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Results tagged with organic-chemistry
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user 28253
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.
5
votes
Accepted
Difference between aldehydes and ketones
Ketones are to aldehydes as ethers are to alcohols. You could extend this to water. Is water formalcohol? Once you begin to explore the periodic table deeply enough, you will see that there is no dist …
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13
votes
2
answers
664
views
Is there an abbreviation for "something bulky"?
I want to draw a scheme that indicates the difference between the products formed in a reaction with a molecule that will form one thing when it has methyl or hydrogen substitution, but another thing …
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8
votes
Accepted
Stability of transition and post-transition metal alkoxides
Alkali metal, main group, and transition metal (TM) alkoxides all have significantly different chemistry. Early- and Late-TM alkoxides also have different behaviour, so we should split this family int …
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3
votes
What would this unsaturated cyclic compound be called?
It's called cyclohexylidenecyclohexane.
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1
vote
0
answers
526
views
What is the mechanism for the conversion of thiourea to diazomethane?
I really want to know how this reaction works:
\begin{align}
\ce{SC(NH2)2 + 2 NH3 &-> CH2N2 + 2 NH4+ + S^2-}\\
(\ce{S=C(NH2)2 + 2 NH3 &-> H2C=N=N + S(NH4)2 })
\end{align}
This seems like it ought to …
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5
votes
Do Grignard reagents deprotonate amines?
If you really wanted to start with the substituted aniline, you could probably oxidize, deuterate, reduce to get the product if you indeed want the amine and not the amide, but the yield would be poor …
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12
votes
Accepted
Fluorescein synthesis
This reaction is considered a modified Friedel-crafts acylation. The reaction is formally a series of electrophilic aromatic substitutions, with hydroxyl leaving groups picking up protons (1), however …
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7
votes
Accepted
Reduction of carbonyl groups
Sodium borohydride is a weaker reducing agent than, say, lithium aluminium hydride, so, although it will react with ketones and aldehydes, it is not strong enough to react with carboxylic acids or est …
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4
votes
3
answers
964
views
What is the mechanism of addition of glycine into 5-chloro-N-methylisatoic anhydride?
The following transformation is involved in a step in the synthesis of diazepam:
(†)
What is the mechanism of the transformation from the second to the third intermediate (N-methylisatoic anhydride …
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2
votes
What is the mechanism of addition of glycine into 5-chloro-N-methylisatoic anhydride?
I came up with this, but DHMO proposed the same mechanism first.
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10
votes
1
answer
6k
views
How exactly does the oxidation of TEMPO by NaOCl/KBr work?
I would like to understand the exact process by which TEMPO is oxidized to the nitrosonium cation by NaOCl, as in the part of the mechanism shown in the diagram (1) surrounded by the red box:
The c …
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1
vote
Which is the better leaving group in the following Cannizzaro reaction?
If you'd like to read more about this mechanism, you should out this paper:
Swain, C. G.; Powell, A. L.; Sheppard, W. A.; Morgan, C. R. Mechanism of the Cinazzaro Reaction, 1979, Am. Chem. Soc. 3576
…
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7
votes
Accepted
Formation of Lactone from 5-amino-decanoic acid?
I doubt your book is asking you to convert this molecule into a lactone. This would be very hard to do. It could, however, be easily converted into a lactam. 5 and 6 membered lactams are formed by sim …
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