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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Synthesis Aprepitant - SN1 reaction with BF3

i am stuck in the synthesis of Aprepitant. I used (CF3CO)2O to form a good leaving group and my professor used BF3/OEt2 to form the product. So my question is how does BF3 help to form this product?
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38 views

Another attack in a reaction

Why in the following reaction another double does not get protonated?
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169 views

Synthesis of Diazepam with (2-amino-5-chlorophenyl)(phenyl)methanone

I tried to draw the mechanism of the diazepam synthesis. Question: Do I really get the tertiary amine or does dimethyl sulfate methylate the amine twice?
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28 views

Color of methoxy substituted phenyl rings when heated in the presence of acid.

Anyone who's familiar with organic synthesis will probably have came across the DMB and PMB protecting groups. When TLC-ing compounds containing these protecting groups using common stains like ...
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(Computationally) finding similarity between two organic compounds

I have been struggling to find an acceptable answer for this question for my purposes. There are many ways to find similarity between two organic compounds - some of which are particularly popular ...
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10 views

How to rank the basicity of the ions in the following question? [on hold]

Please find the image attached.. I think more electronegative atom, less delocalization and stable conjugate acid will have more basicity.. still confused on third one.. Please help..
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1answer
27 views

Forming a dioxolan with levodopa

I've got 2 problems with reaction: 1) Does the nitrogen or the carboxyl group react with the methanal? Do I have to use a protecting group? 2) Is there a chance it reacts similar to a marquis ...
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14 views

Is there anyway to “raise” the octanol water partition coefficient of any compounds?

I'm wondering if there's anything that acts like salt which raises the octanol water partition coefficient of molecules. It would be great if anyone could give any feasible options such as low cost ...
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1answer
11 views

Are phospholipids capable of forming automatically circles or vesicles?

Sometimes scientist think that life began with membrames made of a kind of phospholipids. There wasn't any DNA needed for because those molecules would automatically form vesicles like cells. But is ...
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33 views

Boc cleavage problem

I am trying to cleave a boc group from an aminooxy group (-O-NH-Boc) with TFA in CH2Cl2 but i get minimum product and too much starting material.I need the product to be a TFA salt and not an HCl salt ...
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10 views

Coconut oil vs Olive oil: Spray dynamics

Ps: If this would better fit Physics then please move it there or let me know. I put it here based on fact that viscosity and colloids were part of chemistry curriculum 10/15 yrs back in school. Let'...
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1answer
79 views

Base Peak Intensity different than higher value in Mass Intensity Map

I've been working with mass spectrum data analysis (but my field is computer science). I'm using a library that allows me to get the entire Mass Intensity of the MS1 scan (such as [time, intensity])....
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1answer
69 views

Molecular Structure of Caffeine

I'm currently looking at a problem that asks about the structural relationship between the 4 nitrogens the caffeine molecule. I am asked to identify whether they are in perpendicular planar, coplanar, ...
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11 views

Use of Anhydrous ZnCl2 in Groove's process? [on hold]

Why is anhydrous ZnCl2 use on halogenation of primary alcohols in Groove's process ??
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26 views

detection of psilocybin with ehrlichs-reagenz

I tried to form the product of the detection reaction, however i dont know which product is correct or both products are wrong!
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15 views

does water soluable plastics made from corn create carbon dioxide nitrogen [on hold]

water soluable plastics made from corn: when they dissolve does it produce CO2 and or Nitrogen? if so, is it usable for live plants?
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1answer
35 views

What does “dye content 80%” mean on Sigma Aldrich's product page for “Allura Red AC” (aka Red 40)

Here's a link to the page: http://www.sigmaaldrich.com/catalog/product/sial/458848?lang=en&region=US Why does it say "dye content 80%"? Shouldn't it be pure if it's a packaged powder? Is it 20%...
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2answers
26 views

How to breakdown wax, preferably beeswax [on hold]

