transformers

no i am not talking abt the holllywood movie...
here are two transformtaions...
carry them out using proper reagents

14 Answers

19
Debotosh.. ·

apply mechanisms similar to "LEUCKART" and ESCHELWIELER REACTIONS !

24
eureka123 ·

whats that ??

will u explain or should i google it ??

24
eureka123 ·

didnt get anything abt ESCHELWIELER REACTION

1
aieeee ·

simple way fr 1st one. add AlCl3 + CH3CH2Cl.

thus , AlCl4- + CH3CH2+ are formed. As "N" is more elctronegative than "C" ,

thus , CH3CH2+ attacks amino group. ( similar mechanism as fridel crafts )

1
aieeee ·

debo , i think "LEUCKART" reaction involves a carbonyl group. please make it clear !

24
eureka123 ·

actuaaly in optins it is given CH3COCl +LiALH4 .
will it work ?

1
aieeee ·

ya , it'll do. but it involves bond cleavage , then addition of -CH3CO group and then reduction to alkanes by LiAlH4 . it'll require some amt. of energy.

24
eureka123 ·

hmm kkk

waht abt Q2 ??

1
aieeee ·

Q.2) This is a special type of reaction.

u may be confused of this being a nucleophilic substitution reaction in an aromatic ring.

but, this reaction is concerted i.e. no specific reaction intermediate just like SN2. thats why this doesn't form carbocation as the intermediate. rather as soon as the N2+ is eliminated, the nucleophile gets added to it.

some points abt this reaction :

i) this reaction takes place at low temperature.

ii) this reaction doesn't involve carbocation as the reaction intermediate.

iii) the product formed after 1st step is benzene diazonium ion.

iv) this benzene diazonium ion is the only aromatic ion showing nucleophilic substitution.

1
aieeee ·

i forgot to mention a point.

N2+ ion is a very good leaving group.

24
eureka123 ·

Is it Ok to use that reagent directly ?

24
eureka123 ·

I did it in a bit diff way..
1)NaNO2/HCl/0°C
2)CuCN
3)LiAlH4
4)CH3COCl
5)LiAlH4

39
Pritish Chakraborty ·

About the Eschweiler-Clarke reaction,


Source : http://www.organic-chemistry.org
I didn't know REDUCTIVE AMMINATION is this reaction itself!

24
eureka123 ·

tahnx pritish abt that [1]

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