1. This forum is for support and discussion only. Please promote test prep materials/services (including AMAs) in the Special Offers subforum only. Thanks!
    Dismiss Notice
  2. Guest, be sure to check out How To Get Into Dental School, our free downloadable PDF with step-by-step details for dental school applicants!
    Dismiss Notice

Orgo chem

Discussion in 'DAT Discussions' started by doccure, Jan 7, 2009.

  1. doccure

    5+ Year Member

    Joined:
    Oct 30, 2008
    Messages:
    13
    Likes Received:
    0
    What is the reaction product for the reaction
    ICH2CH2I + Mg(ether)----> ?

    How E2 Beta elimination works here?
     
  2. Sublimation

    5+ Year Member

    Joined:
    Jun 14, 2008
    Messages:
    574
    Likes Received:
    0
    Status:
    Pre-Dental
    Hmm, this is a weird one. I remember seeing MgX and then placing it in ether. Well all i can think of is I( a very good leaving group) leaving as I- and then the I- will abstract the I+ and make a I2 dihalide and therefore make the Alkene???~^ i think
     
  3. doccure

    5+ Year Member

    Joined:
    Oct 30, 2008
    Messages:
    13
    Likes Received:
    0
    the ans is CH2CH2. But I don't understand how they got that ans.
     
  4. Sublimation

    5+ Year Member

    Joined:
    Jun 14, 2008
    Messages:
    574
    Likes Received:
    0
    Status:
    Pre-Dental
    Post the Q. I just started orgo 2 this semester, but ill prolly figure it out. Anywho just post the Q and ill answer it to the best of my ability:D
     
  5. joonkimdds

    joonkimdds Senior Member
    7+ Year Member

    Joined:
    Jun 30, 2005
    Messages:
    2,780
    Likes Received:
    2
    Status:
    Pre-Dental
    whenever I see Mg, I automatically assume that it is grignard reagent, but I don't know if this is still the grignard reagent.
     
  6. doc3232

    7+ Year Member

    Joined:
    Feb 15, 2008
    Messages:
    3,809
    Likes Received:
    9
    Status:
    Dental Student
    You got it right. I think it is basically reverse of I2 addition to a double bond.
    Probably way more complicated than the way you explained it though.


    Same, but this reaction is weird, never seen it before.
     
  7. jalpari02

    2+ Year Member

    Joined:
    Dec 23, 2008
    Messages:
    27
    Likes Received:
    0
    Status:
    Pre-Dental
    ethylene (ch2=ch2) is the answer. basically, the Mg reacts with the halide, making it

    I ch2 ch2(-)(+)MgI

    then, the negative on the carbon creates a double
    bond with the other carbon causing the elimination of the I.

    ch2=ch2 + I(-)(+)MgI

    at least I think that's how the reaction goes. I'm not sure if the final answer has I2 and Mg,ether again, but I do know that ethylene is the major product.

    I'm not 100% sure this is how the mechanism is, but i'm pretty sure that this is the gist of it. hope it helps!;)
     

Share This Page