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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What results from the reduction of Hordenin? How is it possible that it has the same chemical formula as Ephedrine (C10H15NO)?

How is it possible that Hordenin Hydrochloride CAS 539-15-1 has the formula C10H15NO as well as Ephedrine Hydrochloride CAS 299-42-3 ?? So what happens by reducing Hordenin by a reduction reaction (...
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Assessing concentration of a tincture

I am not a chemist. What equipment and process does one use to measure the concentration of a tincture (herbs soaking in 80 proof vodka over time)?
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The reaction of magnesium malate with hydrochloric acid [closed]

I'd like to know the reaction of magnesium malate with hydrochloric acid. I couldn't find it on the internet and I'm worrying that ingesting mag. malate will neutralize my stomach acidity.
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Using a character table for H2O, NH3 and BF3 molecules please explain the following, [closed]

Using a character table for H2O, NH3 and BF3 molecules please explain the following, (1). Can there be triple degenerate orbital in the three molecules? (ii). What is the maximum degeneracies for the ...
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Chemistry question about lipid absorption

Why triglycerols can't get absorbed directly into enterocytes? why do they have to be broken down then resynthesized?
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Does Glycerol give silver mirror test with Tollen's Reagent?

I did an experiment in my school lab in which we had to identify the given organic compound. In my Lab Manual, it's written: Take 2 ml of Tollen's Reagent and add a few drops of organic sample. ...
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Why does magnesium prefer to insert into C–Br bonds over C–Cl bonds?

In the formation of a Grignard reagent from a compound possessing both bromine and chlorine, magnesium preferentially inserts into the C–Br bond over the C–Cl bond. For example, the formation of a ...
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What's the absolute configuration of the 3' carbon on monophosphate adenosine? [closed]

Hi, I'm having difficulty finding the absolute configuration of the 3' carbon on this molecule.
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What would the mechanism be for intermediate B to Supinidine, and what would by product C be?

I have managed to do the mechanism for the first step, but have no clue how 4 equivalents of MeLi are used for the second step of the reaction.
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Reactivity of potassium in water vs. in methanol [duplicate]

When potassium metal is added to water, it react violently, but when potassium react with methanol, it forms bubbles. Why is this happening? why is potassium more reactive in water than in methanol
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How are these two enantiomers? [duplicate]

I was wondering how these two chair conformations are enantiomers, because they do not seem to be mirror images of each other. The molecule on the left undergoes a ring flip to achieve the ...
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1answer
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In the Haworth projections of D and L glucose, is the stereochemistry at every carbon except the anomeric carbon just inverted?

I'm having a bit of trouble grasping sugar stereochemistry. Using glucose as an example, if you cyclize D and L glucose, is the stereochemistry at every carbon just inverted from the other form? ...
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Isomerization of tertiary carbocations in cholesterol synthesis

The following reaction mechanism happens in cholesterol synthesis inside human body. I am unable to understand why on earth the hydride shift happens here. I mean its already a tertiary carbocation, ...
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Accidental hydrolysis of tert-butyl chloride

Yesterday, I performed the synthesis of tert-butyl chloride from tert-butyl alcohole in my practical organic chemistry class. However, I only obtained a relatively low yield of about 30 %. Since I ...
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Reaction of propanoic acid with chlorine used in wastewater treatment

I'm asked in a problem to write down the equation of the reaction of propanoic acid with chlorine used in wastewater treatment: $\ce{CH3-CH2-COOH +Cl2}$. The problem also states that, in this reaction,...
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How do I prepare the saturated salt (NaCl) solution of density 1.6 g/cm3? [closed]

I wanted to make saturated salt solution of density 1.6 g/cc in 1L. if i consider that 1g/cc = 1 g/ml then for 1.6 g/cc i need 1.6 g/ml so for 1L I need 1.6 kgs or 1600g of NaCl??? This is very weird. ...
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Why is the absolute configuration this way for 2-Bromo-3-methylpentane [closed]

I can not figure out why the clockwise and chiral clockwise chiral centers are labeled as such, can someone draw a picture explaining it? I put the Hydrogen facing away and it is opposite. How do I ...
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Why does alcohol crack acrylic (plexiglass)?

I have seen videos and discussions about alcohol cracking acrylic, and waterblock manufacturers reminding users to not use alcohol in cooling systems with plexiglass acrylic, but why is this so? The ...
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Reactivity with rubbing alcohol and PVC

Rubbing alcohol seems to make polyvinyl plastic more sticky; i.e. if I clean a tube connector with rubbing alcohol first and then insert it into the plastic tube, it supposedly secures the seal ...
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1answer
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is this compound meso? trans-1,4 dimethylcyclohexane [duplicate]

I had a question on a quiz that asked if the compound below was meso or not. I thought that it would be meso because there is a plane of symmetry going through the two methyls, but the answer was that ...
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Why is the NMR result for my p-toluic acid product so odd?

I just started learning about NMR and did a lab session where we conducted Grignard rxn with CO2 to form p-toluic acid and my NMR result is: 1H NMR (400 MHz, CDCl3) δ 9.63 (s, 4H), 8.07 – 8.00 (m, 5H),...
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Dehydration of Alcohols

Kindly mention the major and minor products of dehydration of 2-methylbutan-1-ol. As it is a primary alcohol, one would expect it to undergo dehydration by the E2 pathway and form 2-methylbut-1-ene. ...
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1answer
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TCP and KCP product

Q: According to me, the kinetic controlled product(KCP) should be While the Temperature controlled product(TCP) is: What should be the answer to this question because no temperature has been ...
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2answers
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Efficacy of Intramolecular Friedel-Crafts reaction on =o, c=o bonds of ring structures?

