brown liquid. Especially commercially available one is extremely dark red-brown. What makes it brown? I've searched online ...
3
votes
1answer
110 views

Conditions for imine formation

Firstly, note that this is not a duplicate of Acid in Imine Formation. Clayden, Warren, & Greeves (2012) states explicitly on p. 231 that imine formation requires acid catalysis, and that the ...
2
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2answers
39 views

How long does a linear hydrocarbon chain have to be before we call it polyethylene?

Might be a really silly question here but here goes. Polyethylene is a polymer with a repeating unit of just 2 carbon atoms attacked to 2 hydrogens each which connect to other repeat units. This ...
2
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0answers
28 views

What is the peak at 3200 cm⁻¹ in the IR spectrum of Benzocaine?

Benzocaine has the following IR spectrum: and here is it's structure: From what I understand: The two leftmost peaks are the antisymmetrical and symmetrical stretchs of the amine group. Just before ...
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2answers
109 views

I need the diagram of “cyclobutanal” [closed]

I doubted whether I can say cyclobutanal or not. Im confused and didn't found my answer anywhere
0
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1answer
38 views

Finding the weighted parameters of the vertex adjacency matrix for a derivative of azulene

In my last question ( Numbering in a derivative of azulene ), I asked about the numbered of a molecule in order to find the Vertex Adjacency Matrix (VAM) of the same molecule. To explain my question ...
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2answers
35 views

Addition reaction(Haloalkane) [closed]

In these reactions if two reagent is given how to decide who is going to react with the compound.HBr is a strong acid CH3OH is a weak base.So HBr dissociate easily but CH3OH is reacting with the given ...
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1answer
27 views

Addition reaction of alkene [closed]

Correct option is option c but option d also forms same compound after 1,2hydride shift.So why only option a and b is possible why not d also??
3
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1answer
50 views

Why Na/C2H5OH not preferred in the reduction of carboxylic acid, despite being used for the reduction of esters

why is Na/C2H5OH not preferred in the reduction of carboxylic acid to alcohols, despite being used for esters?
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2answers
61 views

Why petrol is also called octane. what is the reasons? [closed]

why petrol is also called octane?I research many website. But i cannot answer of my question.
2
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0answers
43 views

Sigma electron movement in resonance forms

I have come across an example in my textbook, which shows resonance structures for the bromonium ion. However, I am confused as to why the sigma bond electrons "move" to get the tertiary carbocation ...
1
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0answers
30 views

Enantioselective alkylation of Aldehydes by Dialkylzinc reagents

Enantioselective catalysis is one of the important reactions in Organic chemistry which has huge applications in practical basis for synthesis of optically pure natural compounds. In this respect, I ...
3
votes
2answers
92 views

Numbering in a derivative of azulene

I was wondering if anyone can tell me how to number this molecule: This molecule is derived from azulene by addition of two sulfurs and two oxygens at positions 2, 6, 1, and 5 respectively. I would ...
0
votes
1answer
40 views

why diels-alder adduct is exo when we leave it for a while?

Recently we did an experiment of diels-alder reaction we left the adduct overnight! , and I've read a paper of Woodward that says the adduct of diels-alder thought to be endo whereas its exo.
0
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1answer
48 views

Ozonolysis mechanism question

Is this mechanism will be similar to ozonolysis ? My try : My Question is will B be the answer ? And what does Me2S do ?
2
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0answers
32 views

Methylation of nitroalkanes with diazomethane

It is known that diazomethane can methylate various compounds with acidic hydrogens. Diazomethane is most well-known for the efficient synthesis of methyl esters from carboxylic acids. Clayden, ...
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votes
1answer
65 views

What is/are the product(s) of the reaction of (5,5-²H₂)cyclopenta-1,3 diene with NaH, and quenched with H₂O?

