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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Hydride shift reaction

How is this hydride shift reaction type called? I think it's not one of following types: cycloaddition (Diels Alder) electrocyclic ring opening sigmatropic rearrangement ene reaction cheleotropic ...
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20 views

What chemicals cause the bad smell produced by skunks? [on hold]

Skunks are famous for its bad smell. Is there any chemicals responsible for this nasty smell? My rough guess is thiols, which is also smelly chemical.
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1answer
198 views

Do aromatic dienes undergo the Diels-Alder reaction?

Do aromatic dienes undergo Diels-Alder reactions? My understanding is that the $\pi$ bonds in aromatic compounds are not as localised as they are in other compounds, such as aliphatic dienes. ...
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29 views

How does the following work in Alkyne?

I have the following reactions from a book, but it is not explained how the different substances come into being. I don't know what happens to $\ce{3H2O (H3O)}$ in the second line.
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26 views

Is household ammonia okay for plants? [migrated]

My father-in-law claims that since plants need nitrogen to produce proteins, and since ammonia is NH3, that Ammonia should be fine for the plants, since it's just nitrogen and water and hydrogen, ...
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1answer
23 views

Organic Chemistry percent yield help [on hold]

Use the following atomic weights and quantities to calculate the overall % yield of benzil. Remember that your yield must be based on the limiting reagent, and that grams must be converted to moles. ...
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Where can I obtain research material on the synthesis of polypyrrole?

I'm studying Chemistry at A-level and a large part of the course is a researcher paper that takes most of the year. Conductive polymers interest me. I'm struggling to find any surfeited researcher on ...
2
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1answer
22 views

Does imidazole and hydrochloric acid yield imidazole hydrochloride salt?

I'm asking this because I found a link for imidazole-HCl buffer: , but from what I understand, a buffer is a weak acid or base with its corresponding salt. Would imidazole-HCl buffer be a salt ...
8
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1answer
57 views

Organic solutions that corrode metals

Most of the common organic solvents are regarded as noncorrosive, but stainless steel can be attacked by formic, acetic, and propanoic acids. Corrosion of stainless steel by organic solvent ...
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3answers
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Pubchem, Inchi, SMILES, and uniqueness

Pubchem compound 6140 is L-phenylalanine in its neutral (not zwitterionic) form. According this PubChem, this molecule has the following SMILES and InChI indentifiers: Smiles: ...
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40 views

Why don't periodic acids convert alkenes to 1,2 diols?

Periodic acids cleave 1,2 diols by forming an periodate ester as an intermediate. Osmium tetroxide also forms an osmate ester with alkenes and yields syn diols after a hydrolysis step. Given that ...
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How does the Kucherov reaction work if the alkyne is aromatic?

I know how the Kucherov reaction works for aliphatic alkynes, but what if the alkyne has a phenyl attached? How will the aromatic ring affect the reaction of alkynes with water?
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31 views

Grignard reaction - exchange of groups

Why is this reaction successful: Why doesn't metal-halide exchange occur easily to get Ar-MgCl and R-Br?
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1answer
53 views

How to deprotect a benzyl ether? (Birch reduction)

I'd like to deprotect a benzyl group for a Frater Seebach alkylation (see also: How can a ketone selectively be reduced? (Frater Seebach Alkylation)). Will the first reaction with $\ce{Li/NH3}$ ...
5
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1answer
48 views

How can a ketone selectively be reduced? (Frater Seebach Alkylation)

I'd like to reduce enantioselectively a ketone in presence of an ester (which should NOT be reduced to an aldehyde and further to an alcohol). Adding $\ce{LiAlH4}$ would also reduce the ester and ...
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0answers
13 views

Why do certain metals have a negative effect on bacteria? [closed]

Is it because the metals bond to their delicate membranes, effectively suffocating them? Or are they just poisonous to them as a result of their intrinsic properties?
2
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0answers
18 views

How can I keep milk from spoiling and/or turning yellow?

