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NurseC, Jalapeno, chemists

The last lab was the radical chlorination of heptane. I get that secondary hydrogens react more than primary hydrogens.  My lab report wants me to answer this question:

"Assuming that all of the secondary hydrogens are equally reactive, what would be the expected ratio of these three products"

Am I missing something here? If they are equally reactive, the expected ratio would be 1:1:1. 

Re: NurseC, Jalapeno, chemists

  • I'm no chemist but logically your answer seems right. I mostly just posted to share this gem:

     

    What do you do with a dead chemist?

     

     

     

    Barium.  :D

  • every now and then, I start to entertain the idea of going back to school for a Ph.D in immunology (not to start a career path, but more for the intellectual side/goal to work towards).  I'd probably have to retake chem and o-chem, because my grades in them sucked hard, and I really didn't get it when I was in college.

    Then I read a post like this, and I think, eff that noise.

     

    That's all I have to contribute to the conversation.  Good luck with your hydrogen reactivity and ratios dude.

    image

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  • Some things:

    Hungry- I am a sucker for science jokes. Half the stuff I've pinned on Pinterest are science jokes

    Dr&RN- I know this might come as quite a shock, given all my bitchings, but taking all these classes again has actually been almost fun. It all makes soooo much more sense this time around. I think you should get that PhD in immunology, because I love immunology. 

     

  • What are the three products? Where are their secondary hydrogens? And I've been drinking so this could be fun!
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  • We ended up with a mixture of 4 products: 1-chloroheptane, 2-chloroheptane, 3-chloroheptane and 4-chloroheptane.  the 2-,3-, and 4-chloroheptanes were formed with the substitution of secondary hydrogens.  The 1-chloroheptane was formed with the substitution of a primary hydrogen.  Even correcting for the fact that there are 10 secondary hydrogens and 6 primary hydrogens, my data (and the lab book) is telling me that the secondary hydrogens are reacting 3 times as often as the primary.

    So they are asking, assume that 2-, 3- and 4-chloroheptane was synthesized equally. What is the ratio of those three?  And I'm all, uhhhhh 1:1:1. I feel like I must be missing something because this seems like a ridiculous question.

  • imageMaryWithoutSound:

    We ended up with a mixture of 4 products: 1-chloroheptane, 2-chloroheptane, 3-chloroheptane and 4-chloroheptane.  the 2-,3-, and 4-chloroheptanes were formed with the substitution of secondary hydrogens.  The 1-chloroheptane was formed with the substitution of a primary hydrogen.  Even correcting for the fact that there are 10 secondary hydrogens and 6 primary hydrogens, my data (and the lab book) is telling me that the secondary hydrogens are reacting 3 times as often as the primary.

    So they are asking, assume that 2-, 3- and 4-chloroheptane was synthesized equally. What is the ratio of those three?  And I'm all, uhhhhh 1:1:1. I feel like I must be missing something because this seems like a ridiculous question.

    Again, disclaimer: I have been drinking, so keep that in mind.  What other things cause a hydrogen to be reactive?
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  • I have no idea what other things cause a hydrogen to be reactive. Yes

    But the question is saying to assume they are equally reactive. And then asking for the ratio of the product. Unless I am misreading the question.

  • well that is encouraging!  I'm glad you're having an easier time of it this time around.  And I always laugh at the stories you tell about working w/ undergrads.  Aah to be 19 and clueless again...
    image

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  • imageMaryWithoutSound:

    I have no idea what other things cause a hydrogen to be reactive. Yes

    But the question is saying to assume they are equally reactive. And then asking for the ratio of the product. Unless I am misreading the question.

    See booze is taking over my brain!!!
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  • STOP TRYING TO MAKE ME THINK ABOUT EXTRA CHEMISTRY!

    bare minimum from here on out.  What kind of stupid fuckings question is this? Why not ask me about the difference in reactivity between primary and secondary? That I can explain.

     

  • imageMaryWithoutSound:

    STOP TRYING TO MAKE ME THINK ABOUT EXTRA CHEMISTRY!

    bare minimum from here on out.  What kind of stupid fuckings question is this? Why not ask me about the difference in reactivity between primary and secondary? That I can explain.

     

    One thing I learned, make shiiit up.  And then explain that shiiiit with some other bullshiiit, and walla, an A!
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  • cbwmcbwm member
    You're extra hot when you talk chemistry. 
    I like privacy. A lot.
  • imagecbwm:
    You're extra hot when you talk chemistry. 

    carbocation

    alkyl halide

    tert-butyl

     Wilted Flower

  • My guess is either you're reading it wrong or there's a typo in the question and what it really wants is the expected ratio between chlorination at the primary and secondary sites, aka 1:3:3 or some such.  Teaching questions tend to get re-used over and over. See pg 3:

     http://www.napavalley.edu/people/sfawl/Documents/Chem 240/Exam 1 Practice Problems and Keys.pdf

  • Tiki- YES!!! This is why I'm so confused.  What you posted is what I want to answer, because that question makes sense. But this is word for word the question in my book:

    "Assuming that all of the secondary hydrogens are equally reactive, what would be the expected ratio of these three products"

    They are even saying "these three products".  There are three secondary products, one primary product and no tertiary products.  So they really must just be asking about the secondary?

    I feel like I'm including enough bullshits in my answer to cover all the bases here, but this is such a SHlTTY book, it wouldn't surprise me if it is a typo.

  • Yeah, the fact that it says "these three products" and then gives FOUR products makes me suspect typo even more.

     

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