I have a project that I'm working on at the moment, but I'm stuck on this detail. I'd like to find out what can I supplement beeswax with that is organic, non toxic, and safe if accidentally consumed, ...
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0answers
14 views

Reactivity Towards Electrophilic Substitution [duplicate]

How do you decided which compound is the most or less reactive towards electrophilic substitution? For example, if the compounds are benzene, ethyl benzene, 2-phenylpropane and 2-methyl-2-...
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14 views

Methyl-alpha-d-lactopyranoside synthesis [on hold]

I found in my book information about methyl α-d-glucopyranoside synthesis, but now I must describe methyl-alpha-d-lactopyranoside. Sorry for my stupid question, but I couldn't find any examples of ...
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1answer
47 views

Acidic Strength of Nitrobenzoic Acid

The Correct acidic strength of the following : But according to me pK value of 2-nitro benzoic acid should be more than 4-nitro benzoic acid because NO2 might have H-bonding with COOH as NO2 have ...
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11 views

Can I remove sugar from soda using microfiltration (using gelatin)

Basically will the sugar molecules be left behind in the filtration process I'm looking into this method for naturally and safely flavoring vape juice (sugar would burn on the coils) if not do you ...
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1answer
36 views

Low solubility of propanal compared to propanol, propanone, propanoic acid and methyl ethanoate

I found on the internet that propanol, propanone, propanoic acid and methyl ethanoate where all completely soluble in water at room temperature. (23 degrees Celsius) But I found that propanal was, ...
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Do polarizability and electron delocalization have analogous effects on leaving groups?

With respect to bimolecular substitution and bimolecular elimination reactions, both electron delocalization and polarizability have an analogous effect on a species, making them good leaving groups. ...
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143 views

In Hückel's rule, can n be any integer?

Hückel's rule says that any planar compound with a ring of conjugated p orbitals with $4n+2$ electrons is aromatic. Here, can $n$ be any integer, or does $n$ have to be related to the number of p ...
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2answers
48 views

Suggestion for a Synthesis of Paracetamol — plausible?

I have seen a number of different plausible syntheses for paracetamol but they suffer from problems such poor regioselectivity of aromatic substitution (usually when nitrating phenol getting a mixture ...
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5-fluoro uracil lab. working conditions

I want to work with 5-fluorouracil in my experiment.It is quite toxic and need careful protection. Anybody works with 5-fluorouracil would tell me in which conditions do you use it. Do you use glove ...
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1answer
31 views

Migratory aptitude in Baeyer–Villiger reaction

I found a reaction in which we have to find the product: I tried and got to know that it is Baeyer–Villiger reaction but I got confused after seeing the answer, I thought there would be a shift of ...
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2answers
16 views

Difference between black and brown eumelanin / red and pink pheomelanin

Wikipedia says the following: There are two types of eumelanin—brown eumelanin and black eumelanin—which chemically differ from each other in their pattern of polymeric bonds. What are those ...
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1answer
38 views

On what principle do electric alcohol detectors work?

I know that normal alcohol detectors work on the principle that potassium dichromate oxidizes alcohol . On what principle does an electric alcohol detector work?
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Chemical reaction produces foam [closed]

When reaction Hydrogen Peroxide Catalyzed by Potassium Iodide produces Foam material Can this material withstand the pressure and if it does not bear Is there a chemical reaction between two ...
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19 views

Order of melting points of Compounds [duplicate]

I don't get the order of melting points of the ortho, para and meta isomers of dichlorobenzene. My book says that the order of melting points is para-isomer > ortho-isomer > meta-isomer. Now, I get ...
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22 views

Acidity order of Halobenzene [closed]

We know that the halide groups show $+R$ and $-I$ effect. Among this $+R$ effect tends to decrease the acidity and $-I$ effect increase the acidity of the group to which it is attached to. Now, in ...
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24 views

Acidity order of nitrophenols

As in other posts I have seen and learnt that, if one is given four compounds, namely para-nitrophenol, ortho-nitrophenol, meta-nitrophenol and phenol and is told to arrange them in order of acidity, ...
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12 views

