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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How can I tell if a certain carbon/hydrogen molecule can actually exist?

My 11 year old daughter asked me if the following compound exists in real life, and if so, what is it called. Not only do I not know, I have no idea how to find the answer to such questions. Any ...
0
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0answers
24 views

Why doesn't acetylene react with bases like NaOH? [duplicate]

Acetylene has an acidic hydrogen atom, but it does not react with bases like $\ce{NaOH}$ and $\ce{KOH}$.
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1answer
32 views

Hybridization of nitrogen in a ring

Is there a well defined way to discern the hybridization of a nitrogen atom in ring, like pyrrole? How can you know whether the nitrogen's lone pair are in the conjugated system or not?
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17 views

What atoms make up carbon fiber? [duplicate]

I know water equals (H2O) but I can't find what carbon fibers is, Please someone help me!
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14 views

Reactions of Phloroglucinol [on hold]

Does phloroglucinol respond to (i) Iodoform test? (ii) Cerric Ammonium Nitrate test? (iii) 2,4-DNP test? I couldn't find any good sources that answer any of these. Thank you for your help.
4
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1answer
119 views

Why does LiAlH4 reduce an amide to an amine but only reduce a ketone/aldehyde to an alcohol?

Here are two different reactions in which lithium aluminium hydride, $\ce{LiAlH4}$, reduces a carbonyl group: Why does $\ce{LiAlH4}$ completely remove the oxygen from the amide but only reduces the ...
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0answers
22 views

Nitration of p-nitrotoluene [on hold]

Why the p-nitrotoluene on further nitration gives o,p-nitrotoluene not the m,p-nitrotoluene . According to me in m,p-nitrotoluene there is +M NO2
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15 views

Ortho para or meta directing [duplicate]

As we know CH3 is ortho para directing . Then why the following rection gives meta directing .
2
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1answer
47 views

Friedel Crafts acylation mechanism

Here is my proposed mechanism, something tells me that the intramolecular deprotonation happens after, and that this is not concerted. Is my mechanism correct?
0
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0answers
17 views

POS(plane of symmetry) [on hold]

How do you do this fast imagination? Or is there some trick to it?
-1
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0answers
10 views

R/S configuration [on hold]

What's the rule behind this particular one for priorities?
-3
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0answers
13 views

2-chloro-3,3-dimethylpentane reacting with ethanol (isopropyl alcohol as solvent)? [on hold]

In the reaction of 2-chloro-3,3-dimethylpentane reacting with ethanol (isopropyl alcohol as solvent), what will the resulting major compound be (structure and all)?
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0answers
10 views

how to figure out the ox red half reaction with this composant? [on hold]

how to find the ox/red calibration half reaction between C4H8O and (2k+,Cr2O7)?
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1answer
25 views

Isn't the reaction of chloral with sodium hydroxide a disproportionation reaction?

Chloral undergoes a haloform reaction with sodium hydroxide. Now the carbon atoms in chloral are in the $\mathrm{+III}$ and $\mathrm{+I}$ oxidation state. Chloroform’s carbon is in the $\mathrm{+II}$ ...
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0answers
21 views

HSAB: alkyl halides & carbonyls LUMO energy flaw

Hard electrophiles have LUMO of higher energy than soft electrophiles. Alkyl halides are considered to be soft electrophiles while carbonyl compounds are considered to be hard electrophiles. The sigma ...
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1answer
44 views

Why do alcohols and ethers have approximately the same solubility in water but different boiling points?

