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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.

-3
votes
1answer
20 views

What is the tense of chemical equation?

I am new so bear with me. Does an equation state a happened reaction or a reaction that is happening or what? THIS WILL HELP ME UNDERSTAND CHEMISTRY BETTER PLS HELP. What thoughts can i give on ...
2
votes
0answers
12 views

Formamide and Hoffmann Bromamide Reaction

I encountered a problem to identify the compound which does not give Hoffmann bromamide degradation reaction. One of the options was formamide, and it was given as the answer. Why can't formamide ...
0
votes
0answers
9 views

Which of the following show hyperconjugation

None of the given compounds have any alpha hydrogen to show hyperconjugation, but the given answer is c.
5
votes
1answer
862 views

How to calculate the number of prochiral carbon atoms in a complex organic molecule?

Calculate the number of prochiral carbon in the following compound. The Wikipedia page on prochirality states: In stereochemistry, prochiral molecules are those that can be converted from ...
2
votes
0answers
11 views

electron donation affecting carbonyl bond strength

I have been told that electron donation decreases carbonyl bond strength and thus decreases the bond stretch frequency, but electron withdrawal increases it. This does not seem to make any sense as ...
0
votes
0answers
18 views

How does conversion of a free radical to a carbonyl compound take place? Unsure about mechanism

Came across a question that talked about fragmentation of peroxyesters, about the peroxide linkage of course. After the fragmentation of the peroxyester was done, it gave out three products (2 being ...
0
votes
0answers
9 views

Specific solvents for Wacker-Oxidation

I am currently working on a way to perform a Wacker oxidation of 1-Dodecene into 2-Dodecanone in a continous reaction where it flows through a benchtop NMR, which allows me to monitor the reaction ...
0
votes
0answers
19 views

Polymer that has aldehyde and carboxylic acid functional group

I'm currently identifying an unknown polymer sample and I found out from raman spectroscopy that it may contain aldehyde and carboxylic acid functional groups (and possibly ketone too). I was looking ...
-1
votes
1answer
41 views

How to keep raspberry ketone from forming crystals again after dissolving in alcohol?

I dissolved raspberry ketone 700 mg in 10 ml of 99% isopropyl alcohol. The solubility according to pub chem is 1 g/ml. After dissolving, I added room temperature water to bring the final volume to 70 ...
8
votes
4answers
489 views
0
votes
1answer
32 views

Reaction of diacetyl with acid

What happens when diacetyl, that is, butan-2,3-dione is treated with acid? I guess there would be acid catalysed aldol formation. But what would the final product be? I can see too many ...
1
vote
0answers
31 views

How many moles of methyl iodide will be consumed by one mole of crixivan?

My take on this question : a total of 5 moles of $\ce{CH3I}$ should be consumed. The oxygen atoms in the $\ce{2 OH}$ groups each have a lone pair of electrons. They should displace $\ce{I-}$ from ...
-3
votes
0answers
24 views

What would this reaction produce? [on hold]

What would this reaction produce? Would it even produce anything? Since NH2CH3HCL would have to many hydrogens?
-1
votes
0answers
32 views

how are peroxyesters different from other esters? [on hold]

I was questioned regarding the thermal decomposition pathways for "peroxyester" google search seems to tell nothing about it. what is it? how is it different in terms of reactions from other esters?
-1
votes
0answers
22 views

visualising TlC plates under UV light [on hold]

Does each group of compounds have a specific colour it exhibits under UV light? eg what olour in general would you expect for terpenes, alkaloids, phenolics etc under the UV light. Is there a general ...
-1
votes
1answer
27 views

2,4 dihydroxy benzoate formation

When resorcinol and potassium hydrogen carbonate are added to each other in acidic conditions together with water, 2,4-dihydroxybenzoate is formed. What kind of reaction is this? and what is a ...
12
votes
1answer
141 views

Products formed on cleavage of epoxides using HI

There seems to be multiple forms of HI used to cleave epoxides: conc. HI, anhydrous HI, cold HI, hot HI, cold conc. HI, hot conc. HI, etc. So, does concentration of HI and temperature have any ...
-1
votes
0answers
21 views

Provide a test and the net ionic equation for the tests used [on hold]

Provide a test (including reagents needed and what to look for if it gives a positive result), and the net ionic equation for the tests used, to distinguish between the following compounds: NiCl2 or ...
-1
votes
0answers
10 views

