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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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What would be the reaction mechanism for the synthesis of 2-(2,4-Dinitrobenzyl)pyridine via aromatic nitration

So far I worked out the scheme. I'm just confused on how to write the reaction mechanism.
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18 views

Carboanion in heterolytic cleavage

My book states the following (Look below figure 12.3): The heterolytic cleavage can also give a species in which carbon gets the shared pair of electrons. For example, when group Z attached to the ...
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0answers
20 views

Which is faster- SN1 or SN2?

We were studying about nucleophilic substitution reactions. My professor said that in general SN1 reactions are faster than SN2 reactions. I am unable to understand that how can we generalise the rate ...
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0answers
16 views

Which is more acidic in nature [on hold]

Please explain this question. How to solve other problems related this question.
4
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2answers
134 views

Determine structure from NMR

So I've come across this lovely spectrum of a compund where only its chemical formula is given with C5H9NO. I have made the pictures of the spectrum available below. obviously there is some pretty ...
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0answers
33 views

How can we compare the order of basicity among the following? [on hold]

My problem is I am unable to compare how basic these compounds are. I tried to compared the resonance effect among these compounds, but as these compounds do not have the property of alternate double ...
2
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1answer
23 views

Resonance with different size orbitals

The equilibrium for this reaction is on the left side. Why is this? I thought since the sulphur in molecule X has bigger p-orbitals than the oxygen in molecule Z, resonance would be a less important ...
1
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1answer
51 views

Number of Stereoisomers for Terpin

Terpin (4-(2-hydroxypropan-2-yl)-1-methylcyclohexan-1-ol) has two $\mathrm{sp^3}$ carbons with different substituents on a cycloalkane, so it has two cis-/trans-isomers, and from what I was taught, is ...
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1answer
35 views

Chemichal difference between liquid sucralose and powder sucralose

In my country (Brazil), sucralose comes in this two forms, liquid and powder. Looking on the nutritional table, liquid sucralose have no significant amount of carbohydrates or kcal; On the powder ...
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0answers
17 views

Organic Chemistry--GOC(Resonance) [on hold]

In how many of the following 2nd is more stable than first?
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0answers
26 views

Aromatic or non aromatic compound [duplicate]

I am providing a picture of an organic compound , according to me the compound should be non aromatic as it has sp3 hybridized carbon in other ring , but in NCERT textbook it is written the given ...
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0answers
43 views

How do I compare the order of acid strength of the following? [on hold]

How do I compare the acid strength in the following? $(1)HCOOH$ $(2)CH_3COOH$ $(3)C_6H_5OH$ $(4)C_2H_5OH$ I tried to take a look at their conjugate bases stability but cant really figure out what ...
3
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2answers
84 views

Which of the following carbocations is more stable?

Which of the following carbocations is more stable? I know two major factors in determining carbocation stability: resonance and the number of carbon atoms neighboring the positive carbon. Does ...
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22 views

How to Study Organic Chemistry (STD 12)? [on hold]

More than 50 % of my STD 12 Syllabus is Organic Chemistry.In STD 11, I had a really huge problem with Organic Chemistry. But I was good till the 1st OC chapter of 12th- Haloalkanes and Haloarenes. ...
2
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2answers
136 views

Determining number of unique hydrogens in lactupicrinal 1H NMR

I'm having trouble understanding which hydrogens are magnetically distinct in the following molecule (lactupicrinal): I've counted all the hydrogens (there are 20) and I know that hydrogens in a ...
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0answers
23 views

Why are meta-sustituted phenols more acidic than phenol? [on hold]

We have been taught that electron donating groups reduce the acidic nature of phenols and its derivatives. Then why are all the following compounds more acidic than phenol:
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E2 towards secondary over tertiary and primary beta-carbons

I would like to convert this tertiary bromoalkane to this trisubstituted alkene via E2 Theoretically, using a strong base (NaOH) would result in the formation of the Zaistev product (tetrasubstituted)...
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0answers
14 views

