Organic chemistry is a branch of chemistry that deals with organic molecules. Organic molecules generally have C-H or C-C bonds.

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what is the major product of the reaction given?

I think the substituent of option (a) should attack the meta position as the resultant carbanion gets stabilized by inductive effect but no such compound is given.so where i am making a mistake please ...
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Reaction of alcohols with PCl5 and PCl3

The reaction of alcohols $\ce{ ROH }$ with $\ce{ PCl5 }$ and $\ce{ PCl3 }$ yields an alkyl halide $\ce{ RCl }.$ With $\ce{ PCl5 }$ the reaction is quite simple leading the formation of $\ce{ RCl }$ ...
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How to name the following alcohol?

I added a branch to the example shown in the textbook. What do you do when your longest carbon chain has a $\ce{CH2Cl}$ attached to a certain carbon? Previously the book treated it as a methyl group ...
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3answers
308 views

Why is propanoic acid weaker than butanoic acid?

I was reading about electronic effects in organic compounds, and I found the explanation that carboxylic acids are weakening as their number of carbon atoms increase. But I found a table of ...
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36 views

Acid-catalysed Reaction of Ketone with Benzene to Make Benzyl Alcohol

Benzene shows electrophilic substitution reactions. Normally, anything that can generate a carbocation shows, for example, a Friedel-Crafts alkylation reaction. I wanted to know if this reaction is ...
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208 views

Why is the IUPAC name of glycerol expressed in the way that it is?

I have come across the name trihydroxy propane for glycerol, which I think should've been Propan-1,2,3-triol. Why is it named this way? Is there any other rule of nomenclature working?
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47 views

Why is an alcohol proton so shielded?

Considering how electronegative oxygen is, why is the chemical shift of alcohol protons (1H-NMR) not so high? The chemical shifts of the protons on 3-propanol are about 1.20 for the carbon-1 ...
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33 views

Is it possible for a group to substitute itself?

When I first learned about substitution reactions, I started wondering something that I never ended up figuring out: Suppose you have a strong nucleophile which is also a good leaving group, such as ...
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50 views

Carbohydrate configurations

I want to study several carbohydrates that includes but not limited to the following molecules: Glucose Galactose Mannose Fructose Tagatose Sorbose I know that for any carbohydrate, possible list ...
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92 views

Singlet/triplet oxygen cycloadditions

Why can singlet oxygen participate in cycloaddition reactions while the triplet oxygen, on the other hand, can't?
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133 views

How is spiro[4.4]nonatetraene antiaromatic

How is spiro[4.4]nonatetraene antiaromatic? I know that spiro compounds exhibit homoaromaticity, but how do they exhibit antiaromaticity?
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41 views

Boiling/melting points of cyclohexane and cycloheptane

I’m looking at a chart in my book, and while cycloheptane has a higher boiling point than cyclohexane like I’d expect, cycloheptane has a melting point of −12 °C, while cyclohexane has a melting point ...
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32 views

Between benzene and pyrrole which more stable and why? [on hold]

Between benzene and pyrrole which more stable and why? By stability I mean lesser tendency to react. My guess: Pyrrole is a 5 membered resonating structure. Benzene is 6 membered resonating ...
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64 views

Why does acetate aldol with Evans auxiliary give almost no diasteroselectivity?

Following acetate aldol gives no diasteroselectivity: Because I don't know what the basis of above statement is (I heard it in a lecture and read it on some internet web pages). I expect the two ...
3
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0answers
47 views

Does cyclobutanol undergo acidic catalysed dehydration?

In an exam I had to find a substance X for the following reaction to be correct: $$\ce{X <=>[\ce{H2SO4}] Y + H2O}$$ I picked cyclobutanol. My teacher said cyclobutanol is wrong . Why?
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26 views

About the proton exchange membranes fuel cell connect [on hold]

Why in the PEMFC stack connect is series connection but can increase current. In the PEMFC stack the anode(1) reaction produce H+ and e-. The e- through the bipolar plates to cathode(2).In logic the ...
3
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1answer
54 views

Oxidation of Carbon atom in Alkene, Alkyne and Alkanes of functional groups?

