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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For the IUPAC name of a compound having complex substituents, can we use the common name for one alkyl group, then the IUPAC name of the other?

Say we have the compound We know that both the substituent alkyl groups are complex, as they aren't straight chains of carbon. The first substituent is whose IUPAC name is 1 - methyl ethyl, and the ...
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1 answer
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Ether has +R effect nd CH3 has +I effect, if R effect is more effective than I effect then why is CH3COOH less acidic than CH3OCH2COOH

The More is the electron donating effect, the more will be the charge on carboxylate ion, the more will it be unstable and the less acidic it will be.
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1 answer
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Does H2, Pd/C reduce a conjugated ketone?

Would H2, Pd/C be a sufficient reagent for this reaction to proceed? The question is from a test which asked what would be the most suitable reagent for the above reaction
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How dangerous is Naphtha?

According to a safety datasheet of Naphtha, it's fairly dangerous stuff (including genetic defects). But, as they say, the dose makes the poison, just how much dose should I be worried about? ...
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1 answer
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Why does concept of degree of unsaturation not work for fullerene molecule?

Commonly known buckminster fullerene has molecular formula C60 if we calculate it's degree of unsaturation by formulae, it comes out to be 61 and it is also known that this fullerene has 12 pentagon ...
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why is the precipitate of carbonyl DNPH test red in colour? what is the main cause of the colour red? [duplicate]

2,4 DNPH test in qualitative organic analysis of carbonyl compound gives red ppt. what would have been the cause of that colour?
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Why is sulfur more nucleophilic than nitrogen in thiourea?

In $\ce{S_N2}$ reaction using thiourea and alkyl halide, it is the sulfur atom rather than nitrogen atom that attacks alkyl halide. But nitrogen also has lone pair, so there is a chance that it acts ...
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Identify the products A, B, C & D of the following reactions. From the image [closed]

!Identify the products A, B, of the following reactions.]1
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To mix sodium borohydride and boric acid [closed]

What concentration of 50ml boric acid should I make to mix with 50ml sodium borohydride, so that the total concentration is 1mM? What should be the individual concentrations of the solutions to make a ...
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Do Vitamins Occur in Different Forms in Foods? [closed]

Vitamin C, for example, can occur in the form of ascorbic acid, calcium ascorbate, sodium ascorbyl phosphate etc. My question is, do vitamins occur in different states in food? A wholefood vitamin C ...
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2 answers
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When you do dehydrohalogenation of 1° alkyl halides, do you use a strong base or sterically hindered base?

I know when do you dehydrohalogenation of 2° alkyl halides, you can do either a strong base like KOCH2CH3 to get the most substituted product or a sterically hindered base like t-butoxide to get the ...
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When C2 axis of symmetry is present then is the compound meso?

If suppose a compound has C2 axis of symmetry then is it confirmed that the compound will be meso or it can have an enantiomeric pair? And which of following conditions are sufficient enough to ...
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Ammonia floor cleaners [closed]

0 Can I use an Ammonia based floor cleaner on floors that were previously washed with Bleach? will that produce a reaction that will lead to Chloramine gas or does that only happen if the 2 liquids ...
1 vote
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Why is quinuclidine more basic than triethylamine? [duplicate]

I am trying to compare the basic strength of two similar amines Usually this is done by comparing the relative stability of the ion formed on the protonation of nitrogen's lone pair. This can be done ...
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How to Identify Reagents and Solvents in complex organic reactions? [closed]

I cannot figure out what is the reagent capable of and how it'll react in that particular reaction. Also I can't figure out whether the solvent is polar protic (PPS) or nonpolar protic / polar aprotic....
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1 answer
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Separation of benzoic acid and naphthalene from its mixture [closed]

The best method for the separation of naphthalene and benzoic acid from their mixture ? a)chromatography b)crystallization c)distillation. d)sublimation many sources says answer is crystallization ...
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When forming an epoxide with m-CPBA, what happens when we wash our mixture with Na2S2O4?