I am trying to find a way to keep milk from spoiling and/or turning yellow. Apparently there is a process for achieving this, and I am aware that there is a lady who creates milk beads for resin ...
3
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1answer
37 views

Determining chirality after considering conformational interconversion in a cyclohexane

Basically I want to know what does the question mean when it says "taking into consideration conformational interconversions." I assume it means, when I draw the mirror image of the given compound, ...
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1answer
35 views

R configuration for cysteine

I think my prof made a mistake. Shouldn't the answer be 1, 4 and 5 instead of 2 and 3?
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1answer
87 views

Mark all stereocenters in ampicillin

Shouldn't the N pointed to by the red arrow also be a stereocenter? I am asking this because I think it's lone pair cannot take part in nitrogen inversion.
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1answer
38 views

What are all the stereoisomers of 1-ethyl-3-methylcyclohexane?

What are all the stereoisomers of 1-ethyl-3-methylcyclohexane? The following image shows my attempt to answer the question. But I am not sure if I am correct. Note: I am treating this cyclohexane ...
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0answers
20 views

How to convert ethanal to 2-hydroxy-3 butenoic acid?

How to convert ethanal to 2-hydroxy-3 butenoic acid? I tried crossed aldol condensation with formaldehyde followed by acid addition.After that how should I proceed ?
4
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1answer
33 views

Cyclopentyl to cyclohexyl carbocation rearrangement

Here is my problem. The mechanism seems pretty straightforward, but I am having trouble converting the cyclopentane to a cyclohexane. During a synthesis problem, does the starting material add the ...
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1answer
45 views

How can I predict the product of the reaction of a substituted tetrahydrofuran with HI?

Well, this looks like a pretty straight forward question. But I am getting stuck at the point when preference is being given to the less stable 1° carbocation to form the product. Or am I writing an ...
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0answers
23 views

Acid & base catalysed hydrolysis of aldehydes and ketones? [closed]

Reaction mechanisms for hydrolysis of aldehydes and ketones? Our teacher at school didn't explain the mechanism and I really need it in order to understand it correctly.
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0answers
19 views

What is the relationship between the two definitions of the difference between basicity and nucleophilicity?

(Clarification: this is a question about terminology, not so much about when to use different concepts. I think I do understand which characteristics of a species to use when trying to determine ...
4
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1answer
83 views

Synthesis of Oxalyl Chloride without using Phosphorus

I have been synthesizing TCPO (for chemiluminescent reaction) using 2,4,6 trichlorophenol and oxalyl chloride. Since I am tired of paying for oxalyl chloride (and hazard class 3 shipping), I wish to ...
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1answer
64 views

Why can't I reproduce this photolytic reaction?

I was so intrigued by the reported observation that sunlight precipitates the iron from $\cf{K4Fe(CN)6}$ (originally attributed to Matuschek, 1901) that I wanted to see it myself. I put a saturated ...
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1answer
60 views

Titration of reducing sugars on honey

So I'm trying to figure out how to titrate the reducing sugars on honey without generating iodine. The reaction so far I think I could do is do a Fehling reaction with $\ce{Cu}^{2+}$and then ...
2
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0answers
31 views

inductive effect of phenyl ring

I completely undetstand how phenyl group 'releases' or 'donates' electron through resonance, but how is that a phenyl group shows a weak -I effect, despite having electrons literally smeared on ...
4
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1answer
40 views

SN1 reactivity order

The question is to compare the SN1 reactivity for the following compounds. According to me it should be like R>S>Q>P. But the correct answer is Q>P>R>S. How can a lone pair donating into a vacant p ...
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40 views

A question on phlorizin

I work in a winery and we have some problems about a new process involving phlorizin. We know that phlorizin is the major dihydrochalcone found in apples, but I have been reading that this compound is ...
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1answer
47 views

What topics to review before starting organic chemistry?

It's been over a semester since my most recent chemistry class, (general chemistry 2) because I could not take organic at my community college. It is only considered a sophomore level class unless ...
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1answer
47 views

Are the biological macromolecules Organic compounds or Non Organic?

