Organic Chemistry

^ I did this hypothetically in an answer to a chemistry question, though I have no idea if I was right...Looked right though as all the atoms had their correct number of bonds.

I know that when dealing with benzenes there are directing groups for ortho and para positions. Now lets say that you begin with a cyclohexanone and you want to make a 2-methylcyclohexa-1,3-diene. My idea is that you can put the methyl there by reacting the initial molecule with an CH3-Li, but my issue is how to get the alkene on the 3rd and 4th carbons. I was thinking of adding either a Br or an OH and then using tert-butoxide to eliminate, but I am not sure how to get a Br there to perform such a feat. I was thinking of using NBS, but if I add NBS after the metyl is on there, the Br would probably go on the methyl substituent. Sorry for my pestering but I was just curio…

hey i just had a thought and was wondering if it would be possible to remove HCN from benzaldehyde without distillation. benza is slightly soluble in water (i read 300mg / 100ml) and HCN is completely miscible in water. so could i add some h20 to the benz/hcn mixture to form two layers?

I am sorry to be a pain, but I was doing some practice synthesis and stumbled upon a 1,3 diene synthesis. I am not sure of how to approach this sort of problem and my textbook did not have any practice problems on this topic at all. The problem is attached below with my approach of doing it. You had to start with a cyclohexanol with 4 carbons or less. I am not sure if my way is effective, because I got stuck at my last step. Any advice would be appreciated. Thanks so much. synth.pdf

I have a question about the synthesis of cyclic esters. Is there a set strategy of approaching these types of synthesis reactions. For instance, in the attached synthesis, I was told to open the bromonium ion in the last step. After looking at it, the only feasible way of doing it would be for the precursor retrosynthetic step to be a Br2/H2O, followed by the OH attacking the C=O. Is that the correct approach of doing such a problem? Thanks and sorry to be a bother.

Sorry to bother you guys, but I have a multiple choice organic question that I was hoping you guys could help me with this attached problem. I understand that the first step will turn the OTMS into an OH, but I am not sure what role the H+ will play in this rxn mechanism. Thanks.

Does anyone fine it outstanding that every 4 seconds, a new Hydrocarbon in discovered? Which can then be used for medical use, and potentially save people?

I was asked to write the mechanism for a molecule that has an aldehyde group and 2 OH groups in acidic conditions. I'm a bit lost. I will try to link to a picture of what I'm talking about (not sure if it'll work)... http://i163.photobucket.com/albums/t305/superhero1219/shared/ochem-1.jpg The original assignment is in blue. The work I've shown under the assignment is what I think the answer would be if the right side of the molecule wasn't there. If I've made any mistakes, please let me know. I have no clue how to write the mechanism for the full molecule with the 2 OH groups. Can anyone get me started?

Hi, I'm a scientist in LA and want to do an experiment with Piperovatine: (2E4E) n Isobutyl -6-(4-methoxyphenol)hexa-2,4-dienamide Does anyone know a synthetic organic chemist who I could pay to make it for me? I'm in Los angeles and I would be grateful for any help... Sincerely, AJR 216-832-7905 piperovatine.pdf

Hi Can anyone tell me a good solvent that will dissolve Michler's ketone (also known by the name 4,4'-bis-(dimethy1amino)benzophenone). Thanks

New to organic chemistry and I'm only in high school chemisty. I heard from some where that if given time humans could stop breathing gasous oxygen and switch to liquid oxygen. I looked up the requirements to maintain liquid oxygen you need to keep it at -118 degrees so what would you chemically combine with this substance to raise the temperature at which it becomes gasous.

k i know this is a simple reaction 4 u guys, but i need the reaction mechanism 4 Reduction of benzene diazonium chloride with SnCl2 and NaOH please...

I just got a retort for Christmas wooh, but my yields are terrible most likely caused by a lot steam passing out that isn't condensed , is there a cheap way to help condense this steam to improve yields?

