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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Polyurethane epoxy resin chemistry advice please?

My friend can buy polyurethane epoxy from his workplace for 3 dollars a litre, except that he doesn't know precisely the data sheet for it. His factory gets it in 20 ton deliveries. It's difficult to ...
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When a carboxylic acid acts as a nucleoplile, why does it attack through the carbonyl bond?

Here's a couple of examples of what I mean. Firstly, in the reaction with thionyl chloride to make a carboxylic acid: Secondly, in this specific example of a hydroboration reaction: I don't ...
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Finding a reaction from a set of compounds

Consider the following reaction: http://www.genome.jp/dbget-bin/www_bget?R00529 It is a reversible reaction with C00002 and C00059 forming one side of the reaction and C00013 and C00224 forming the ...
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1answer
54 views

Ether cleavage with conc HBr

Ive been asked to draw the mechanism by which benzene with $\ce{Me}$ on position 1 and $\ce{OMe}$ on position 2 goes to benzene with $\ce{Me}$ on 1 and $\ce{OH}$ on 2 by reaction with concentrated ...
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1answer
28 views

In what sense is the Inductive effect a permanent effect?

Almost everywhere I checked, the Inductive effect is described as a permanent effect with almost no mention of what that actually means. What exactly is permanent about the effect? If the effect is ...
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Reaction of cyclic aldehydes with hydrazine and hydrogen peroxide

What is the product of this reaction, which I found in our high school textbook? Initially At first, I thought this was a typical Wolff-Kishner reduction, but then I saw the reagents didn't match up ...
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Why do halogen-metal exchanges happen?

I'm trying to understand organometallic raegents but am stuck at halogen-metal exchanges. For example if you have $\ce{PhBr + BuLi}$ you get $\ce{PhLi + BuBr}$, I don't understand why $\ce{PhBu + ...
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Catalyzation in Carbonic Acid

I understand the basics of carbonic acid + 1 kcal breaking down into water and carbon dioxide. However, my professor wants me to draw an energy map showing the catalyst in human blood reducing the ...
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1answer
55 views

What are the steps to creating synthetic glucose?

I need to know how to go about creating synthetic glucose with generally available materials. As I am aware of both photosynthesis and glucose in nature, I will not need lessons in how plants produce ...
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2answers
47 views

Fitting parameters of Lennard-Jones potential to properties of real materials

I'm using the Lennard-Jones potential for some (very simple) protein docking simulation* and couldn't find parameters for different materials (like $\ce{C}$, $\ce{N}$, $\ce{O}$, …). Does it even make ...
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1answer
44 views

Selective alkylation of carboxylic acid vs. phenol

A is the reactant and b is the product. There are two couplings to be done. 1 and 2. Which sequence should be followed, ie. 1 should be coupled first or 2 should be coupled first? for coupling 1 , ...
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30 views

Clemmensen reduction vs. Wolff-Kishner reduction

In which cases is the Clemmensen reduction is preferred over the Wolff-Kishner reduction? One thing is that the Clemmensen reduction is done under acidic conditions whereas the Wolff-Kishner ...
3
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2answers
44 views

Naming double bond sidechain [duplicate]

In IUPAC naming double bonds take preference over an alkane chain of any length, right? So the above should be named as 2-ethylnon-1-ene. However, when I verify ...
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Burning formaldehyde gas: can this be done for disposal?

Since formaldehyde gas is flammable, is there a safe way to burn it, and can this be done to dispose of the gas or neutralize its harmful effects (tear production, respiratory problems, etc.)? This ...
5
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1answer
36 views

Dieckmann condensation's final protonation step

This is the Wikipedia image for the reaction mechanism: In the final protonation step, why does the enol tautomerize to the keto form? In the enol form the carbon-carbon double bond is in ...
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13 views

Organic Skin Adhesive

Working on a project that requires the use of a preferably 'organic' skin adhesive. Looking for suggestions of any known products or natural compound solutions for adhering thin cloth or paper to ...
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27 views

Doubts regarding Wittig Reaction

Ok so this is the proposed mechanism for the Wittig Reaction as stated by my textbook LG Wade. I have some doubts regarding this mechanism: 1)Why is only Triphenyl phosphine used here.Why not ...
5
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1answer
41 views

How do I predict the solubility of a compound in a mixture of water and an organic co-solvent?