Nomenclature priorities are in order of the degree of oxidation of the carbon atom. I am not sure if it's advisable to just take it as it is and use it or try to understand the basis of the ...
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84 views

Identifying functional groups

Edited to combine each question in one picture, so I can just ask my question here. Okay. I've spent a few days googling functional groups and reading my text assigned on organic functional ...
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32 views

why does benzoic acid acidic more than acetic acid? [duplicate]

What is the reason for benzoic acid being acidic more than acetic acid? When we are concerning cabocation stability it is little bit different of a phenyl and methyl group
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1answer
42 views

The proper explanation for the general formula of the DU? [duplicate]

I found a formula for the degree of unsaturation (DU) in Clayden’s Organic Chemistry. It explains, simply, the unsaturation with the difference in H atoms. Then I stumbled upon the general formula: ...
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44 views

Following Hurricane Katrina in 2005, what oxidizer did cleanup crews use to eradicate the mold that grew in homes __________? [closed]

Following Hurricane Katrina in 2005, what oxidizer did cleanup crews use to eradicate the mold that grew in homes __________? any suggestion or help please
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1answer
74 views

Difference between oxygens in a carboxylic acid?

I've been reading about MO theory and am wondering if the traditional model of carboxylic acids is correct. Usually, how it's presented is that the carbonyl carbon is doubly bonded to one oxygen and ...
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A monocyclic 6 carbon ring with 6 double bonds

I would like to know if this molecule has ever been synthesized, if not why not, and what would its IUPAC name be? Thanks a lot!
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How does the stereochemistry of the enolate affect the stereochemistry of the aldol product?

Cis enolates usually produce syn aldols and trans enolates produce anti aldols. How do exemptions from this "rule" arise?
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19 views

Feasibility of Nucleophilic Substitutions [duplicate]

Can $\ce{NH3}$ substitute an alcohol? The OH group will depart as a weaker base - some O is more electronegative - so will be a better leaving group than amine. And what about using ammonium ions - ...
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81 views

Why can Grignard's Reagent be stored in ether? [duplicate]

Grignard's Reagent will generate a strong base and nucleophile, $\ce{R-}$. Can this not show nucleophilic substitution at the C atom attached to the O atom of the ether, causing $\ce{RO-}$ to depart ...
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Nucleophilic Aromatic Substitution by Grignard's Reagent

Nucleophilic substitution through an elimination-addition mechanism (involving benzyne formation) occurs with a strong base. $\ce{NH2-}$ can show this reaction. Can $\ce{MgRX}$, which forms $\ce{R-}$ ...
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3-ethyl-2-methylpentane-2,3-diol with sulphuric acid

I was studying pinacol pinacolone reaction when I came across this. I believe the hydrogen cation will attack the hydroxyl group of carbon attached to two ethyl groups (since this carbocation is more ...
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28 views

Ziegler-Natta polymerization regioselectivity

Why does the Ziegler-Natta polymerization display the regioselectivity shown in the image? Internal (coordinated to the metal) nucleophiles should attack the alkene on the less substituted end like in ...
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+50

Why does hyperconjugation help for ring cleavage?

The question was to rationalize it the ring cleavage happens concerted or non-concerted. The papers "The Mechanism of the Thermal Decomposition of 1-Pyrazolines and Its Relationship to ...
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Why are 'sec-' and 'tert-' prefixes printed in italics?

While reading about nomenclature of branched alkyl groups, I read that certain common names are also approved by IUPAC. Among those names, only few prefixes are italicised (namely sec- and tert-) and ...
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How to differentiate between marookh oil and aspirin in two different methods? [closed]

What are two methods by which we can differentiate between marookh oil and aspirin? Please provide a detailed answer. Thank you! The problem set consists of 5 sub questions. I was able to solve all ...
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Dissolving ability of octane vs nonane on neoprene

I have been working with straight chain octane and nonane. The neoprene seals in some parts of the apparatus are allegedly far more vulnerable to the deleterious effects of octane than nonane - why? ...
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How does SO2Cl2 react with alcohols?

