Organic Chemistry

Hello I'm trying to synthesis a product (which is more polar) from catechol. The problem is catechol (dissolved in methanol) always tails when I spot it on a silica TLC plate. With this I won't be able to tell if there was any product formed in the reaction. I have tried increase the polarity of the mobile phase and reduced the concentration of catechol but still same thing. What can I do to stop the taling? Thanks.

I have recently purchased cdcl3. The water peak is at 1.62. As per literature it should be at 1.56. Can someone tell me is this normal or is a impurity. Also is there anyway we can quantify the undeuterated chcl3 which appears at 7.26.

Hi, I am current working on synthesizing cellulose from wooden sources using acid hydrolysis for my research project, and I have problems navigating my way around it. The source is suppose to be pods from different plants.

Merck Index says it is an ester, but IUPAC says it's a carboxylate. Which is more accurate? Bigger question is, let's say a GC lab tests for Permtethrin- it calibrates the GC with a standard, then tests the sample for permethrin. Permethrin does not last long in the atmosphere/nature- I understand it oxidizes/"degrades". Will the degraded form show up in the GC test as "active" permethrin? Anybody know? Thanks

I have a question concerning the end products of compost (in gardening). Not just a general answer, but a specific answer from an organic chemistry point of view concerning a theoretical list of materials that an organic chemist would recognize as end products of compost. That is, if you separated the end components of finished compost into small "piles", what would they be? In my example, one creates a compost pile for gardening containing the perfect amount of nitrogen and carbon containing materials from straw, cow manure, vegetable scraps, fruit waste, biochar, and coffee grounds. Then, bacteria multiply by the trillions, heat up the compost, and run their cou…

Hey guys, Once again, I have a few more questions. For the first one, I understand that the amine is deprotenated by the hydride nucleophile. But why does the oxygen end up attacking the electrophile in step two? Is it because we only deal with the major resonance structure and oxygen carriers the charge better than nitrogen? Or is it because the oxygen with a negative charge forms a stronger nucleophile? As for the second question, why does the topmost oxygen attack the electrophile? Is it because it experiences less induction compared to the alcohol group, therefore making is a stronger base and stronger nucleophile? What is the rationale for these quest…

Hey guys, I am going through practice exams I have found online to prepare for the MCAT. I was wondering if I am on the right track with these synthesis questions. For the second last one, my best assumption was an alkyl shift having to have occurred because the position of the functional group changed and even though alkyl shifts typically occur at third degree carbon centres, I thought that the aromatic phenol could stabilize the secondary carbon through hyperconjugation. Thanks.

Hello everybody I have a problem with one exercise. Dimedon shall react with NaOH and an excess of Br2. What is the product of the reaction? I thought about deprotonating the Dimedon between the two Keto-groups and form the enolat. But does the Br2 is added then or does something else happens first? Thanks for your help

The first step is the RDS since the LG leaving generates a highly unstable carbocation. My question is whether everything else in the diagram is correct (such as my delta H calculation and relative values for the other steps). http://i.imgur.com/4qHmnyo.png Thanks

Is my reasoning correct for this question? The tert-butyl group locks the ring into a single conformation where it is in the equatorial position. SN2 reactions require a backside attack and electronic effect (sterics from the hydrogens) prevent one of the reactions from occurring.

Hey guys, Once again, I am going through practice exams in preparation for my MCAT. For the third one, I am not too sure if -OMe is the nucleophile or if it was a -Cl ion. However, due to the common ion effect and MeOH being the solvent, I am pretty sure it is the former. As for the fourth question, just out of curiosity, electronics effects for epoxides only dominate in acidic conditions and only when comparing third to first degree carbons. Therefore, it is not even a concern in this question since we are using basic conditions, correct? Thanks.