I'm trying to predict the solubility of long alcohols (e.g. 1-octanol, 1-decanol or 1-dodecanol) in a mixture of water and an organic co-solvent such as DMSO, acetonitrile or ethyl acetate. For ...
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1answer
70 views

Factors controlling enzymatic phosphorylation of D-ribulose 5-phosphate

Considering the Metabolic Pathway: http://www.genome.jp/kegg-bin/show_module?M00166 Consider the reaction R01523(the very first reaction). How is it possible to know that the compound ...
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35 views

The Propinquity Effect

I am currently in the process of studying enzyme catalysis and am struggling to get to grips with this concept. As far as I understand, the propinquity effect allows substrates to bind with enzymes in ...
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31 views

When I prepare isoamyl acetate, the product is red, why?

We mix $5.0~\mathrm{g}$ isoamyl alcohol, $8.0~\mathrm{mL}$ acetic acid and $1.0~\mathrm{g}$ conc. $\ce{H2SO4}$, then reflux condense while heating. I notice the product is dark red, like wine. From ...
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1answer
45 views

E2 reaction - which one is faster

Will a reaction(E2) that has 2 potential product go faster than a reaction that has 3 potential products? specific information - the molecules in the pictures are each reacting with methanol. I ...
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1answer
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E2 reaction - strong base

In E2 reaction, there is more than one product. According to Zaitsev’s rule – “The alkene formed in greatest amount is the one that corresponds to removal of the hydrogen from the β-carbon having the ...
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fertiliser analysis question

I have had two types of urea fertiliser analysed, the results are as follows: $\ce{46N}$ (46% nitrogen) - which is sold as a urea fertiliser, tests at 46.1% ureic nitrogen. $\ce{38N}$ $\ce{19S}$ ...
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49 views

salary of research assistant in chemistry [on hold]

I know this is off topic question. But, can someone please help me with my situation, I have a B.S degree in Chemical Biology at a well-known university and I have 1+ year research experience in ...
5
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1answer
70 views

Gattermann-Koch Reaction with Phenol Substrates

The Gattermann-Koch Reation involves the formation of an aryl aldehyde using carbon monoxide and hydrochloric acid as reactants. The reaction is catalyzed by Aluminum Tri-Chloride in the presence of ...
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334 views

What makes pentane, hexane, heptane, and octane dangerous, while butane and nonane aren't?

In particular, how do a methylene more (in the case of the pentane) and a methylene less (in the case of the octane) make the difference in harmfulness to the environment in comparison with, ...
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Dissolving metal reductions

Could reduction of an organic compound by reacting it with sodium dissolved in $\ce{NH3}$ still proceed if a metal such as aluminium were used instead of sodium? I'm not sure about the aluminium amine ...
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24 views

Does letter “D” in Glucon - D package represent Dextrorotation of Glucose? [on hold]

I am not sure if this question is right to ask here but there is one thing that strikes in my mind that why did they choose the name "Glucon-D" why don't like Glucon-F or S and many more but why "G". ...
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1answer
32 views

How to compare acidic strength of following organic compounds? [duplicate]

Why Acetic acid is weaker acid than benzoic acid?
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5answers
502 views

Why does HCN boil at a higher temperature than NH3?

The boiling point of ammonia is −33 °C while that of $\ce{HCN}$ is 25 °C. In a recent AP (Advanced Placement) Chemistry test, a free response question asked why this is the case. Can someone shine ...
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1answer
47 views

Grignards and anhydrous ethanol

I remember using both 95% ethanol and absolute ethanol quite a few times. You'd need absolute ethanol for a reaction that would fail if water was present, such as a Grignard reaction. I can't ...
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1answer
57 views

Why do sp2 carbons tend to prefer eclipsed conformations whereas sp3 carbons prefer staggered

I am a second year undergraduate and have come across this when studying stereochemistry and conformations and have been unable to find a satisfactory answer. I know that $\ce{sp^3}$ carbons prefer ...
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111 views