Is the mechanism similar to the reaction of $\ce{SOCl2}$ with alcohols? If not, then how is it different? We have been taught about the latter at school but my friend quizzed me about $\ce{SO2Cl2}$. ...
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Naming of substituted amines and amides

While naming substituted amines and amides, should we consider the "N" while deciding the order of substituents or simply place the substituents attached to nitrogen in the beginning? E.g. Should the ...
3
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1answer
41 views

Does esterification require reactants to be present in the same plane?

In the image that follows (7) I believe that the first step is the Cannizzaro reaction which will give (c) as a product. But since we are also adding $\ce{H+}$ in the second step, shouldn't an ...
5
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31 views

Stereochemistry of epoxide hydrolysis under acidic conditions

The epoxide on the top of the picture, in aqueous acid hydrolyzes to the compound below. What is the mechanism of this reaction? Standard epoxide opening in acidic conditions would happen at the more ...
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1answer
54 views

Is the compound named correctly?

I guess the ethyl group should be in the parent chain and the numbring should start from right. Hence, the compound should be named 2-methylhept-1-ene-1,3,4,5-tetracarbonitrile. Am I wrong somewhere?
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20 views

Does acetone eat through Thermoplastic polyurethane and Polycarbonate

I used nail polish remover on an expensive phone case to remove sticker residue (and it worked, no longer sticky). I didn't know it didn't mix well with plastic materials. Did the acetone damage it?
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Stability of a carbocation, in part of camphor synthesis

Can someone explain to me why there is a rearrangement reaction of carbocation 1 to carbocation 2? To me the second carbocation appears to be less stable than the first because it is less substituted. ...
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1answer
130 views

Is 3,5-diethyltoluene an accepted IUPAC name?

My book says that Monocyclic substituted hydrocarbons are named as derivatives of benzene or compounds like cumene, toluene, xylene, etc. However, if the substituent introduced into such a ...
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1answer
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Cis-trans isomers internal energy

Whilst reading about stereochemistry, I came to know that the stability and melting point of cis isomers is lower than trans isomers. By searching on net I've found the reason behind that. But one ...
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1answer
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Is there a formula to determine the total number of constitutional isomers?

Is there a trick or a formula that given a molecular formula, allows you to know exactly how many constitutional isomers can be formed with that many atoms? Or is it more of a trial-and-error ...
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C-N bond lengths in 2-bromo-1,3,5-trinitrobenzene

Are all the $\ce{C-N}$ single bonds in 2-bromo-1,3,5-trinitrobenzene the same or different? I am of the view that the $\ce{C_1-N}$ and $\ce{C_3-N}$ bonds are of the same length and they are longer ...
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1answer
37 views

Why is cyclooctatetraene non planar but the cyclooctatetraenide anion planar?

I was reading some organometallics and I came upon the preparation of uranocene. It has two cylcooctatetraenide anions as ligands with a Uranium atom inbetween. The author has mentioned that the ...
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1answer
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How does Aloe Vera leave a cool feeling on your skin? Why does it evaporate fast?

If you have ever grown Aloe Vera and applied it to your skin, it feels a bit slimy. However, after it evaporates it has a cool feeling on your skin. Also, why does the Aloe Vera evaporate so fast? ...
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Why does olive oil make 90 degree grids on a nonstick pan?

Whenever I add olive oil to my cold nonstick pan and try to swirl it, it ends up making these 90-degree grids. Is this something to do with the oil, the pan, or the interaction between the two? I ...
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Reaction of Silicon monoxide with alcohols

Elements from the carbon group tend to form compounds with two oxygen's. Let's say I want to produce $\ce{SiO_2}$ out of $\ce{SiO}$ by mixing it with some alcohol, for example: $$\ce{SiO + ...
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Is the hybridization only related to atomic orbitals but not to the molecular orbitals?

What is Hybridization? Spelling: Hybridisation (British English) / Hybridization (American English) The hybridization is a concept that describes atomic orbitals. In other words: Hybridization is an ...
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Nomenclature of alkoxy and halo groups

CH3-O-CH2CH2Cl How will this compound be named? Both, methoxy and chloro are given equal preference, since they are prefix functional groups. The answer given in the book is ...