How To Decide Hyperconjugative (+H,-H), Resonance (+R,-R) And Inductive (+I,-I) Effect Of Any Group Relative To Any Other Group [on hold]

I WAS SOLVING A COUPLE OF QUESTIONS ON ACIDIC AND BASIC BEHAVIOR FROM AN ORGANIC CHEMISTRY BOOK AND WAS FACING DIFFICULTY SOLVING SOME QUESTIONS BASED ON THE AFORESAID CONCEPT. I WOULD REALLY BE ...
0
votes
0answers
17 views

E. coli biochemistry ? question or organic chemistry question [on hold]

If there is E. Coli in manure. And heating up E coli will kill it off. Would boiling/heating fresh manure kill any E. Coli permanently making it safer for a fertilizer. Or would it return and thrive.
0
votes
1answer
34 views

Carbonation of Grignard reagent with a carbonyl group present in it

Here's the question in my book (see picture) Option A is a standard reaction which gives a carboxylic acid. Option B is definitely wrong because an acid base reaction will take place and CH4 will be ...
12
votes
3answers
13k views

Why is a hydroxyl group more activating than a methoxy group in electrophilic aromatic substitution?

Why is phenol more reactive towards electrophilic substitution than methoxybenzene? Isn't the lone pair on the methoxy group oxygen more available for participating in resonance into the ring than the ...
-1
votes
0answers
13 views

6,6-dimethyl-5-hydroxy-4-oxo-3-phenylpyrrolidino-[1,2-b]pyrazole structure [on hold]

The exact question was "structure of product of Wolff-Kishner reduction of 6,6-dimethyl-5-hydroxy-4-oxo-3-phenylpyrrolidino-[1,2-b]pyrazole". Wolff-Kishner reduction should be easy enough to ...
-1
votes
0answers
37 views

Arrange the following in increasing order of contribution to resonance hybrid [on hold]

Arrange the following in the increasing order of their stability $$ \underset{\text{(I)}}{\ce{CH2=\overset{+}{N}=\overset{-}{N}}} \quad \underset{\text{(II)}}{\ce{\overset{+}{C}H2-N=\overset{-}{...
5
votes
1answer
385 views

Comparing the basicity of benzamide and acetamide

What if we were asked to compare the basicity of benzamide and acetamide? Which one of them would be more basic? I read somewhere on the internet that benzamide must be more basic than acetamide due ...
4
votes
1answer
135 views

Proton NMR spectrum of aminocaproic acid

I have completely unpacked the NMR spectrum for the drug aminocaproic acid (structure below) and have found a peak that I myself can not explain. The signals for the drug are simple to understand what ...
-1
votes
0answers
16 views
-2
votes
0answers
15 views

chemical equation [on hold]

A butyl rubber bag of total volume 3.0 m3 is used as a biogas digester. Each day it is fed an input of 0.20 m3 of slurry, of which4.0 kg is volatile solids, and a corresponding volume of digested ...
-1
votes
0answers
15 views

Help with my lab please! [on hold]

For my lab, I am changing the concentration of 1-hexene and hydrogenating it. The issue is, I was going to find rate of reaction, but I don't know how to monitor the time, so i don't think finding the ...
0
votes
1answer
81 views

Which organic compound's NMR and IR are these? Can't find out. (Data available: Melting Point ~ 116 °C)

Which organic compound's NMR and IR are these? I have figured out that the compound is a 1,4 substituted benzene. And the substituents are probably not -COOH and -OH from the spectroscopy. Kindly help ...
1
vote
0answers
17 views

How to recreate bioluminescence in fireflies in a lab?

I have several mg/mL of D-luciferin, luciferase (firefly), ATP solution (25 mmol) and MgSO4 (for the mg2+ ions). The experiment has to be done in cuvettes of 2,5 mL (if I get any results, it will be ...
0
votes
0answers
27 views

Which of the 2 structures is more stable?

As far as I know, alkenes with more number of hyperconjugating structures are more stable. Hyperconjugation has a greater stablizing effect than Inductive effect. So, (d) should be more stable as it ...
12
votes
2answers
1k views

Melting point of aspirin, contradicting sources

Querying wolfram alpha for the melting point of aspirin (link) returns $\pu{140 °C}$. The Wikipedia page for Aspirin lists $\pu{136 °C}$ instead, citing this book. How am I supposed to know which ...
9
votes
3answers
509 views

How does ring size affect SN2 reactions?

