All Questions
Tagged with synthesis aromatic-compounds
58
questions
1
vote
1
answer
124
views
How does the following cyclization reaction work?
The following is a reaction from a school provided lab manual. However, I am unable to find anything similar to the cyclization reaction taking place. All of the reactions I have found online make use ...
- 49
2
votes
0
answers
151
views
Removing DCC and its by-product from Steglich Esterfication
In my small research, I want to synthesize 3 alkyl gallates (ethyl gallate, butyl gallate, and hexyl gallate), and here's my overall reaction using Steglich esterification):
However, from reading ...
- 155
0
votes
0
answers
78
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Steglich Esterification in Alkyl Gallates
Based on my research (reading some articles), some alkyl gallate syntheses used Steglich esterification instead of the usual esterification (Fischer esterification). The reason why Steglich ...
- 155
3
votes
0
answers
88
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How does the synthesis of [18]annulene proceed stepwise?
Finding good literature on the synthesis of [18]annulene is challenging, as most sources are well old and quite archaic, so I was hoping some explanation in regard to the mechanism of synthesis.
My ...
- 226
2
votes
1
answer
517
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Dimerization of aniline to biphenyl
I've been looking for ways to synthesize biphenyl - $\ce{(C6H5)2}$.
The Ullmann coupling is inaccessible, as bromobenzene is inaccessible in my country due to the manufacture of PCP.
I had the idea to ...
user102173
0
votes
2
answers
276
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Substitution in aryl halides
I need to propose a route for the synthesis of 2-(bromomethyl)benzonitrile from 1-bromo-2-(bromomethyl)benzene. In the attached figure, the structure of the starting compound and the species to be ...
- 607
2
votes
0
answers
65
views
Synthesis of allylic ether, starting with phenalene
I stumbled across a retro-synthesis question, for which I don't know the exact answer; I prepared two synthesis ways, but I don't know if they could be realized in a lab. The question is the following:...
user115162
0
votes
0
answers
89
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Side-chain Oxidation vs Oxidative Cleavage
When the above compound is subjected to acidified $\ce{KMnO4}$, can both side chain oxidation and oxidative cleavage of $\ce{C=C}$ bond occur? Or will one have priority over the other?
- 242
7
votes
2
answers
2k
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Why doesn't aromatic substitution add at multiple positions in one reaction?
When you do aromatic substitutions, you usually see the major products with one substituent added. My question is why can't you add multiple substituents in one reaction? For example, the image below ...
- 2,037
8
votes
0
answers
91
views
Mechanism of Hypervalent Iodine Phenolic Coupling
I need some help understanding the hypervalent iodine phenolic coupling reaction taking place in this synthesis of morphine, the reaction uses $\ce{PhI(OAc)2}$ as the hypervalent reagent and ...
- 147
3
votes
1
answer
225
views
How can I synthesize 2‐amino‐3‐(chlorosulfonyl)benzoic acid from toluene or benzene?
I am trying to design a proper synthesis route for 2‐amino‐3‐(chlorosulfonyl)benzoic acid, though methyl 2‐amino‐3‐(chlorosulfonyl)benzoate—using an ester group in lieu of a carboxylic acid—would also ...
- 111
1
vote
1
answer
296
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Converting bromobenzene to 1‐bromo‐3‐methylbenzene
I started by taking $\ce{FeCl3}$ to reduce electron-giving capacity of $\ce{Br}.$ Then we need a methyl at meta, so I thought about Friedel–Crafts acylation, but then also methyl will come at para.
- 511
3
votes
1
answer
622
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Synthesizing 2-bromoaniline from bromobenzene
I am trying to synthesize 2-bromoaniline from bromobenzene. I came up with a reaction path, but I want your thoughts on whether this is feasible and can produce a decent yield.
Sulfonation of ...
- 49
3
votes
2
answers
634
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Synthesis of Pyrene from Benzene
I know of this ring expansion reaction that can fuse a benzene ring with another benzene ring:
Performing this reaction twice gives us phenanthrene
How would one go about synthesizing pyrene from ...
- 6,278
3
votes
1
answer
195
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Laboratory and commercial preparations of aniline other than reduction of nitroarenes [closed]
Till now I could only find one laboratory preparation of aniline, i.e. reducing nitrobenzene with $\ce{Sn}$ and concentrated $\ce{HCl}$. I'm confused if Hofmann degradation is only commercial.
I'd ...
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