Easieast method of air oxidation of octan-2-one to two carboxylic acid? [closed]

im trying to find simplest method to convert methyl hexyl ketone to two carboxylic acid with out using catalyst as i need to apply in industry scale. can anybody help me in this regard
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1answer
16 views

What chemical that when cured chemically cross-links to already vulcanized rubber

I'm looking into ways to repair rubber materials and I was wondering if there are any chemicals that when cured will chemically bond to the already vulcanized rubber material. I know this might ...
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1answer
100 views

Predict the product of reaction of quinone and hydrochloric acid

This is the question: And this is my solution: In the last step, I have tautomerised, and in the second last step, there is no double bond between carbon attached with Cl and OH (just some ...
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1answer
48 views

Haloform reaction in limited bromine

We were asked the reaction between 1 mole acetone and 1 mole $\ce{Br2}$ in basic medium. Since only a limited amount of bromine was given I got the final answer as 1-bromopropan-2-one (mono bromo ...
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2answers
60 views

Geometry of buta-1,3-dien-1-ol

Consider the molecular formula $\ce{CH2=CH-CH=CH-OH}$ $(\ce{C4H5OH})$. Tell the types of bond, hybridizations, bond angles and geometry of this compound. So I didn't have any trouble with the first ...
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148 views

Is acetone saturated or not?

This was a question in a chemistry exam: How many moles of hydrogen is required to convert 1 mole of this compound into a saturated compound? $\ce{CH3COCH3}$ (acetone) Some teachers said ...
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reduction of a molecule [closed]

We have to what all reagents can be used to proceed that reaction . I thought of Zn(Hg) HCl , NH2NH2 KOH heat , LiAlH4 and H2/Ni But the reaction proceeds only by wolff kishnet reduction . Why ?
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Is sodium borohydride really a better base than an alcohol?

I have learnt that sodium borohydride can reduce aldehydes, ketones and acyl chlorides into alcohols. However, it fails to react with esters or acid anhydrides. On the other hand, alcohols — ...
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1answer
24 views

Are all concerted electrophilic addition reactions of alkenes syn?

The Organic Chemistry book I am using (8th edition Carey, et al.) doesn't say it straight out, but I am wondering if it's a universal rule that all concerted electrophilic additions of alkenes are syn....
6
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1answer
145 views

Why are beta-ketoacids better at decarboxylation than gamma or delta?

My book claims that beta-ketoacids and beta-dicarboxylic acids are better at decarboxylating than their gamma and delta counterparts. Why is that? I would assume that since gamma and delta keto-acids ...
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1answer
79 views

How much lactose is there in milk (mechanism)?

Iodometric titration is sometimes used to find out how much lactose there is in milk. The overall oxidation reaction is written as follows. $$\ce{C12H22O11 + I2 + 3NaOH ->[\ce{CuSO4}]C12H21O12Na + ...
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1answer
72 views

NaI in acetone v/s acetone and water

When NaI is in acetone and we have R-X, then I replaces X by Finklestein mechanism (Sn2 => Inversion). But when we have acetone and water, why do we get a racemic mixture?
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Why is acetic acid stronger than p-hydroxybenzaldehyde [duplicate]

Why is acetic acid stronger than p-hydroxybenzaldehyde? There are more reasonance structures for p-hydroxybenzaldehyde so wouldn't that make it a better acid?
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25 views

Reduction of a disulfide bond

I'm trying to reduce a disulfide bond, I've tried 2-mercapto-ethanol, because I've seen in literature that using a thiol is the most common procedure. I carry out the reaction at 80o C but so far I ...
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1answer
44 views

Boiling point of: Halogenoalkanes vs alkanes vs alcohols

We know that $\textbf{Boiling point} (\text{alcohol})>\textbf{Boiling point} (\text{halogenoalkane})>\textbf{Boiling point}(\text{alkane})$ with same number of $C$ atoms, but is the following, ...