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Results tagged with organic-chemistry
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user 56637
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.
2
votes
Why is ortho-hydroxybenzoic acid more acidic than its para-isomer?
The intramolecular hydrogen bond in ortho-hydroxybenzoic acid between the $\ce{COO-}$ and the -$\ce{OH}$ groups forms a six membered ring.
Since this structure is very stable, the deprotonation of th …
- 42.1k
5
votes
Accepted
What quantity of dessicant agent
You add dissicant until it suspends easily in the solvent when you swirl the flask. Some people say: "Until it snows".
When you add a bit of magnesium sulfate or other fine powdered dissicant, it for …
- 4,402
3
votes
Why is it aqueous and ethanolic conditions for nucleophillc substitution of cyanide ion with...
The cyanide ion is a very good nucleophile and reacts readily with benzyl chloride.
The problem is that the cyanide salts are soluble in water, while the benzyl chloride is not.
Therefore, ethanol i …
- 4,402
6
votes
What could cause a peak to split into 2 resonances as temperature increases in NMR spectroscopy
Since I do not know which compound it is, my guess is that you have two different $\ce{H^1}$ that have almost the same chemical shift at room temperature. The chemical shifts change with temperature …
- 4,402
5
votes
Accepted
If acyl chlorides are reacted with aqueous ammonia, will carboxylic acids also be formed?
Acyl halides react with water but usually not violently. The acyl halides are normally not soluble in water so the reaction is slow. Then, when the reaction proceeds, acid is formed and the pH decreas …
- 71.9k
1
vote
Accepted
Regarding acid-base reactions, how does one know when a hydrophobic base substance is fully ...
Yes, that is correct.
As you add HCl, the pH will remain more or less constant at around 5, since in solution there is a salt of a strong acid and a weak base.
Then when all the base has been proton …
- 4,402
20
votes
6
answers
839
views
Organic Structure Challenge
Recently we had this challenge in our Organic Chemistry Department.
I was not involved in it but I thought it might be interesting for the SE Chemistry site, so here it is.
Propose a structure for C2 …
CommunityBot
- 1
5
votes
Major product in Reimer-Tiemann Carbonylation
You are right in that the $\ce{OH}$ is the main director, especially in alkaline media.
The para position is preferred over ortho because it has less sterical hindrance.
Therefore, the major produc …
- 4,402
4
votes
Accepted
What happened when the cherry juice turned blue?
Cherries, like red cabbage, hibiscus and many red or purple colored fruits, contain a class of compounds called anthocyanins of general formula:
where $\ce{R_x}$ is either $\ce{OH}$, $\ce{OR}$ or $ …
- 4,402
11
votes
Accepted
Why is ammonia less acidic than terminal alkynes?
It is the alkyne that is not in line.
In the alkynes, the carbon is sp hybridized and this gives it much more s character.
Because of this, the electrons are closer to the carbon nucleus and the $\c …
- 9,910
1
vote
How good is aromaticity at stabilization?
The situation in S and P is very similar.
Essentially you have a negative charge $\alpha$ to two double bonds which will delocalize these charges.
In the case of cyclopentadiene, this will be stabili …
- 4,402
4
votes
Accepted
Reaction of 2,4-DNPH with aromatic aldehydes
2,4-DNPH is a derivatization reagent for the identification of ketones and aldehydes.
This was extensively used in organic analysis before instrumental methods were readily available.
You determined …
- 4,402
3
votes
Accepted
organic spectroscopy: n-phenethylacetamide base peak ion
Assuming electronic impact, the most electronegative atom will loose an electron and remain positively charged.
Amides typically undergo a McLafferty rearrangement.
In this case, the rearrangement can …
- 4,402
0
votes
Accepted
What is the difference, if there is, between this two distillation methods?
There is no fundamental difference between the two methods.
In both cases steam is formed and it is passed through the plant material.
The intention is to extract the non volatile water insoluble es …
- 4,402
4
votes
What is the structure of 92 m/z fragment for aspirin
This spectrum is recorded using electron impact. That means that the molecule is positively charged by losing one electron.
Since that is a very unstable structure, the molecule starts fragmenting lo …
- 4,402