G.O.C

1) Which of the following resonating structures of 1- Methoxy -1,3 -butadiene is least stable
(a) H2C - - CH=CH - CH =O + - CH3
(b) H2C = CH2 - - CH2 - CH = O + CH3
(c) H2C - - + CH - CH = CH - O - CH3
(d) H2C = CH - - CH - + CH - O - CH3

2) Which of the following is the most stable intermediate and why ?

10 Answers

1
Little Angel ·

The structure is correct(as given) and answer for the 2nd ques is (c) only

1
injun joe ·

Q 2) c for the carbocation would be 3rd degree
Q 1) d, i think

1
Arshad ~Died~ ·

Q)1-c
Q)2-c because of hyperconjugation and 3° carbocation

1
$ourav @@@ -- WILL Never give ·

arshad,why 1-c ?

19
Debotosh.. ·

ans for (1) may be (a) because (i) positive charge is on oxygen atom (ii) there is less charge separation!

ans for (2) if the answer is (c) then the argument that comes to me is that the intermediate is a sandwich type that does not make it a flat structure(as is the case in bezidine rearrangement)....3° carbocation is a relatively minor fact here because for a flat structure the adjacent positive charge repulsion would override the 3° significance in leaps and bounds !

1
$ourav @@@ -- WILL Never give ·

wats d answer sahiba???

1
Divesh ·

Q1: Should be (c)

Q2: (a)

1
Little Angel ·

Ans 1) (d) 2) (c)

19
Debotosh.. ·

not at all convinced with ans (1)....i want the logic !!!

1
RDX ·

Yeah, answer for II should be c only.. because hyperconjugation is II most important criteria for seeing stability (after resonance).. and also, it is getting stable by inductive effect.

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