The m-CPBA is reduced by the $\ce{S2O4^{2-}}$, but why does it leave the mixture then? Why does the reduced m-CPBA leave with the oxidised $\ce{S2O4^{2-}}$?
21 votes
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Some materials emit more photoelectrons than others - why?

I've been experimenting with some materials by changing the wavelength of the incident light on the material and detecting photoelectrons, like in the diagram below: I might get a response that looks ...
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How can dimethyl maleate be converted to dimethyl fumarate using piperidine?

To move from the Z isomer to the E isomer, the π bond will need to break to allow free rotation. Once the bond is broken, I think that forming the trans (E) alkene will be more stable as it has less ...
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Is a benzylic anion more stable or a benzylic cation?

I was revising my notes on Organic chemistry when I suddenly realised I didn't really understand what was more stable- Ph-CH2-Cl when it is about to undergo SN1, making the benzylic carbon start to ...
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overlap of orbitals in hyperconjugation

I am facing a problem regarding the overlap of orbitals in hyperconjugation. We know that in carbocations and carbon free radicals, there is an overlap of vacant p-orbital and half filled p-orbital ...
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How would the mechanism for this reaction look like?

For the first part, I belive that the molecule is just deprotonated by the base which allows for the Br to be eliminated as the proton that is removed is antiperiplanar (E2) which would mean that the ...
1 vote
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Reactivity of Alkyl Halides with E2 with same number of substituents in the end

I have a question regarding the reactivity of alkyl halide for E2. I know that the general rule is tertiary alkyl halide reacts the fastest with E2, and primary alkyl halide reacts the slowest. I was ...
5 votes
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Reaction of alkenes with AlCl3/HCl

I stumbled upon an interesting organic chemistry problem: Previously I thought $\ce{AlCl3}$ would only be used with benzene in acylation and alkylation, but apparently it can also be used in ...
3 votes
1 answer
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If the substituents are distinguishable, is it possible to prioritize them using the CIP rules?

In the R/S stereochemical nomenclature, when we try to determine the priority of substituents around a chiral carbon, are there specific examples where the ranking cannot be definie under the CIP ...
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what are these two compounds genrally called and the difference in their property. Are they aromatic [duplicate]

Found these compound while looking at my notes, but have forgotten what they actually were.
1 vote
2 answers
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Tollen's Test - Clean Up

In school, we had an experiment to find out the biomolecules contained by the different food-stuffs. After doing Tollen's test which turned out to be positive, our teacher instructed us to clean the ...
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Why do bonds interact with other bonds and exhibit overlapping effect?

In carbocations, alkenes and carbon free radicals during hyperconjugation, overlapping of molecular orbitals take place. So how and why does this happen?
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1 answer
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Stereochemical relationship of molecules including double bond configuration and absolute configuration

Are (S,E)-4-isopropoxypent-3-en-2-ol and (R,Z)-4-isopropoxypent-3-en-2-ol both enantiomers and diastereomers? I am a bit confused because they would be diastereomers when only looking at the ...
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Breakdown of addition polymers

We know that condensation polymers can be broken down by hydrolysis with the elimination of small water molecules. Then what about addition polymers? How can they be broken down into their monomers? I ...
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Trying to solve a question about unsaturated and saturated hydrocarbons [closed]

Orange colour of 0.75 mole bromine liquid is decolorized by an unsaturated hydrocarbon to produce 133 grams of a saturated product in an addition reaction. Find the maximum number of double bonds ...
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0 answers
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Effect of Steric Hindrance in Pinacol-Pinacolone Rearrangement

In the acid catalysed rearrangement of vicinal diols to carbonyl compounds which is pinacol-pinacole rearrangement, The migratory order of the groups is H>Aryl>Alkyl My question is that how aryl ...
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Hoffman Bromamide Reaction [closed]

Actually I couldn't understand this reaction and it's mechanism. I don't know why but everything was going smooth but I didn't felt that confidence with this reaction. I'm very little bit of weak in ...
13 votes
1 answer
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Does the largest known cycloalkane contain 288 carbon atoms?