Hi all, I need help in determining the mechanism for the thionation of lactones by P4S10 + hexamethyldisiloxane. The specific paper I am referring to is Curphey, T. J. J. Org. Chem. 2002, 67, 6461-6473. The author there mentions about oxygenating the P4S10 initially, followed by the cleavage of P-O-P units by hexamethyldisiloxane. What I don't understand is how to show this transformation by arrows for something like 7-membered lactone. Any help on this would be greatly appreciated.

Hello all, I'm doing a research product on the efficacy of different lewis-acids to catalyze diels-alder reactions. I want to measure the rate of product formation through UV-Vis sprectoscopy, but I need a reaction in which the product of the reaction is colored, while the products are not. I've been scouring Google Scholars to no avail :/ Any ideas for substrates?

What does the IX in protoporphyrin IX and III in coproporphyrinogen III indicate?

How reduction group nitrile Acrylonitrile to primary amine?

Hello. In my lab class I was conducting an experiment connected with detecting polyhydroxyl alcohols with Cu(OH)2 solution (It makes a violet solution if many hydroxyl groups are present). But in my lab report I am told to draw the structural formula of the complex compound that forms when we add Cu(OH)2 to inositol solution... What will it look like? Will there be a Cu atom for every pair of OH groups in inositol ring? Or one Cu atom will bond 4 OH groups from two inositol molecules? I incline to the other idea, my formula sketch is attached. Is this right?

I need to know the product of the reaction of triethylamine + FeCl3, I found this example with aniline. 3 C6H5NH2 + FeCl3 = (C6H5NH)3Fe + 3HCl But I don't know if that is right and I how would it be with triethylamine being a tertiary amine

Hello, So by a mistake, I mixed contents of two flasks together and contaminated my pure product (salt) with sulfonyl amide.I'd like to get some advice on how I could separate them.Could I extract amine salt from organic phase with water, and if so, what could be the right conditions (like pH) for the salt to dissolve in water? I'm also adding picture of molecule structures.

Hi guys, I need help with this E1 reaction's mechanism. I just need someone to explain what do I have to move around after the leaving group leaves. Thanks! PS. You can use this site to draw it and take a screenshot if you can: https://epoch.uky.edu/ace/public/mechmarvin.jsp

Hello! Can someone tell me which are the functions of dalton, thomson, rutherford, bohr atomic models in the study of atomic structure?

For the reaction of H2O2 + any-Carboxylic acid to create any-peroxycarboxylic acid What type of reaction is this? Sn1? Sn2? E1? E2? Acid/Base? What is the mechanism? I know the balanced equation. I know that water is a byproduct of this reaction. But what really happens in terms of proton/electron transfer

Introduction: Hello Everyone. I'm working to develop an airtight, scientific explanation of what happens during the seasoning process of cast iron cookware and I'm still missing a few key details. Overview: Seasoning = applying thin layers of fat to cookware and then heating (usually in the oven). The objective, over the course of multiple rounds, is to bake on layers that blacken the pan, protect the iron from rust, and provide a non-stick cooking surface. The lore surrounding seasoning is both extraordinary in volume and diverse in opinion. Everyone and their grandmother (literally) has an opinion of how it should be done. And they all provide their anecdota…

Hi, I need to group some volatile compounds and I'm struggling a bit with a few of them. Is 2-methyl-Furan an ether? Is butylated hydroxytoluene a terpenoid? Is 2,6,11-trimethyl-Dodecane a terpenoid? Is 3,5-di-tert-butylbenzoquinone a ketone Is Ionene a sesquiterpene? Is δ-Valerolactone an ester? Thanks a lot in advance if anyone can help me! Bw Magnus

Looking at a question (and no, I'm not in school) I'm not too sure of the answer. This area clearly is not my forte! 4.32g of PbBr2 are produced, how many grams of Pb(||) were required to react..? I worked out that there were 0.0117mols in 4.32g but the proportion of Pb was 0.006...mols. The answer they were looking for was 0.0117. Surely they made a mistake? Or am I missing something?

For a boost in octane rating (starting at 93), I read, adding xylene to gasoline (about 30% of the gas that you have). Is it this simple or is there more to it ? ~EE