In Morrison & Boyd, I found this question: Butan-1-ol (b.p. $118~\mathrm{^\circ C}$) has a much higher boiling point than its isomer diethyl ether (b.p. $35~\mathrm{^\circ C}$), yet both ...
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1answer
24 views

Differentiating esters from glycosidic linkages

What exactly is the difference between an ester linkage and a glycosidic linkage? I know both release a molecule of water, but what is the difference? Is it simply which types of monomers are involved ...
3
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0answers
20 views

Intermolecular Forces in Teflon vs Polyethylene

From Wikipedia, polyethylene has a melting point of around $400K$, while Teflon (polytetrafluoroethylene) has a melting point of $600 K$, which is much higher. Besides the increased London Dispersion ...
0
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0answers
50 views

Can NaBH4 or LiAlH4 reduce CO? [on hold]

I've heard that $\ce{LiAlH4}$ and $\ce{NaBH4}$ cannot reduce simple alkenes because they can only reduce polarised double bonds. So can $\ce{CO}$ (carbon monoxide) or a polarized alkene be reduced by ...
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0answers
15 views

Nucleophilicity of the following nucleophilic species [on hold]

Arrange the nucleophilic species in decreasing order of nucleophilicity 1)OH- 2)CH3O- 3)CH3- 4)NH2- Provide explanation please.
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5
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2answers
66 views

Is ciprofloxacin acidic or basic?

I would expect an aqueous solution of ciprofloxacin to be basic for the following reasons: The carboxyl group has pKa = 6.09 and the secondary amino group has pKa = 8.74. Because 8.74 is further ...
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0answers
17 views

Calculating Molar Mass [on hold]

Calculate the molar mass (in g / mol) of a gas at 39.9°C with a pressure of 6.5 atm. There were 2 grams of the gas added to a 6 L container. Please use (at least) 3 sig figs in your answer. ...
1
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1answer
26 views

Acetaldoxime Synthesis: Hydroxylamine vs Hydroxylamine HCl

Wikipedia says acetaldoxime can be prepared by reacting Acetaldehyde & Hydroxylamine in the presence of NaOH. https://en.wikipedia.org/wiki/Acetaldoxime But the reaction shown uses Hydroxylamine ...
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1answer
24 views

Propene react with ICl

When propene react with ICl , it gives an inoptically active compound ,why. According to me there is chiral carbon so it should be optically active
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Substitution reaction(Sn2) [on hold]

Why do we need a strong lewis base for better Sn2 nucleophilic substitution and weak lewis base for Sn1 nucleophilic substitution ?
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0answers
32 views

Determining the name of a compound via IR and H NMR spectroscopy [on hold]

I know that the functional group of this compound is a carboxylic acid, but I can't seem to figure this out. It has a melting point of 105-110. Can someone please help me determine this compound's ...
4
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1answer
39 views

Stereoselectivity of hydroboration

The above compound undergoes hydroboration. I originally thought that the $\ce{OH}$ group can attach to any of the 2 carbons plus there are 2 possible enantiomers at each position. So there should ...
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1answer
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Possible E2 products of S-2-bromo-2-methyl-1-phenylbutane

I have been asked to predict wether the following reaction will proceed by elimination or substitution. $\hspace{2.4cm}$ I believe that the reaction would proceed by the $\mathrm{E2}$ mechanism. I ...
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21 views

What is the structure of Tertbutyl phenyl ketone? [closed]

I would like to know the chemical structure of the terbutyl phenyl ketone.
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51 views

How does spin flipping of triplet carbenes occur?

Below is presented a page from Clayden Organic Chemistry 2ed. How and why does the spin flipping during the collision with solvent molecules actually occur?
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56 views

Which of the following will undergo fastest SN1 reaction?

Answer : M0re stable is the carbocation faster will be SN1 reaction so, according to me the first one is more stable due to resonance so the first one should undergo faster SN1 reaction than the ...
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41 views

Which substituent in the benzene ring activates it most towards electrophilic substitution?

I came across the following question in my textbook: Which of the following gives electrophilic substitution reactions most easily? Phenol Chlorobenzene Benzene Methylbenzene I tried drawing ...
3
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1answer
40 views

Clarification needed - Number of stereoisomers

How many stereoisomers are possible for the compound in the picture? I tried to draw a rough picture and indicated the chiral carbons. I'm getting 8 stereoisomers are possible but my book gives the ...
0
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2answers
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Why can't oxygen in furan be sp-hybridized?

