last day (2235 days later) » 

1:49 PM
room topic changed to JEE/ High School Chemistry Problems: Problem Solving Strategies of Chemistry.SE [homework]
 
Nice
 
2:33 PM
@AvnishKabaj @Tanuj Quick question: Convert benzene to 1-ethyl-3-nitrobenzene
My proposed path:
Friedel Crafts Alkylation--> Nitration
But Solution manual has: Friedlel Craft Acylation--> Nitration
Is my path acceptable?
 
@Abcd I have to say I'm doubtful about your method
 
@Tanuj Hmm its dubious because of poor yields due to carbocation rearrangements!
 
Tbh I don't see how any of the two will work
Through groups are meta
 
@Abcd I think acylation works because it's de activating and hence makes nitro go to meta
 
Oh exactly!
 
2:39 PM
Whereas alkylation activates the ring rather than de activating it, so it must be O-P
 
Got it!
 
Friedals crafts acylation->nitration-> Zn ->diazonium->nitration
 
@AvnishKabaj Friedel Craft Acylation--> Nitration--> Clemmenson Reduction
@AvnishKabaj is this Zn- Diazonium thing in syllabus???
 
That will give you nh2
 
@AvnishKabaj what, your method or mine?
 
2:42 PM
I think that's why diazonium
 
@AvnishKabaj Clemmson reduction will reduce the acyl group!!
1 min ago, by Abcd
@AvnishKabaj is this Zn- Diazonium thing in syllabus???
 
Dunz
Maybe
 
@AvnishKabaj Please tell me which chapter and book it is given !! I'll be gratefull!!
 
@Abcd you'll learn about diazonium in your first chap of organic of class 12
Chapter - Haloalkanes.
 
Oh, okay! Thanks!
 
2:45 PM
Chapter - Haloalkanes and haloarenes
@Abcd @AvnishKabaj Do you guys have a list/notes of all the named organic reactions at one place?
 
@Tanuj not me
 
Okay, no worries.I found some on the Internet, but they are not exhaustive.
 
@Tanuj @AvnishKabaj What will happen if you add dilute HCl and heat to p-bromobenzenesulfonic acid
 
@Abcd no idea, but a wild guess. 4-chlorobromobenzene?
 
@Tanuj No!!
 
2:58 PM
@Abcd okay
@Abcd what is it then? I'm curious to know. Except for one thing, my mechanism looked decent.
 
@Tanuj bromobenzene!!
 
Hmm what is the other product of S
SO2Cl2?
 
they havent given!
 
Okay, uhm dilute HCl, I guess Cl- shouldn't even be considered here.
No luck. Let me know when you figure this out.
 
@Abcd ipso substitution
 
3:06 PM
@AvnishKabaj What is that??
 
@AvnishKabaj is that in the syllabus?
 
@Abcd gaurang has a post on it
 
@AvnishKabaj Which book is it given in?
@Tanuj this was a question from FIITJEE booklet!!
So its in syllabus!!
 
@Abcd ok
 
3:10 PM
@Abcd dunz man I think I read it somewhere crawling chem se
 
@AvnishKabaj so IPSO substituition will lead to bromobenzene?
 
Yeah I guess so
 
@AvnishKabaj Where does Gaurang make reaction online from?
Which app does he use for that drawing?
 
@Abcd he uses a program for that (downloaded)
I would recommend
 
Okay thanks!
@AvnishKabaj sulphur and all atoms are not there..
 
3:22 PM
They are on my phone
The right most bar
 
Its a mess to create SO3H there..\
not possible
 
It's easy you're not used to i guess
 
When i insert S it gives H2S
 
Takes time
 
3:54 PM
Hi @GaurangTandon !
 
yeah Hi Abcd! I joined; but I may not be that active here given that I have rapid back to back revision tests these days; if you need help just ping me. at least till mains is done...
just ping me
 
@GaurangTandon I just had a short question.
 
1 hour ago, by Abcd
@Tanuj @AvnishKabaj What will happen if you add dilute HCl and heat to p-bromobenzenesulfonic acid
@AvnishKabaj says this is IPSO substitution...
Do you think this is that? I don't think so...
 
(another reaction I've never heard of or have any clue about cries in a corner)
well you could say, as Avnish said, that H+ ions do IPSO on -SO3H
 
3:58 PM
@GaurangTandon oh its okay!
@GaurangTandon Hmm...but how would one predict it?
I think Avnish said that after reading the answer...
 
yeah I think the same :P
 
lol
 
Thanks guys
 
i have so many unanswered questions
here's the relevant one
6
Q: Ipso substitution and its rules

Gaurang TandonI was taught that the following reaction happens: It is called the "ipso-substitution". My professor had told me that it occurs in the case of $\ce{-SO3H}$ and $\ce{-COOH}$. But he had ended the topic there. My textbook doesn't detail any more either. My searches landed me up at the fact that...

@AvnishKabaj no offence dude, in fact, if we were given the 4 options in this question, your lateral thinking would actually be the best method to use ^_^
 
^^^
 
4:00 PM
¯\_(ツ)_/¯
 
@GaurangTandon which software do you use
for showing Chem.SE reactions
 
@Abcd ChemSketch
desktop only
 
@GaurangTandon send download link please
 
@Abcd pose a question on main I'll answer it with proper citations
For the ipso things
Tomorrow
 
@AvnishKabaj why don't you answer here only :p...
 
Thanks!
@AvnishKabaj ...and which citations? You can tell me here only ...
 
4:23 PM
it's a shame that no one on the site is answering even as simple a question as this
4
Q: What exactly does the "per mole" unit of heat of atomization mean?

Gaurang TandonI understand that standard heat of atomization is the amount of heat energy required to produce one mole of gaseous atoms from the element in its standard state. As with other types of units, it is also stated in terms of $\pu{(magnitude) kJ mol^-1}$. However, consider this situation - which is ...

it makes me sad every time it comes up in my test
-_-
 
5:19 PM
@Tanuj @AvnishKabaj @Gau:
1
A: Heating p-Bromobenzenesulfonic acid in the presence of dilute HCl

AbcdI think @ron has hit the bull's eye in the comments! I would like to elaborate upon that: Since each step in the sulfonation of benzene is an equilbirum, sulfonation is a reversible reaction. According to Le-Chatlier's principle addition of $\ce{H+}$ ions in the solution would shift the equil...

@GaurangTandon Even I am worried about it..Its not given in any of the "big books:" levine, atkins... I checked them.. :/
 
 
1 hour later…
6:31 PM
@AvnishKabaj Trick question. Which is more stable?
 
 
1 hour later…
7:33 PM
[Questions]:
1 message moved to trash
 
7:48 PM
Whose inductive effect is more $\ce{NR3+}$ or $\ce{NO2}$. Please cite your reference. My reference: March- $\ce{NR3+}$ 's is greater.
 
 
2 hours later…
10:02 PM
Fact: Rate of EAS:
Toluene> Ethylbenzene> t-ButylBenzene
 
10:15 PM
[Questions(contd)]
Reaction: $\ce{C6H6 + HNO2 + HNO3(conc)-> ? }$
 
 
1 hour later…
11:42 PM
Why is $\ce{-OH}$ more activating than $\ce{-OR}$ ?
1
Q: Comparing the basicity of aniline and ortho anisidine

AbcdIn my worksheet there is a question that asks for the comparison of basicities of the three ansidines and anniline. After my analysis using: $\text{Basicity} \propto \text{+M effect (except for meta annisidine)} \propto \dfrac{1}{\text{-I effect}}$, I could make the following conclusions: ...

 

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