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DLS

  • one year ago

Organic chemistry

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  1. DLS
    • one year ago
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    Which carbo cation is least likely to form as as intermediate? |dw:1360852772005:dw|

  2. shubhamsrg
    • one year ago
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    D) maybe ?

  3. shubhamsrg
    • one year ago
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    A) is 3 degree and so is C)

  4. shubhamsrg
    • one year ago
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    B is 2 degree, also has a double bond which adds to the stability

  5. DLS
    • one year ago
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    its definitely not A for sure

  6. DLS
    • one year ago
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    C is not 3 degree i guess

  7. shubhamsrg
    • one year ago
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    C is attached to 3 carbons ?

  8. DLS
    • one year ago
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    its bridgehead

  9. shubhamsrg
    • one year ago
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    hmm ? well still there are 3 carbons !

  10. shubhamsrg
    • one year ago
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    If i had to put a guess, I'd say D)

  11. DLS
    • one year ago
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    ITS C DAMMIT

  12. shubhamsrg
    • one year ago
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    hmm,, sorry about that then! :|

  13. DLS
    • one year ago
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    man I really thought u shud know all that before 2 months of JEE LOL

  14. DLS
    • one year ago
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    hmm okay sorry :P

  15. shubhamsrg
    • one year ago
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    Wish your thinking was true!

  16. shubhamsrg
    • one year ago
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    Well I have never seen a bridged carbocation before.

  17. DLS
    • one year ago
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    are u freaking kidding me ._.

  18. shubhamsrg
    • one year ago
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    On a bridge head a positive carbon never occurs ~Wikipedia

  19. shubhamsrg
    • one year ago
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    http://en.wikibooks.org/wiki/Organic_Chemistry/Introduction_to_reactions/Carbocations

  20. DLS
    • one year ago
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    so what :P

  21. shubhamsrg
    • one year ago
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    hmm, that is why it must be least likely to form! hmm, seems legit

  22. DLS
    • one year ago
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    wtf

  23. shubhamsrg
    • one year ago
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    :)

  24. DLS
    • one year ago
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    whaaaaaaaaaaat

  25. DLS
    • one year ago
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    thoda detail zara?

  26. shubhamsrg
    • one year ago
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    well since bridged carbocation is not formed, hence it is least likely to be formed here.

  27. shubhamsrg
    • one year ago
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    never formed*

  28. DLS
    • one year ago
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    i asked why it isnt form ._. i dont want to accept it as a fact

  29. DLS
    • one year ago
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    formed*

  30. shubhamsrg
    • one year ago
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    I don't know the fact! I just learnt it!

  31. shubhamsrg
    • one year ago
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    reason of the fact*

  32. DLS
    • one year ago
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    \m/

  33. shubhamsrg
    • one year ago
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    Here, you may read this, this has the reason http://www.tricity.wsu.edu/Chem540/ar00096a001.pdf

  34. DLS
    • one year ago
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    god i cant read that whole thing :/

  35. shubhamsrg
    • one year ago
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    learn as fact! thats what I just did !

  36. shubhamsrg
    • one year ago
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    In chem, most of times, there aren't reasons, there are rules, !

  37. DLS
    • one year ago
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    rehne de be :P

  38. shubhamsrg
    • one year ago
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    sure! :D

  39. DLS
    • one year ago
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    http://fc06.deviantart.net/fs70/f/2011/288/3/c/nothing_to_do_here_by_rober_raik-d4cxltj.png

  40. shubhamsrg
    • one year ago
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    http://narwhaler.com/img/ys/x/i-see-your-point-spear-spiderman-YsX3vo.jpg

  41. Yahoo!
    • one year ago
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    Shuld nt the answer be D............

  42. chmvijay
    • one year ago
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    i think answer is D

  43. DLS
    • one year ago
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    its C

  44. DLS
    • one year ago
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    and its proven I guess

  45. DLS
    • one year ago
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    @abb0t

  46. abb0t
    • one year ago
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    If (A) is benzene, then it's (D). Remember you can't form primary carbocations ever.

  47. DLS
    • one year ago
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    answer is C?

  48. DLS
    • one year ago
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    wikipedia says too..

  49. DLS
    • one year ago
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    but i want smt more detailed

  50. abb0t
    • one year ago
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    Wikipedia says the answer is C?

  51. DLS
    • one year ago
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    On a bridge head a positive carbon never occurs ~Wikipedia

  52. abb0t
    • one year ago
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    The + isn't on the bridge though.

  53. DLS
    • one year ago
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    that is why it cant resonate,the charge is localized.

  54. DLS
    • one year ago
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    so isnt C in a worse condition than D? it cant resonate at all but D still can

  55. abb0t
    • one year ago
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    Resonance is not the same as formation of a carbocation

  56. DLS
    • one year ago
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    its about the stability of the carbocation

  57. abb0t
    • one year ago
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    Resonance just tells you where electron behaves or forms a more stable structure

  58. DLS
    • one year ago
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    more resonating structures=more stable C h as 0 resonating structures

  59. DLS
    • one year ago
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    D has one if you see

  60. abb0t
    • one year ago
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    Draw them for acetylene.

  61. DLS
    • one year ago
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    |dw:1360961235810:dw| not sure duh

  62. abb0t
    • one year ago
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    I don't think that would work. Did you move the hydrogen?????

  63. DLS
    • one year ago
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    idk man

  64. abb0t
    • one year ago
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    Resonance is only movement of the electron. Not protons.

  65. DLS
    • one year ago
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    so whatnow

  66. abb0t
    • one year ago
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    Maybe @BluFoot can help right now I'm not on my comp so I can't give detailed answers right now and don't have my notes w/ me. If you're on later I will explain better if no1 else has helped you. I gtg

  67. DLS
    • one year ago
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    hmm okay

  68. BluFoot
    • one year ago
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    A is very stable because of all the resonance from the phenyl groups. B is kinda stable from the resonance of the double bond. This is called an "allylic carbocation" http://science.uvu.edu/ochem/index.php/alphabetical/a-b/allylic-carbocation/ C has no resonance, but it's tertiary at least D is definitely the least stable. Vinylic carbocations (+ on the C=C) are reaalllllllyyyy unstable. The reason is based in orbitals. C=C are sp2, but with a carbocation it becomes sp. sp orbitals are situated close to the nucleus, so the positive charge is very close to the nucleus, which is positive, so it's unstable

  69. DLS
    • one year ago
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    okay,thanks :D

  70. BluFoot
    • one year ago
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    I've never seen the structure in C btw... do you know what it's called?

  71. DLS
    • one year ago
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    ive been taught its bridgehead carbon (out of the plane)

  72. BluFoot
    • one year ago
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    Oh right, I haven't learned about those. It's still probably D but don't make my word for it since I know nothing about the bridges.

  73. DLS
    • one year ago
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    its C idk why....

  74. BluFoot
    • one year ago
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    I have no idea, sorry :/

  75. abb0t
    • one year ago
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    It's a bicyclo compound.

  76. abb0t
    • one year ago
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    Well, "C" would form a radical rather than a carbocation since it's an all hydrocarbon structure. That could be one argument. I'm not entirely sure about this one to be honest. But I can't help but also think the answer could be D since you don't usually ever have primary carbocations. And there's no type of resonance in structure D. If you take out the double bond, you'd have another charge and that would definitely form a very thermodynamically unstable structure. It would definitely prefer to stay.

  77. aaronq
    • one year ago
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    If the answer was to be C, then, i imagine that'd it would be because the strain put on it by it's inability to undergo an sp2 conformation (180 degree angles) since it's fixed on the frame and it would make of high energy/unstable

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