Purification of Ethanol

In Vogel's organic book, they have mentioned that in the Lund and Bjerrum method of purification of ethanol, magnesium is added, which forms ethanolate. But they said to activate the magnesium first ...
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Ordering pure forms of allergens [closed]

I am looking for pure forms of Ara H1 and Tropomyosin from sea animals to conduct an allergen study. Where might I find these items?
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2answers
75 views

Exocyclic vs. endocyclic double bonds in E1 elimination

What will be the major product of this elimination reaction? The exocyclic product has more substituent groups on the alkene which should make it more stable but I have heard that exocyclic alkenes ...
4
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1answer
55 views

Preparation of 6-bromo-1-hexanol

I am refluxing $\ce{HBr}$ with 1,6-hexanediol for $16\:\mathrm{hours}$ at $80°\mathrm{C}$ in toluene. How can I be sure that more than $90\%$ of the product is brominated only at one terminal? If the ...
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What is the outcome of 2-chloro-2-methylpropane reacting with NaOH? [closed]

I need a detailed explanation of the reaction mechanics and what could be other outcomes.
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1answer
90 views

Acid catalysed hydration of allene

In the acid catalysed hydration of allene, acetone is obtained as the major product. This is because of electrophilic addition of $\ce{H+}$ across a double bond to give a vinyl carbocation, and ...
4
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1answer
50 views

Struggling With NMR Determination Question

I am currently struggling with an assignment question regarding structural determination using both $\ce{^1H}$ and $\ce{^{13}C}$ NMR data. The first thing I have done is calculate my double bond ...
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Stereoselectivity solvolysis of cyclohexenyl halides

When a functionalized cyclohexenyl halide undergoes $\ce{S_{N}1}$, does a racemic product form (due to ring flipping) ?
11
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1answer
62 views

What is a non-classical carbocation?

What is a non-classical carbocation? How is it different from a classical carbocation? I am confused as I have come across this term many times on CSE but there seems to be nothing for my level of ...
8
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1answer
51 views

Photoisomerization of Azobenzene

Rotation around the double bond of azobenzene is restricted because it would distort the P orbital overlap between the nitrogen atoms. However, in the $n \rightarrow \pi^*$ excited state ($S_1$), the ...
7
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1answer
107 views

Thermodynamic vs Kinetic Sulphonation of Naphthalene

The left hand isomer is clearly the kinetically favoured product and the right hand isomer is the thermodynamically favoured product. However, I have no idea why. Can you explain?
3
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1answer
61 views

Nomenclature of an organic compound

Which substituent should be placed first (in case of alphabetisation)? isopropyl- methyl- I have come across two compounds: 1-methyl-3-methoxy-4-isopropylbenzene and ...
4
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1answer
38 views

Ketone to alkene regiochemistry

What are the reagents for the following reactions: Typically, when thinking about ketone to alkene reactions, one thinks of the Wittig reaction. However, I don't see an appropriate form of that ...
5
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2answers
64 views

Solvent effects on acidity of ethanoic acid

Is ethanoic acid most acidic in DMSO, water or methanol? I suspect that the conjugate base would be most stabilized by a polar protic solvent (meaning it's weakest in DMSO), however, water and ...
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In Corey-House synthesis, why is R2CuLi less stable than the product RCuLi? [closed]

In Corey-House synthesis why is $\ce{R_2CuLi}$ less stable than the product $\ce{RCuLi}$ ? Please note: I don't know much about coordination chemistry, so it would be helpful if someone could explain ...
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1answer
38 views

What is the meaning of scores when comparing reaction classes in the KEGG database

With respect to related R class in KEGG website: http://www.genome.jp/tools-bin/relclass?RC00064 What is the biological or statistical relevance of the score? How is it computed? And does it signify ...
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1answer
55 views

How are RDM patterns for reactions in the KEGG database constructed? [closed]

With respect http://www.genome.jp/dbget-bin/www_bget?rp:RP00167 can anyone tell me how the RDM pattern were obtained?? Information what RDM is given here: http://www.genome.jp/kegg/reaction/ Note: ...