If you Google "largest known cycloalkane", you will find this: The above result came from a random HW-QnA site. From where does the result come from? Similar posts: Largest alkane having a ...
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1 answer
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is alkyl halide turning into alkene reduction or oxidation? [closed]

Is the reaction of 2-iodobutane turning into but-2-ene reduction or oxidation reaction?
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1 answer
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Enzymatic mechanism of Lipase

When lipase catalyses the hydrolysis of a triglyceride (oil/fat) which bond does it break and why? What about in the case of saponification (triglyceride + NaOH) in the presence of lipase? Is the same ...
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How to name the following entity if it appears as a substituent on a parent carbon chain as prefix ? The structure : |--CH2-C6H11

I'm a 11th grade high school student from India who loves organic chemistry and am preparing for the IIT-JEE examinations. While practicing IUPAC NOMENCLATURE questions i came across a question where ...
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What is ethanolic NH3 and why it is used in amonolysis reaction [closed]

Someone please explains me the reason behind using ethanolic NH3 in an ammonolysis reaction.
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is alkyl halide turning into alcohol reduction or oxidation? [closed]

The conversion of chlorocyclohexane to cyclohexanol, is it reduction reaction, oxidation, or neither?
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1 answer
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Are all bond lengths equal in 8 - annulene?

I know its non planar but I was wondering if all bond lengths are equal?
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1 answer
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Conjugate addition of alkyl groups to α,β-unsaturated Aldehyde [closed]

why the conjugate addition of an alkyl or other organic group to an α,β-unsaturated aldehyde is not available while ketones can? (for example of addition of lithium diorganocopper reagent, R2CuLi)
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Parent chain of a diene

I was attending a YouTube lecture on IUPAC Nomenclature, where I found this rule while selecting the parent chain to be strange. The answer is that the parent chain has only 4 carbon atoms. And they ...
3 votes
3 answers
1k views

Is Hoffman elimination anti or syn elimination?

I read an amazing PDF from nptel on elimination reactions...but I was really confused when it used used $\ce{^+NMe3}$ as a leaving group in the reaction pathway via: $\mathrm{Ei}$ (syn-elimination) $...
4 votes
4 answers
25k views

Is there a free, super simple app or website for IUPAC names from structures?

I am looking for a free, very simple tool for IUPAC names of organic molecules. I teach high school chemistry, and it would be fantastic to have an app or web tool that students could use to draw ...
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0 answers
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Vegetable oils are ...? [closed]

Would vegetable oils rather be described as unsaturated fatty acids or as glycerides of an unsaturated fatty acid? Vegetable oils do have unsaturated fatty acids as a component. Most textbooks treat ...
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Name of disaccharide formed with glucose and ribose [closed]

What is the common name and IUPAC name for a disaccharide formed with glycosidic linkage between glucose and ribose. Also, would the linkage be 1->6 or 1->4 or could it be both?
3 votes
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Systematic method to determine D/L notation of substances other than amino acids and glyceraldehyde

The fundamental rules of D/L notation, as I understand it, are as follows; In D/L notation, a molecule is named by mapping it to glyceraldehyde. The D/L notation is based on the stereo configuration ...
-2 votes
1 answer
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Which hydrogens are the most acidic in a THF molecule?

Which hydrogens are the most acidic in a THF molecule? I understand the main factors that influence acidity, but I can't seem to figure this one out and I have not gotten any answers on the internet. ...
6 votes
3 answers
4k views

Can there be two IUPAC names of a compound?

What is the difference between propan-2-amine and 1-methylethanamine?
2 votes
1 answer
267 views

Converting cyclic compounds to their corresponding aliphatic compounds

Is there any reaction available to convert cyclic compounds to their corresponding aliphatic compounds? eg. Converting cyclohexane to n hexane

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