Suppose we have to compare the $\mathrm{S_N2}$ reactivity order for cyclopropyl and cyclopentyl chloride. How can we do that? I think that cyclopentyl should be more reactive towards $\mathrm{S_N2}$ ...
8
votes
1answer
257 views

Does the Location of Line-Dash-Wedge Notations Matter?

In Line-Dash-Wedge notation, when illustrating that an atom or bond is directed towards or away from the viewer (solid triangle for coming forward, dotted lines for going back), does the location of ...
0
votes
0answers
30 views

Iodoform on acetone gives one product?

During the Iodoform reaction of acetone why does the second iodine addition happen on the carbon that already has undergone substitution instead of the other carbon?
17
votes
5answers
4k views

Is the t-butyl carbocation more stable than the benzyl carbocation?

Various authors have different views regarding stability order of the benzyl and t-butyl carbocations. $$\ce{PhCH2+ ; (CH3)3C+}$$ In my opinion, resonance effect dominates, so the benzylic ...
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votes
0answers
25 views

Haloalkanes and Haloarenes [on hold]

What are the product that we get on reaction of ethylene glycol with excess HI? Confused that both OH will go substitution or elimination then addition
0
votes
0answers
22 views

Replace benzylic hydrogen with NO2 [closed]

I don't know any method to replace the benzylic hydrogen from, say, toulene. Please suggest one.
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votes
0answers
48 views

How would this reaction go? [on hold]

I feel like this would be a simple reaction, but I'm not sure if there will be secondary things, like unwanted by-products such as HBr, Br2, halogenation of random molecules, etc.
0
votes
0answers
19 views

Which of the following sustituents has the highest priority according to sequence rule? [on hold]

A) - CH(OCH3)2 B) - COCH3 I aswered it b ,but my teacher says its a. I can't understand why !! I am sure it is b!! Please, explain for me.
-1
votes
0answers
16 views

Ethers hydroysos in acidic medium [on hold]

Plz provide the detailed to how to hydrlyse this ester.
7
votes
1answer
68 views

What could cause a peak to split into 2 resonances as temperature increases in NMR spectroscopy

I understand that some peaks may coalesce upon an increase in temperature due to an increase in free rotation, this does occur with some peaks in my data. Why might you see a peak split into two other ...
-1
votes
2answers
31 views

How does acidifying a compound in qualitative analysis make sure any interrupting compounds get removed?

So I've learnt that acidifying a compound for salt analysis is to remove any basic interference and remove interrupting compounds such as carbonates. How does it remove them or what reaction is taking ...
1
vote
0answers
65 views

Predicting the products obtained after addition of bromine and then elimination using alcoholic KOH

If we have an alkene reacting with bromine, then I know that the the reaction happens by a cyclic intermediate. But if we add alcoholic KOH to the products formed, then what will be the major products ...
2
votes
0answers
15 views

Diazo Coupling reaction with para substituted phenol?

Usually Diazo coupling occurs at para position until the para position is occupied , in which case coupling occurs at ortho position . While solving questions I found in both the cases as shown , ...
4
votes
2answers
86 views

Which one has higher priority according to Cahn–Ingold–Prelog rules?

Which one has higher priority according to Cahn–Ingold–Prelog rules? (1) $\ce{-CH2OH}$ and $\ce{-CH=CH2}$ (2) $\ce{-CH2OH}$ and $\ce{-C(CH3)3}$ The answer says $\ce{-CH=CH2}$ has higher ...
0
votes
0answers
41 views

Melting point in hydrocarbons

Checking out the molecular structure and the melting points of various hydrocarbons I concluded: 1)branching increases the melting point of a hydrocarbon molecule 2)symmetry increases the melting ...
1
vote
0answers
40 views

Antiaromaticity can be explained by Hückel method?

Pentalene is one of the most famous antiaromatic molecules. But I obtained its energy of $\pi$ system as $8\alpha+10.46\beta$ by Hückel method (with a bit complicated but straightforward calculation). ...
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votes
0answers
22 views

Aromaticity when lone pair atoms present [duplicate]

I am having trouble identifying aromatic compounds when elements other than carbon, like oxygen, nitrogen are present. I know the (4n+2) Huckel rule of electrons required for aromatic/anti aromatic ...