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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How does this reaction work? [closed]

C can be converted to D with NaOH and heating at 300 degrees celcius. What is the mechanism of the reaction?
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Will all aldehydes and ketones give 2,4-DNP test?

I've recently gone through 2,4-DNP test for aldheydes and ketones on Byjus: An aqueous solution of 2,4-dinitrophenyl hydrazine (DNP) is known as Brady’s reagent. It reacts with carbonyl compounds (...
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Determining the number and relative proportions of different types of carbons [closed]

For question 1-3, I have no idea what it means by relative proportions of different types of carbons and hydrogens. For the molecule on the left in 1-1a, I can count 7 unique carbons and 12 unique ...
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Electronegativity vs basicity

If an atom is more electronegative ,then it should be less basic because it doesn't want to donate its electron cloud to $H^+$ . For example see the halogens ($X^-$) , F is most electronegative among ...
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explain what is a, b, c and d in the given question [closed]

the answer is: i don't understand how to this is the answer. can someone please help?
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Name of type of bond where configuration at the carbon and geometry of double bond is not fixed [duplicate]

For the given compound X, the total number of optically active stereoisomers is ____. I'm having difficulty understanding what the squiggly bond line means. Is there a name given for it organic ...
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Can methoxide ion be used as a base in an E1 elimination reaction?

This one problem given in my textbook is confusing because all I know is we can use a weak base for an E1 Reaction. But the reagent given is a methoxide ion. I thought the answer would B but it is C. ...
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Just looking for some help with finding relative ratios of components in a mixture using proton NMR

G'day, I am used to identifying molecular structure in isolation using proton and carbon NMR, but have never worked with a mixture before. The mixture relates to the following spectrum: The spectra ...
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1answer
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Why do some biofuels have a maximal blending ratio?

ICAO has several conversion processes for sustainable aviation fuel (SAF) with various maximal blending ratios. What would happen if we tried to increase the blending ratio with these processes?
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Can the reaction of co2 and naoh form na2co3 and water co and oxygen [closed]

I saw a question which said that: A gaseous hydrocarbon of 10cm³ exploded with 30cm³oxygen to give a 20cm³ of gas at room temperature (which I thought was co2) This gas was shaken with naoh and its ...
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1answer
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What antimicrobial can be readily synthesized in a school laboratory for a project on antimicrobial resistance?

I am currently a student studying at a high school hoping to do a project on antimicrobial compound synthesis to use in investigating antimicrobial resistance in E. coli strains. I am hoping to ...
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Organic Physical Chemistry [closed]

Why is 2,6-Difluoropyridine volatile, whereas 2,6-Dichlorpyridine is a crystal solid? (I need a detailed answer including intermolecular interactions,...)
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Lewis acid catalysis with BF3

I am a beginner of Lewis acids/bases reactions and found Lewis acid catalysis. There is an example, which is the opening of epoxide by an alkyne anion activated by $\ce{BF3OEt2}$: According to ...
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What molecule is pictured on the cover of Dead Sara's album "Ain't It Tragic?"

An album released today by Dead Sara, titled Ain't It Tragic, has a chemical structure on the album cover. Here's a close-up of that structure: As the structure is partially obscured, it's difficult ...
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How to do work up of reactions (Problem of Emulsion) where NO2 group is reduced using SnCl2.2H2O?

I did a reaction where I have reduced Nitro group to -NH2 group. I have added solid NaHCO3 and shifted pH to 10 as reported in procedure. While extraction emulsion is forming so how to overcome the ...
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Organic Chemistry Solubility Question [closed]

Question: The solubility of “Compound Z” in boiling ethanol (78 C) is 0.20 g/mL and 0.01 g/mL in cold ethanol (0 C). a. What is the minimum amount of ethanol required to recrystallize a 5 g sample of ...
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How could we synthesize tert-butyl-alcohol, starting with just methane as only carbon source?

would it be possible to synthesize tert-butyl-alcohol with methane as the only carbon source? I mean, I almost figured it out, so basically methane is radically substituted by bromine under UV, then ...
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Why doesn't the protonated propyne rearrange?