Say im reacting a base with a halobenzene with strong electron withdrawing groups at o- and p- positions. My textbook says this reaction will take place, albeit slowly, as the e- withdrawing groups will delocalize the charge on the intermediate carbanion. But my doubt is, won't the charge be on the carbon meta to these groups, so that the -M effect won't affect the charge at all?

i'm not sure if i really know how to figure out an aromatic compound For example, Pyridine I'm confused about the lone pair electrons on the nitrogen. Its not on the pi orbital because its on delocalized, right? That explains why pyridine has 6 pi electrons, all carbons are sp2 and the nitrogen is sp2 as well. Right? lol Another example that im not sure: Oxepin It has 8pi electrons because only one lone pair electrons on the oxygen is delocalized and not the other? Thank you for the help ^^

I have a question, is there a way to determine if two things are diastereomers by looking at their R/S configurations at the asymmetric atoms? Because so far I have been just rotating molecules in my head and it is very slow. ty.

I don't know what reaction this is... 2-methyl-1-pentene + Br2 ---- CCl4 ---> 1,2-dibromo-2-methylpentane The book asked me what the major compound would be. I just want to know what type of reaction this is so i can figure out how they got that answer Thanks for the help ^^ (pressed enter accidentally so my title came out like that T.T)

how many grams per L in 0.1M EDTA solution? i have forgotten most my organic chemistry stuff -.-" im a bit rusty.. coudl someone show me the formula and how to work it out step by step please? thank you in advance

Anyone see this article yet? Synthesis of Anthropomorphic Molecules: The NanoPutians Stephanie H. Chanteau and James M. Tour

Hello, my name is Rob and I am a part time college student, currently taking the lab portion of Organic Chemisty 2. I need help interpreting the mass spec of Isoamyl acetate (part of a homework assignment.) The graph has a base peak at m/z = 43 which I understand to be the isopropyl portion and/or the ion consisting of a methyl attached to the carbonyl (can't think of the name of this.) The graph also has two large peaks at m/z = 55 and 70. These, I do not understand. I assume that this molecule would undergo a McLafferty rearrangement, and the resulting alkene would have a weight of 70, but I thought that this alkene was always neutral. I suppose that if it'…

Recently, i am running one reaction for TMS-ethers,To a solution of the iodolphenol and triethylamine (2 eq) stirring in CH2Cl2(DCM)at 0° under an inert atmosphere, is added drop wise TMS-Cl (10 eq). The result was allowed to warm to room temperature and stirred overnight.After microwork up,I detected it by TLC, and there is no reaction happened because of the same moving pot in TLC as start material.What should i do? may somebody give me some advice?Thanks

I think light is chiral because it can be polarized in a clockwise or counterclockwise direction. Is this correct?

First of all, sorry about my english. Secondly, I would like to ask you, FTIR expert people, about a doubt in my work. I study the degradation of some polymers in processing and I obtained some FTIR data with absorption in 1640 cm-1 and 1720 cm-1. I would like to compare these two chemical groups quantitatively to see which is generated preferentially in function of the variation of temperature of the process. The doubt is about the molar absorptivity: 1. Where can I find the values, roughly, for these two chemical groups? 2. Can I do this comparison with my FTIR data? The major part of the table data I found is about ultraviolet and almost nothing about FTIR. That…

why is the energy difference between conformations of ethylcyclohexane is about the same for methylcyclohexane even though the ethyl group is larger than the methyl group? thanks!

Do you think this will work? Solvent choice: Di-ethyl ether (nonreactive toward starting materials, has enough non-polar character to dissolve both starting materials) – I was thinking of using hexane, but because of the C=O polar bond in the dienophile I'm not sure that I would be a good solvent. Catalyst choice: AlCl3 – Lewis acid catalyst – should coordinate with oxygen on the dienophile and increase reaction rate. Workup reagent: Water - should wash lewis acid catalyst into aqueous layer. (H20+AlCl3 → Al(OH3) + HCL Optimal conditions - Lower temperatures prevent polymerization of the diene, but would result in slow rate of reaction. The virtual…