Patella

This problem #2 Compound A with a molecular formula of C6H10 decolorizes Br2 and produces a precipitate when reacted with permanganate solution. Hydrogenation with H2 over Pd/C produces B with a formula of C6H12. Reaction of A with peroxyacetic acid produces C, which is highly strained. Hydration of C produces D. Reaction of A with osmium(VIII) oxide followed by work-up produces E which is an isomer of D. C can also be produced by addition of A to bromine water followed by heating. Ozonolysis of A produces a single product E which is a symmetrical diketone. Draw structures for A,B,C,D,and E. This is what I have so far. I am confused because I do not have a mechanism involving heating bromine water. and when I do the ozonolysis of A I do not get the same compound as the E I got from the Os reaction. this is my work my professor said that this question would determine the women from the girls and the men from the boys....so i'm terrified.

Do you mind checking these reactions? Do they make sense?

This is the work i have for problem #1:

alright, i fugure it out. now i'm working on my other ones. This is what i have for problem #1 on post 9:

Well, ladies and gentlemen, I have two last questions. These two are complete duzys and have been throwing curve balls at my goop of a brain. problem #1 Compound A with a molecular formula of C4H6 decolorizes Br2 and produces a precipitate when reacted with permanganate solution. Addition of HCL to A produces two compounds B and C both with the formula C4H7Cl. Ozonolysis of B followed by work-up produces two products, D and F. Ozonolysis of C followed by work-up produces two products, G and H. Draw structures for A, B, C, D, E, F, G, and H. Show the reaction pathway for the formation of each product. Do NOT include the mechanism. For problem #1. I have decided that compound A has to be a diene, however after this i get lost because the ozonolysis of B and C are yielding the same products rather than different products. Perhaps i am getting the wrong products from the addition of HCl to compound A. Alright, the only one i could find was the epoxide. Do you have any site suggestions where i could find the mechanism for it? Alright, this is what i have for this one, I went backwards as Hyper..._iodine suggested and i came up with this. Is it correct....am i in the correct ball park?

Alright, i understand now. I completely forgot about hyperconjugation, it sounded very familiar and I finally found it on my notes. Would the answer to the last part of the problem be okay if it was something like this? The major product is the major product because it has more alkyl groups and it has more hyperconjugation due to them. I am completely stumped on this question. This is my thought process: I need to find which mechanisms will remove the bromine and add two hydroxyl groups. I think it might go under oxidation/reduction because the end compound has two OH groups. Also, I need to find what synthesis will take the Br away and i cannot find it. There will be two synthesis correct? This is the problem: Propose a synthesis for trans-cyclohexanediol from bromocyclohexane. Indicated the stereochemistry ofter each synthetic step. If a mixture of products, if produced after a particular step, indicate the major product and the minor product.

Yes, i checked the workups. Thank you again. I have another question for a problem i worked all the way already. This one is just for me to understand. A simple and inexpensive way to prepare alkenes is by heating alcohols in acidic solutions. This reaction is prone to rearrangements and often gives unexpected products. For example, the reaction of the following five member ring produces a major product that is a six member ring. Write the complete mechanism involved in the formation of both product. Indicate why each product is the major product and the minor product. This is my work with my question: FYI: I have yet to indicate the reason behind the minor and major labeling on my scratch work. I think it has to do with the number of alkyl groups attached to the double bonds. The minor compound only has one alkyl group versus the major compound with two alkyl groups.

Okay, I see my mistake. Is this what you mean? The top carbonyl groups should be bonded to the top C's not the other C's. I hope my statement is clearer in my image. Thanks!

Hello everyone I have a couple of questions on some mechanisms i have been working on. Here are my questions and work: Problem #1 The following cyclic polyene undergoes an ozononolysis reaction at room temperature. Draw the structure of the intermediate formed after the first step. Draw the structure of all organic products formed from the reaction. Indicate products as major, minor, or equal amount.