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Ask iit jee aieee pet cbse icse state board community Community Discussion Question: basicity(easy one)
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harsha_27 (1348)

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without mentioning the solvent it is impossible to

predict the basicity of any compound.............it all

depends on the solvent ...........

if suppose the qn. mentions nothing about the solvent

 ,go by the electron density concept ..... more is

the electron density more basic the compound is

......coming to ur qn. i think the answer given is

incorrect in the light of my knowledge ..........

the correct order according to me is

3>2>1>4..............but predicting basicity without

knowing the solvent used is meaningless...........

"Nenenthedhavano naake teleedu"

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tarinbansal (3898)

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Yes Harsha U R right.
That's what I wrote to that Dutta when she said that primary amines are most basic which is not possible in any solvent.

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svj29 (2128)

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oks bro......me dunno solvent effect...anywy wats d ansr widout any slvent given....plz tell...

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chimanshu_007 (11405)

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Hiiiio dude

sorry yaar fr not posting the answer before

look acc to me

the answer given to u is wrong

tarinbansal was very correct in his 2nd (or 3rd) reply

the answer mst be 1 > 3 > 2 > 4

1 reason is (CH3)2NH is a 2 deg amine

CH3CH2NH2 is a 1 deg amine and CH3-CONH2 is an amide...

so u can calculate the basicity frm here only....(1st one will be most basic naturally)

the reason for 1st one to b basic is here....

we have an acid
.........NH2
..........||
CH3 - C - NH2 ,

if we add H+ to it , a conjugate acid (a) is obtained.....and it is stabilized by 2 resonance structures (see fig)

so its most basic....

now the reactivity order is

1 > 3 > 2 > 4


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chimanshu_007 (11405)

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THE FIG ofcourse....





I always like to walk in rain as no one can see me crying there :(
frnds are like diamonds , if u hit them , they don't break but they slip frm ur hands
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tarinbansal (3898)

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Himanshu bhaiyya, sorry to say but ur figure and hence explanation for first compound is wrong.
Look at the question again. In the figure, U hav taken the starting compound wrong. Think urself how can N form 4 bonds without a +ve charge on itself?
Actuallu the compound (b) in ur figure is the original compound given in the question. And it can't accept any more H+ and hence will be most acidic and least basic.

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swapnilneal (10)

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swapnilneal (10)

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the answer should be 1324    becoz  in1 part of guinidine (strongest base) is attached in 3  two ch3 groupsattached to same nitrogen  increase the electron density at nh2    in 2 only1 ch3 is  attached to nit. and 4 obviously due to electrons involved in resonance
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