Hess’ Law question [on hold]

The ionic equation for this reaction is shown. Ca(s) + 2H+(aq) → Ca2+(aq) + H2(g) ∆Ho = x kJmol–1 Construct a fully labelled Hess’ Law cycle to connect each side of this equation to the relevant gas ...
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0answers
35 views

Is paraformaldehyde safe as a catalyst in cosmetics? [on hold]

I am making a new body wax to sell. I have a supplier that is selling a very interesting ingredient but I happen to know it contains paraformaldehyde. They claim there is no formaldehyde left in the ...
3
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1answer
73 views

How does the splitting in this molecule take place?

Consider the following molecule and data: $$ \begin{align} \mathrm{H_a} &= \pu{1.0 ppm} &\quad J_\mathrm{ab} &= \pu{5.0 Hz}\\ \mathrm{H_b} &= \pu{3.0 ppm} &\quad J_\...
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0answers
33 views

The mechanism of separating AlCl3 [closed]

For this question I have gotten to: I know I am supposed to separate the $\ce{AlCl3}$ through aqueous work up, but I am not sure what the mechanism is. The resulting answer is the enol/keto form + $\...
2
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1answer
37 views

Hyperconjugation in bridged carbon systems

While studying about hyperconjugation, I came across the following compound which posseses one α-hydrogen (with respect to the $\mathrm{sp^2}$ hybridised carbon atom with an empty $\mathrm{p}$-orbital)...
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0answers
19 views

What determines how substances should be stored? [closed]

(Що впливає на умови зберігання речовин) Some substances can be stored solely dissolved, others only pure. Give at least two fundamentally different examples of both organic and inorganic substances ...
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0answers
41 views

Confusion with IUPAC naming of Morphine

I'm having trouble understand what sections of the molecule morphine relate to what sections of its corresponding IUPAC name of (4R,4aR,7S,7aR,12bS)-3-methyl-2,4,4a,7,7a,13-hexahydro-1H-4,12-...
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1answer
59 views

Why is the carboxyl proton in salicylic acid more acidic than the phenol proton?

I know I'm just wrong about this but I'd appreciate some help seeing why. It seems to me like the phenol proton in salicylic acid should be more acidic than the carboxyl proton. When I try to draw ...
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0answers
27 views

Major Organic Product of pheylpropene and diazomethane? [closed]

What is the major organic product synthesized from phenylpropene and diazomethane? I get that N2 from the diazomethane is going to be the leaving group correct and it forms the carbene :CH2 correct? ...
0
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1answer
40 views

Cross-conjugation

Could somebody please explain the concept of “cross-conjugation” (Organic Chemistry) to me? In what kind of conjugated systems is it observed, what are its effects on resonance of the system as a ...
0
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1answer
19 views

Distillation of methanol and water - Temperature Change

We tried the synthesis of methyl benzoate in the lab via the Fischer Esterification reaction with excess starting methanol. After 1 hour of refluxing the reactants we immediately set up a simple ...
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0answers
22 views

Question 238 please [closed]

Please explain how to distinguish option 2 and 3?
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0answers
27 views

How does compound (a) have R-stereochemistry at both chirality centers? [closed]

How does compound (a) have R stereochemistry at both chirality centers? It looks like the stereochemistry at C-2 is S-configuration. Also, what is the priority for the substituents on C-3? https://...
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0answers
21 views

How to homogenise Calcium Chloride Dihydrate with Corn Starch Powder? [closed]

How to homogenise Calcium Chloride Dihydrate (77%) with Corn Starch Powder? And then how to remove moisture in the mixture? What's reaction requires?
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0answers
26 views

Which Chemistry will have better industry job career in future organic, analytical or physical? [closed]

I am planning to do my Ph.D. in chemistry. I did my MS in Organic Chemistry. I want to know which chemistry fields will have better job opportunity in future in USA?
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0answers
81 views

Can aniline be made with the method described in Dr Stone?

