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frankenstein18

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Everything posted by frankenstein18

  1. So E2 dehydration reaction of primary alcohols form an elimination product and a SN2 product which was an ether. My book gives me the mechanism reaction for the E2 elimination that's happening. But before that I had read on the same book a few sections before that the SN2 reaction for a primary alcohol formed a substitution product, which was an alkyl halide! So now I am very confused as to what happens with a primary alcohol in an SN2 dehydration reaction Can someone explain? In both reactions dehydration occurs so I really don't know Does a SN2 dehydration reaction form an ether as well as an alkyl halide?
  2. My book (essential organic chemistry by paula yurkanis bruice 3rd edition) says that primary alcohols oxidize into aldehydes and that the oxidation contiues to form a carboxylic acid. Then I'm given an example of this with H2CrO4 as the reducing agent Then I'm told that since H2CrO4 is toxic HOCl is used instead. THn I'm given an example of this ( same primary alcohol used in the reduction with H2CrO4) BUT this time the primary alcohol doesn't keep oxidizing into a carboxylic acid! Is it supposed to keep oxidizing and the book just assumes I think that or with HOCl do primary acids not keep oxidizing?
  3. Can someone tell me if I'm on the right track with these intramolecular reactions? For a) I think that an epoxide is formed after NaH takes a Hydrogen from the OH substituent and then the electrons travel making the Cl leave. Then for b I know an epoxide can't form since the OH and the Cl are on the same side. I think the NaH would take the H, so would the product be a resonance structure??? For c. I think it's a 5 carbon hetero-cyclic ring with an Oxygen closing the ring + NaH2 and Br- And for d. I think another hetero cyclic ring happens but I don't know what it would look like.I don't know it's substituents or how long it would be since it's not a long chain like how c was. Am I in the right direction?
  4. How would I know it's a quaternary N? I just don't understand why the Br is reatined if it's a substitution reaction. In the other exercises I did where that exercise was (like for example CH3CH2CH2O- reacting with bromoethane, the product is ch3ch2och2ch2ch3)
  5. I'm studying Sn2 reactions and I know that Iodine is a weaker base and therefore a better leaving group than Br In an exercise in my book (essential organic chem 3rd edition by paula yurkanis bruice) it asks to see which is more reactive between 1-bromo-2 phenylethane and 1-iodo-2 phenylethane 1-bromo-2 phenylethane and 1-iodo-2 phenylethane look pretty much the same except that one has Br and the other has Iodine I thought it was 1-iodo-2 phenylethane because it has a better leaving group but the back of the book says its 1-bromo-2 phenylethane Does the book have an error or am I just not understanding?
  6. In Sn1 reactions with asymmetric centers, the products are supposed to be enantiomers in the reaction in the image (which you can hopefully see. if not its a cyclopentane with a Ph and a Me attached on carbon one, the Ph is toward the front and the Me is toward the back, and the same thing is happening on Carbon 3) the products formed when it reacts with Iodine are not enantiomers, right? how can that be possible if there are assymetric centers how are they not enantiomers? I think they are but my professor said they weren't
  7. I need to know what the product of this Sn2 reaction is (CH3)3N reacting with bromoethane I thought the product would be CH3CH2N(CH3)3 but my book says it's CH3CH2N(CH3)3Br- is it a mistake or am i just not understanding
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