From ChemWiki's article on Huckel's Rule: So far, you have encountered many carbon homocyclic rings, but compounds with elements other than carbon in the ring can also be aromatic, as long as ...
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net ionic equations +strong base. 2 questions [closed]

A)Write a net ionic equation for the reaction that occurs when aqueous solutions of hydroiodic acid and sodium hydroxide are combined. B) Write a net ionic equation for the reaction that occurs when ...
1
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1answer
33 views

Nomenclature of Organic Compund doubt

Is the IUPAC name of above compound 7,7-dibromo oct-5-yn-4-ol or 2,2 dibromo oct-3-yn-5-ol ? I understand that the former name is given keeping in mind -OH as the functional group but by giving the ...
6
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1answer
67 views

Relative magnitudes of 2- and 3-bond coupling constants

Why is geminal coupling weaker than 3-bond coupling in complex coupling? It would make more sense that atoms that are closer to each other influence each other more. Take methyl acrylate for example. ...
3
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1answer
65 views

Stereospecific in SN2 reaction

(S)-1-bromo-1-fluoroethane reacts with sodium methoxide to give pure (S)-1-fluoro-1-methoxyethane. This is an SN2 reaction so inversion should take place , hence the product should be R but it is not ...
3
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1answer
55 views

Determination of structure by 13C and 1H NMR spectroscopy

I'm trying to interpret a $\ce{^{13}C}$-NMR and $\ce{^1H}$-NMR spectrum. So far, I've decided that $\ce{CH3-C}$, $\ce{CH2-CH3}$ and $\ce{CH-CH}$ exist in the structure. I'm not sure but I guess there ...
3
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2answers
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Can triethylamine/pyridine be used in this reaction?

As part of my homework, I had to plan the synthesis of labetol, a blood pressure drug, from its component parts. One of the steps involved was the following $\mathrm{S_N2}$ reaction: The solutions ...
0
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1answer
30 views

Alkyl halide reaction with AgNO2

I want to know that whether both alkyl nitrite and nito alkane are produced or if nitroalkane is the only product. There are many different (contradicting) things written in different books that is ...
0
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0answers
28 views

How to find information on N-(2-phenylpropyl)-piperidinone?

I am only able to find one reference to N-(2-phenylpropyl)-piperidinone, and it is not exactly helpful for me. Any references, patents, or other mention of this chemical would be very helpful. ...
2
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1answer
33 views

What makes carbon special? [duplicate]

We are home schooling my son, and right now we are covering chemistry- ionic bonds, covalent bonds, etc. We've talked about how carbon is "special" in that it can form very complex molecules (organic ...
4
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1answer
50 views

Monitoring H -> D exchange

I was wondering how the exchange of hydrogen by deuterium, like on arenes like benzene could be monitored for a reaction on a scale larger than say 10 g of product. While I know that C6D6 is ...
0
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1answer
35 views

Why does a silanized glass surface become hydrophobic?

What is the physical reason that a glass surface becomes hydrophobic by silanization? (e.g. is it due to increase in surface roughness due to the long chains which is created on the glass surface? or ...
0
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0answers
40 views

Which one will be oxidized firtst: OH-group or Aldehyde group [closed]

I was wondering if multiple oxidizing positions are available: -OH and - CHO, which one will be oxidized first, when using Tollens' reagent. for example: thankyou,
4
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1answer
87 views

Which groups take priority when predicting the stereochemical outcome of addition to cyclohexenes?

I am trying to understand the stereochemistry of iodolactonisation of this cyclohexene. When the iodine reacts forming the iodonium ion, I can't work out if it would attack from the top or the bottom? ...
7
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2answers
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How do atoms with 3 different covalently bonded substituents and one electron pair behave?

If one has a carbon atom with 4 different groups covalently bonded to it, it is called asymmetric and there can be enantiomers etc. But imagine if one has a different central atom, for example a ...
3
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1answer
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aldol or no aldol?

Will 2-methylbutanal undergo aldol condensation? We are taught that it will not because the +I effect makes the carbanion unstable but if we make an enolate ion, isn't it resonance stabilized by the ...