In Dr Stone, the main character makes aniline by rinsing coal tar with HCl, then mixing in ethyl acetate. See the image below. Is a method like this possible? What is occurring here?
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30 views

Cis/trans with alkene substituents on cycloalkanes

My chemistry book is saying that the double bond indicated by the red arrow can generate cis/trans isomers: I don't understand how this can be so, as you need to use E/Z priority rules in this case. ...
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0answers
36 views

Meaning of arrow from nitrogen to oxygen in resonance effect [duplicate]

What is the meaning of the arrow that is pointing from nitrogen to oxygen in this picture?
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0answers
39 views

How is alcohol different from water as a solvent

Since both are polar and protic, they both should give similar reaction mechanisms and intermediates
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0answers
25 views

Gauche interaction between Chlorine and CH3 [closed]

Is there a gauche interaction between Chlorine and CH3? If yes, what’s its value?
0
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1answer
28 views

Is it necessary to add prefixes of halogens (more than 1) to the iupac name alphabetically?

If I draw structure of 2-bromo-4-chloropentane and 4-chloro-2-bromopentane I get same result, when I try to draw structure. So why is it necessary to name prefixes alphabetically. Can we write iupac ...
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0answers
41 views

Why is acetaminophen insoluble in dichloromethane? [closed]

It looks like aspirin and acetaminophen can participate in hydrogen-bonding due to their -OH groups and caffeine is a weak hydrogen-bond acceptor because of the nitrogen in its ring. Why is ...
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1answer
18 views

Stability of Canonical Structures [closed]

What would be the order of relative stability between the given resonance structures and why? (Structures are in the image)
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0answers
27 views

Why do we need Polar bonds to do oxidative addition? [closed]

When we do Oxidative addition in coupling reactions we need polarized =C-X bonds. Why =C-H bond can't undergo oxidative addition so easily? and what is C-H activation?
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0answers
30 views

Do alpha hydroxy ketones give iodoform test

So, we know that alpha hydroxy ketones give tollens test as the tautomerise into their enol form and the then have an equilibrium between the 2 keto forms. So going ahead with the same logic. Do ...
0
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0answers
38 views

What is product of reaction of 3-bromo-1,4-cyclohexadiene with Mg in presence of dry ether and heat? [closed]

At first I thought the reaction is making grignard reagent and only addition of $\ce{Mg}$ will occur with $\ce{Br}$. But the correct answer given by book is benzene.
4
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0answers
44 views

Hofmann and Zaitsev products

It is known that, with regard to the elimination reaction, the Zaitsev product is the thermodynamically more stable product, which is also often the more substituted alkene while the Hofmann product ...
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0answers
19 views

what type of ink is used to basketball black lines? [duplicate]

what type of ink is used for basketball balls black lines ?
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1answer
58 views

Sulfur can violate the octet rule because it has an “empty D orbital” is there any other information the periodic table isnt telling us?

In sulfur or any atom with an expanded octet on the 3rd row, where does the idea that they have an empty D orbital come from ?
6
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1answer
128 views

What is the physical state of vitamin E acetate at room temperature and normal pressure

Vitamin E acetate ((+)-alpha-tocopherol acetate) is sold as semi-solid/liquid by Sigma and their safety data sheet gives the melting point as 25 °C. On the other hand, internet databases such as ...
0
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2answers
54 views

Why are we still using cis/trans system while the E/Z system is better than it?

I am currently learning about Alkenes. It is given that cis/trans isomerism is either ambiguous or doesn't even apply in cases where the alkene is trisubstituted or tetrasubstituted. To solve this ...
0
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1answer
41 views

How can a methyl cation exist without 8 valence electrons

So far I have been taught that everything wants to achieve noble gas configuration - 8 electrons in the outer shell. I came across a methyl cation. Which contains a positive carbon, no lone pairs and ...