All Questions
Tagged with halides aromatic-compounds
36
questions
8
votes
2
answers
884
views
Why does the Wurtz-Fittig reaction occur?
In the Wurtz-Fittig reaction, an aryl halide and an alkyl halide react with sodium in the presence of dry ether to give R-Ar as the major product. Why is the coupling of R and Ar favoured? In other ...
- 414
1
vote
1
answer
116
views
1-Bromo-4-tert-butylbenzene reaction with NaNH2 [closed]
I'm struggling to grasp how the reaction would turn out. Could you help?
My idea was that the bromide atom will get replaced by the amino group of $\ce{NaNH2}$, but when I google, I read that $\ce{...
- 423
1
vote
0
answers
84
views
Why is the melting point of meta-diiodobenzene higher than that of ortho-diiodobenzene?
I'm currently trying to reason for as why the melting point of meta-diiodobenzene higher than that of ortho-diiodobenzene and I'm unsure of what to say. I understand the para isomer has the highest ...
- 19
0
votes
2
answers
276
views
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
2
answers
456
views
Is regioselectivity affected by steric factors during alkylation of naphthalene?
I read that Friedel Craft's alkylation of naphthalene by alkyl halides having more than 2 carbons occurs at 2-position. On the other hand, with smaller halides, it occurs at the 1-position.
Does it ...
- 31
5
votes
2
answers
1k
views
Why is acylation giving the major product compared to alkylation in the reaction between benzene and chloroacetyl chloride?
Why are we getting this products as major and the other as minor ?
According to my knowledge, the carbocation formed on the $\alpha$-carbon of the carbonyl chloride is more stable than the ...
- 513
3
votes
0
answers
145
views
Comparing of melting point of dibromo p-xylenes
How to compare the melting points of the above isomers? I know that melting point depends upon the packing of the molecule, more efficient the packing, higher is the melting point. Symmetry in a ...
- 1,261
3
votes
1
answer
109
views
Why does there need to be a planar intermediate in 2,2'-dibromobiphenyl when one of the phenyl groups rotates?
I was in class and my professor brought up the example of 2,2'-dibromobiphenyl:
In her example, one of the bromines was actually pointing into the page and the two phenyl groups were not actually on ...
- 129
8
votes
2
answers
1k
views
Mechansim of reaction between 1‐bromo‐2‐fluorobenzene and furan in the presence of Li/Hg
Problem
From FITJEE AITS test series:
What is the mechanism of the following reaction?
Solution
My approach
It looks like Birch reduction with $\ce{Li}$ converting to $\ce{Li+}.$ But I can't make ...
- 594
12
votes
4
answers
1k
views
Most favorable position of attack of an electrophile on 4-trifluoromethyl-1,2-diphenylbenzene
Problem
This problem is from a 2016 FIITJEE AITS paper:
Which position is most favorable for the attack of an electrophile?
Answer
My attempt
The more favorable position for attack should be the on ...
- 594
1
vote
1
answer
3k
views
Relative reactivity of alkyl and aryl halides in nucleophilic-substitution reactions
In case of alkyl halides, the order for relative rates of reactions is $\ce{RI > RBr > RCl}$.
The reason is clear that $\ce{I-}$ is a better lg because of negative charge stabilisation and also $...
- 75
7
votes
3
answers
785
views
Why benzenediazonium bromide and iodide are of little interest?
When we think of aryldiazonium compounds, the first compound that comes to mind is benzenediazonium chloride. Sure thing, the compound is versatile and has been used to make a vast array of organic ...
- 26.3k
2
votes
1
answer
434
views
Does acetophenone show haloform reaction?
Although acetophenone is a methyl ketone, as it is aromatic, it is immiscible in H2O so the last step in the haloform reaction should not occur?
I couldn't find any source regarding the haloform ...
- 1,027
16
votes
4
answers
6k
views
0
votes
0
answers
376
views
Heating Dry Benzenediazonium Chloride
If we heat BDC with water then phenol is formed. I was wondering what would happen if we heated dry benzenediazonium chloride. I know that on heating benzenediazonium fluoroborate we obtain ...