$\ce{NaH}$ breaks as $\ce{Na+}$ and $\ce{H-}$. Here $\ce{H-}$ acts as a nucleophile and attacks at a place where the electron density is less. But the $\ce{C-D}$ bond is stronger than the $\ce{C-H}$ ...
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1answer
32 views

Organic chemistry( basics) [closed]

I have a confusion here .Why option (a) have minimum enol content.According to me enol content is related to stability ,so only compound a is undergoing resonance so it must have a maximum resonating ...
1
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0answers
26 views

Why is syn conformer of methyl formate more stable than trans conformer

As stated, I've read this in a textbook and it seems not explainable solely based on steric clash or Coulombic interactions. I know for such a simple molecule, it can be predicted ab initio using ...
1
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0answers
41 views

What is the major product of the nitration of N,N-dimethylaniline? [duplicate]

What is the major product when N,N-dimethylaniline, $\ce{C6H5N(CH3)2}$, reacts with concentrated nitric acid (conc. $\ce{HNO3}$) in presence of concentrated sulphuric acid (conc. $\ce{H2SO4}$)? Here, ...
1
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1answer
50 views

Displacement of leaving groups in organic reactions

When I initially learned about substitution reactions, there would be times where a poor leaving group had to be changed into a better one in order to proceed with a substitution reaction. For ...
2
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0answers
41 views

Do beta hydroxy aldehydes respond to Fehling's test?

Do beta hydroxy aldehydes respond to Fehling's test? I was told that it readily loses a molecule of water forming alpha beta unsaturated compound. But it still has an alpha hydrogen and I presume ...
1
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2answers
26 views

When there is more than one amino group in a molecule, which group is more likely to react when forming an imine? [closed]

Why does the third group react in this example and not the first?
0
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1answer
57 views

Side chain oxidation with KMnO4/H+

I know that in side chain oxidation with the given reagent follows oxidation of benzylic carbon (if atleast one benzylic hydrogen is present). So my answer would be But in my answer key only it is ...
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votes
2answers
87 views

Effect of nitro group basicity order of o,m and p nitroanilines?

Would someone please help me with this? The order of basicity of o,m and p nitroanilines is m>o>p. My book states that ortho isomer has -I effect, -M effect as well as ortho effect, and meta isomer ...
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votes
1answer
53 views

Why doesn't Silicon act as the basis of a class of compounds like Carbon is for organic compounds?

Carbon is the basis of organic materials in large part due to it's four valence electrons. Silicon also happens to have four valence electrons as well but does not serve as a basis for a large set of ...
1
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1answer
57 views

Reactions on alpha tetralone to synthesize naphthalene

Alpha-Tetralone is reacted by $1.\ce{Zn(Hg),HCl}\ \ 2.\ce{ Pd/C}$ What is the product and mechanism that is followed for the 2nd reaction? A book by SN Sanyal says that Naphthalene will be produced . ...
1
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1answer
30 views

Need help regarding exothermic and endothermic reactions

In my book it’s written that “A rise in temperature is given a positive sign. So the value of H is negative for an exothermic reaction. A fall in temperature is given a negative sign. So the value of ...
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0answers
22 views

The stability comparison of free radicals

We know that cF3 radical has pyramidal shape and in CF3 radical there is a steric repulsion of flurine atoms and there is also there is lone pair lone pair repulsive interaction which made the free ...
1
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1answer
65 views

Which has more enol content?

According to me, resonance in {a} is more effective than {b}. And for monocyclic ketones, enol has very less content. I say {1} has lesser enol than {2}. Which is right?
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0answers
65 views

Reaction of NaI + Acetone with Di Halides

I was studying about methods of creating alkynes from Di halides. One of the methods used is adding $\ce{NaI}$ $\ce{+Acetone}$.There's no mechanism given. $\ce{NaI}$ $\ce{+Acetone}$ is also used in ...
0
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1answer
100 views

Methods of preparation of propane

My book States part C as the answer of the following question. But according to me, part D, that is soda lime decarboxylation can also be a perfect answer besides the Corey House synthesis( that is ...
0
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0answers
35 views

Which is most stable resonance structure of 4-nitrophenoxide ion?

According to my coaching module the first structure is more stable. Why is this so? I feel both must be approximately equally stable since negative charge is on oxygen in both cases. Would someone ...
0
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0answers
34 views

Hydrogenation of acetophenone

How does acetophenone Ni/H2 at 25 °C give a pair of enantiomers (given as chapter practice question in a book)? I thought it should just give ethyl benzene.