In the reaction of propyne with $\ce{HBr}$ this cation (prop-1-en-2-ylium) was mentioned by my teacher: $$\ce{H3C-\overset{+}{C}=CH2}$$ He told me that the carbocation will not rearrange as it will ...
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Acidity of triphenylmethane

The question is : Why does triphenylmethane have such a high pKa value (going up to $33$) My reasoning suggests that the conjugate base is highly stabilized and hence triphenylmethane should be a ...
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Reaction of 1-Bromo-1-phenylethene with two equivalents of LDA

I was confronted with the reaction of 1-bromo-1-phenylethene with two equivalents of LDA, then the product is hydrolyzed. As it is a bulky base, it will surely deprotonate and form the phenylacetylene,...
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2answers
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What's the major Product? [closed]

I was thinking, would the bromine add to the more substituted Carbon due to selectivity?
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Does addition of reversible and irreversible reaction gives a reversible reaction or irreversible reaction? [closed]

There are 2-3 questions related to it . Does every reaction has a equilibrium constant ? (even the irreversible one's ?) I have read that any acid having pKa < -1.7 dissociates in water ...
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How can we synthesize this cycloester, starting with methyl 4-phenylbutanoate?

I was wondering how to realize following synthesis: I am struggling with this one; for sure, this has something to do with the benzyl position which is particularly reactive, and something ...
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Chemical structure of Indole-3-Carbinol [closed]

How would you describe the chemical structure of Indole-3-Carbinol pictured above?. Thanks!
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Synthesis of allylic ether, starting with phenalene

I stumbled across a retro-synthesis question, for which I don't know the exact answer; I prepared two synthesis ways, but I don't know if they could be realized in a lab. The question is the following:...
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Is the exothermic reaction that happens when we add water to acid because of the dissaciation of ions? [duplicate]

I've been wondering why should you add acid to water and not the other way around. I would like the point that , "this is because of the dissociation hydrogen and chlorine ions" to be "...
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Birch Reduction of Benzene with sodium in liquid ammonia [closed]

I had a question with the following reaction sequence: For the first step, what I did was the following: However, the answer is shown to be his one: Please explain why the free radical rearranges ...
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Some research groups offer notes e.g. myers and evans. Does anyone else have any other good research group note recommendations for organic chemistry? [closed]

I am interested in protecting groups, reductants, and oxidants (I'm not looking for textbook recommendations though, I wanna read notes) Thanks in advance!
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By what chemical process does shellac in alcohol degrade over time?

It is well established that shellac dissolved in alcohol ('liquid shellac') has a limited shelf life. The actual shelf life is highly variable, depending on the source, manufacture, storage. But after ...
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1answer
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Finding molecular formula of hydrocarbon from burning known volume in excess oxygen [closed]

I'm a candidate for this year's october IAL session and am a private candidate. I just can't seem to figure out the answer to this question PLS HALP !!!!
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Simmons-Smith reaction, example reaction

Does this reaction work in theory? It's based on the Simmons–Smith reaction but with ZnCCl$_4$ instead of ZnCH$_2$Cl$_2$.
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What is the effect of temperature changes on the following reaction: 2 SO2 (g) + 2 CaCO3 (s) + O2 (g) = 2 CaSO4 (s) + 2 CO2 (g) [closed]

What is the effect of temperature changes and why so? Equation: $$\ce{2 SO2 (g) + 2 CaCO3 (s) + O2 (g) -> 2 CaSO4 (s) + 2 CO2 (g)}$$
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1answer
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What is the reason behind the stereoselectivity of the conversion of vinyl silanes to alkenes?

I have included some snapshots from clayden organic chemistry: The photos show a discussion of the addition of an electrophile to the bottom of the vinyl silane. However, what if the electrophile ...
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Reaction of Diphenylethene with two equivalents bromine?

