which method will give more yield???

22 Answers

1
Pratikshit Singh ·

i also think its the second path bcoz of less deactivated ring.

1
Pratikshit Singh ·

and rohit 11 halogens are weakly deactivating groups...not weakly activating

1
Pratikshit Singh ·

but Rohit in the book it is given that second method will give more yield!!

1
RAY ·

this reaction will occur by itself...as the NO2 groups are there...higher temperature will b needed for the second method....but for the first method normal temperature will do the reaction...:)

1
RAY ·

1 is better since it is easier for OH- to attack the more ∂+.....

1
RDX ·

yeah, organic is saying right too, OH is activating the benzene ring while halide group is a weakly activating group, so an electrophile will prefer OH as comapre to Cl

1
RDX ·

I think it should be method 2 because: Cl shows -I effect , while OH shows -I and +R effects, upcoming group in II is a nitro group(electrophile), so it willl prefer to accept +R , -I effect of OH other than -I effect of Cl in I . Please comment

1
Pratikshit Singh ·

yup thnx by the way!!!

19
Debotosh.. ·

o.k....so its done!

1
Pratikshit Singh ·

second only

19
Debotosh.. ·

what is the answer given in the book from which the question is taken?

19
Debotosh.. ·

i spot a problem here.....how are simply using NaOH and HCl to convert a aromatic halide group to a phenolic OH group??

19
Debotosh.. ·

The second method gives more yield because the NO2 +(electrophile) prefers to attack the more electron rich species at the more electron rich position..the OH gropu makes the ortho position more electron rich than the Cl group !

3
iitimcomin ·

i think method 1 has more yield.... because of excessive steric hinderence Cl comes outta the plane of the benzene ring and can easily be replaced by OH

1
Pratikshit Singh ·

plzz.....guys koi to madad karo.....sab reaction mein galtiyaan nikal kar chale gaye!! hehe....!!

1
Pratikshit Singh ·

ok make it NaOH + HCl at 368 K thats all . You dont need any extreme conditions because of the two NO2 groups attached to the ring.........if it would have been simply clorobenzene then needed extreme conditions like 625 k temp and 300 atm....hope it helps u

1
decoder ·

aryl halide cannot be directly converted to phenol.extreme conditions are must.read ncert dude

1
Pratikshit Singh ·

i mean i dont fin a mistake in this.......see any book and aryl halide is converted to phenol in presence of NaOH and H+ only

19
Debotosh.. ·

the main flaw that appeals to me is that the methods have used NaOH (without any extremes of conditions) to convert an aromatic halide group to a phenolic OH group !

3
msp ·

yeah i agree with organic.There can be neutralization rxn between the regents,also the rxn shud be carried only on a basic medium.

19
Debotosh.. ·

what are u saying mr psycho....how should i correct the conversion? there are multiple ways to do so!!! i am expecting a reply from the originator of this thread! hope he responds soon!

1
$ourav @@@ -- WILL Never give ·

ok...organic,,,den wat is d flaw in d conversion....u make corrections to it and post it here...

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