We know that organic compounds are compounds which contain carbon atoms. I want to know if all the biological macromolecules (such as proteins, lipids, carbohydrates, and nucleic acids) are organic ...
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How big is the gauche interaction of methyl with phenyl in a disubstituted cyclohexane?

I'd like to compare the equatorial 1-Methyl-2-phenyl-cyclohexane conformation of with axial conformation of 1-Methyl-3-chloro-cyclohexane conformation. In which molecule there is less steric ...
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1answer
61 views

Constitutional isomers for C4H8OS

Problem 3.6 (c) from my book is as follows: How many isomers are there for Thioesters with the formula $\ce{C4H8OS}$? The solution for the aforementioned ...
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1answer
43 views

Does evaporation reverse salt hydrolysis?

It has been a long time since I studied organic chemistry, but one thing I do remember is that when we needed cyanide salts we were told not to bother keeping any remaining solution because the salts ...
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1answer
70 views

Why does hybridization significantly matter for organic chemistry?

I just recalled, and still see that almost every organic chemistry book starts with bonds, empahsizing hybridization. One thing is straight forward but the rest doesn't seem to connect well. The ...
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127 views

data repository of organic compounds

Does there exist any data repository of chemical compound that gives the structure of the compounds with the help of coordinate geometry. It would be like each atom has a coordinate and the list of ...
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1answer
41 views

Chemical staining

I am a geology student completing a project on chemical staining and was after some chemistry help on some of the reactions taking place. I am using various different stains to identify carbonate and ...
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1answer
82 views

What is the rule for the punctuation marks for a bicyclo compound?

What is the rule for the punctuation marks within the bracketed figures for a bicyclo compound? Is it a 'dot' or 'comma'? In some books there are commas whereas dots in some others.
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Reductions with BH3 in THF

I've always known $\ce{BH3}$ as a reagent for alkene hydroboration. Recently in class we talked about its use as a reducing agent for carboxylic acids too (it reduces them to alcohols). Now obviously ...
3
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1answer
76 views

Why can't LiAlH4 react with alcohols?

In the reaction of $\ce{LiAlH4}$ with carboxylic acids, deprotonation is followed by a step in which $\ce{O-AlH2-}$ acts as a leaving group. The mechanism is given here in this answer. $\ce{LiAlH4}$ ...
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1answer
47 views

What Methods Would I Use To Powder Cotton?

I’m needing a method to turn cotton into a fine powder for use as a source of cellulose. What suggestions would you give to accomplish this with materials/tools that could be obtained at local stores? ...
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1answer
36 views

Proton NMR Ratios [closed]

Question: Analysis by NMR during a reaction can be difficult because of the number of molecules present. If a small aliquot of the reaction mixture in this experiment were taken and added to ...
3
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1answer
123 views

Defining enantiomer of morphine by R/S designation

How to know if the following chemical structure of morphine is an R or S? What I basically need to know is: which chirality center do we use to make the decision? $\hskip2in$
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1answer
48 views

Stereoisomers of compounds named tribromocyclobutane

Here is the link to the page in which I don't understand the answer to the last question (Question 13). The question states: Draw all of the constitutional isomers and stereoisomers of compounds ...
2
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0answers
39 views

How to learn chemistry at home? [closed]

I'm simple man who doesn't know much about anything. I just enjoy my life. Lately I like chemistry a lot. I want to learn chemistry at home. How do you recommend I do it? Do i need to do chemical ...
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2answers
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Correctness of writing H3C as opposed to CH3 in a carbon chain

I have been studying alkanes, alkenes & alkenes for a while, and I see in the examples that all the basic structural formulas start with CH3 then CH2 and the last carbon atom is CH3 but the one ...
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1answer
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What's the future of an organic and/or analytical chemist? [closed]

what can I do with a degree in analytical chemistry other than working in the lab? And what is the future of being an organic chemist? Can I be a researcher in both of them? Or it's better to take ...