I am doing some prep exams and was confronted with the reaction of diphenylethene with bromine, the question specifically highlighted that it is two equivalents of bromine, no solvent nor temperature ...
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1answer
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Comparing Rate of Hydrolysis of Acyl halides

In this particular question, my answer is (D) as steric hinderance is minimum there, but answer (B) was given due to the electron withdrawing (-M) effect of the nitro group. Isn't steric hinderance ...
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How can the oxidation of TEMPO be selective?

According to the article "TEMPO oxidizes alcohols to aldehydes and ketones", the oxidation of TEMPO (2,2,6,6-tetramethylpiperidine-1-oxyl, 2564-83-2) can be highly selective. I assume it ...
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1answer
55 views

Grignard-type reaction of 3-bromocyclohexene, or rather recombination?

I have a question regarding a proposed Grignard-type reaction which involves the conversion of 3-bromocyclohexene to 1-(cyclohex-2-en-1-yl)propan-1-ol, in diethylether. As the bromine atom lies in ...
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What happens to the pH of a solution composed of a mixture of potassium carbonate, potassium hydroxide and water? [closed]

What happens to the pH of a solution composed of a mixture of potassium carbonate, potassium hydroxide and water? There is also a carbon rich active ingredient in this mixture, after mixing all the ...
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2answers
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Action of EtONa/EtOH on compound containing -CN group

In the above question, I know compound A will be prepared by just replacing -Cl with -CN group in the starting compound. I wanted to know what work would be C$_2$H$_5$ONa/EtOH doing in order to make ...
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1answer
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Mechanism of cyclisation with tin(IV) chloride

I have taken this photo from synarchive: https://synarchive.com/syn/325 I tried reading the research paper this synthesis was found in (Couladouros, E. A.; Vidali, V. P. Chem. Eur. J. 2004, 10 (15), ...
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1answer
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Mechanism of acid-catalyzed ring opening of a cyclopropane ring

I have a question regarding following synthesis which apparently only needs a sour medium to occur: What exactly happens as a mechanism? What I thought was: The alcohol group gets protonated and ...
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Reason for adding TFAA in this synthesis pathway?

I have included a short part from a synthetic pathway from: https://synarchive.com/syn/112 $\ce{Mg3N2}$ reacts with $\ce{MeOH}$ to liberate $\ce{NH3}$ which I believe is used in nucleophilic ...
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The flow diagram below shows the preparation of different organic compounds [closed]

Please give full calculations and and please answer all the questions
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Difference between enantiomers diastereomers meso and achiral compunds [closed]

I am currently doing high school organic chemistry but whenever i come across a reaction asking me to identify whether the product is enantiomer , diastereomer ,meso ,racemic ,optically active or ...
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Why is 2,3-dihydroxybutanedioic acid chiral?

I had this question in my book which asked us to comment whether 2,3-dihydroxybutanedioic acid is optically active or not. I have been taught that molecules with a plane of symmetry or center of ...
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(How) can a reaction be both stereoselective and stereospecific?

From what I have learnt, stereospecific and stereoselective reactions are defined as follows - Stereospecific - The stereochemistry of the reactant dictates the stereochemistry of the product. Thus, ...
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1answer
106 views

What does one mean by saying "in conjugation"

In my chemistry class in high school we just started with resonance and my teacher said that its the phenomenon of moving around of negative charges, lone pairs or pi electrons with no change in ...
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Reasons for scratching the wall of a flask when precipitate crystals [closed]

I heard that scratching the wall of the flask helps precipitate crystals when obtaining crystals. By scratching the wall of the flask, the crystals from it fall in the center and act as seeds to help ...
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1answer
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Product of reaction between cyclohexene and bromine in methanol at 273 K

What product could we expect when we let cyclohexene react with an equivalent of bromine in methanol at 0 °C? Is it just the trans-addition of bromine (rac.) or also the SN1-susbtitution on a carbon ...

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