Updated Q: Inquiring to understand the efficacy of intramolecular Friedel-Craft like reaction on stability on the ring structures with =o, c=o bonds. Keen to know if ring structures are challenged ...
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How to calculate the temperature when equipartition is estimated [closed]

what must be the temperature be before the energy estimated from equipartition theorem is within 2 percent of the energy given. please help me to solve this. E= hcv/e^(bhcv)-1 v is the wavenumber is ...
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What happens when I use cyclohexanol to prepare cyclohexene?

I've done a student experiment using cyclohexanol to prepare cyclohexene. We mix $10.5~\mathrm{g}$ cyclohexanol and $5~\mathrm{mL}$ $85\%$ $\ce{H3PO4}$ in a $50~\mathrm{mL}$ flask, then distill while ...
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1answer
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Polarity and stability

Why is cis-1,2-cyclohexadiol less polar than trans-1,2-cyclohexadiol? I know it has something to do with stability and chair conformations, but I'm not sure how it relates to polarity. I know cis-1,...
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Hazards of eating non-stick coating, particularly considering the coating primer [closed]

How unhealthy are teflon / non-stick coating chips that end up eaten? What role does the primer coating play? Existing similar threads that don't go into enough detail: 1, 2 I understand that there is ...
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Hi! I have questions about chemical reactions [closed]

Hi working on a film where we do a fake chemistry set up and must produce crystals quickly - any suggestions ? Must be safe for actors
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Heavy Organics Heat Exchanger Design 1-Butanol [closed]

Is 1-Butanol (Bultyl Alcohol) classed as a heavy organic?
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Why can toluene be chlorinated at either the benzylic position or the ring depending on the conditions?

My book mentions a reaction for the preparation of benzaldehyde with toluene in which side chain chlorination of toluene gives (dichloromethyl)benzene, which upon hydrolysis gives benzaldehyde: Why ...
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Why is H2 with Nickel catalyst unable to reduce carboxylic and amide groups?

I have tried to google for the explanation but was unable to find any. Would the mechanism that H2 Nickel works possibly be a reason? Thanks!
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Organic "friendly" oxidizers [closed]

are there any oxidizers I can use with organic solvents (ethanol, acetone...) that won't make them blow up? I need to dissolve metals in anhydrous organic environment, but I don't really need ...
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1answer
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What is the mechanism for oxidation of ketones by the Popoff's rule?

Ketones are relatively much harder to oxidise, but they do undergo oxidation reactions at extreme temperatures. Our teacher also told us about Popoff's rule which states that, on oxidation of ...
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Isomer only appears in carbon compounds? [closed]

Isomer is a property that appears only in carbon compounds? Is it the property of an optical isomer that appears only when carbon forms a tetrahedral structure? Can other atoms come to the center of ...
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Reimer tiemann reaction of para nitrophenol

I was having a doubt regarding the Riemer Tiemann reaction on para nitro phenol. What would be the major product since the nitro group has a -R effect on the ortho position? Any links or books or ...
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1answer
13k views

why is tertiary carbocation more stable than primary allylic carbocation?

According to general organic chemistry the order of stability is as follows: aromaticity > resonance > hyperconjugation > inductive effect Since primary allylic carbocation shows resonance as well ...
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R/S classification and D/S classification in optical isomers [closed]

I want to know the difference between the D/S classification and the R/S classification of optical isomers.
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1answer
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Soxhlet extraction condenser - addition of compound to refluxing setup

I've never used Soxhlet apparatus before and I have troubles understanding how to properly perform the following step from my protocol: To a gently refluxing suspension of 1 g Lithium aluminium ...
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2answers
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Acidic strength comparison of squaric acid and rhodizonic acid

These two are dibasic acids with the following structures (squaric acid and rhodizonic acid in order). Empirical evidence proves that squaric acid is more acidic than rhodizonic acid. It is a ...
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Is the oxygen atom in an oxime sp2-hybridised? [closed]

In JEE Advanced 2021 (a popular competitive exam in india), a question was asked in Chemistry section about hybridization of atoms. The question is as follows: The provisional answer is 8. But, i ...
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1answer
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Reaction Mechanisms: Free Radical Halogenation

In Free Radical halogenation using chlorine and sunlight, why does the chlorine-free radical get attached to the allylic carbon? Will it be correct to say that it follows the anti-Markovnikov rule? ...
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1answer
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Does the Oxy or Alkoxy Claisen Rearrangement Exist?

@Waylander's cogent Comment to the query of @Random Guy inspired me to post a problem in synthesis to test a question I have pondered for some time. The activation energy (AE) for the Cope ...
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Organic solvent that won’t attack either PET or butyl rubber?

I am looking for a suitable organic solvent for dissolving dried-on polyurethane adhesive on a substrate of nylon/butyl/polyester. Acetone is ruled out because it attacks polyester (PET) and Toluene ...
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Counting the number of conjugated bonds (assuming particle-in-a-box) [closed]

How many conjugated pi bonds would Methyl Orange have? Generally, we were taught to count the number of linear conjugated bonds where pi-electrons can overlap. However for the structure of Methyl ...
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2answers
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Order of stability of substituted benzyl carbanion

I think the order should be II > III > I. The +m effect should be more in case 1 than in 3, isn't it ? So, 1 should be more unstable than 3. Someone please explain.
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1answer
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Which of these protons are equivalent? Which NMR signals correspond to which protons?

Here are is the NMR spectrum and the compound (both images are the same spectrum, just close up). I know the deshielded signals are the aromatic protons and the ones ~6ppm are the alkene protons but ...

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