Wednesday, April 22, 2015


What should we know about dialkylcuparates? (Their application to the synthesis of ketones from acyl halides and by Michael addition. - GS).

What is an example of a real life example of beta-keto esters? (Synthesis of a virtually any ketone through deprotonation, alkylation, hydrolysis and decarboxylation - GS).

Tuesday, April 21, 2015

does the reaction between an aldehyde and ammonia result in an imine? (Usually yes - GS).

Are conjugation between aromatic rings, N-N bond between them, and nitrogen of an amino-group what makes a compound colored? (Yes - GS).

Sunday, April 19, 2015


on reactivity of derivatives, I got the following answer for increasing reactivity toward nucleophilic acid substitution: sodium acetate, ethyl acetate, ethyl thioacetate, acetic anhydride, acetonitrile, acetyl chloride. I’m not sure if that is right. (Almost. Move acetonitrile in between sodium acetate and ethyl acetate - GS).

sodium acetate, acetonitrile, ethyl acetate, ethyl thioacetate, acetic anhydride, acetyl chloride (Yes - GS).
Can you explain why? (Acetonitrile has a strong triple bond, which is supposed to be broken by the nucleophile, so it is more reactive only than very unreactive negatively charged sodium acetate. Also there is no leaving group in acetonitrile, which pushes the reaction forward. - GS).

Thank you!

Saturday, April 18, 2015

this organic chem first semester stuff, but my friend just confused me and I just wanted to make sure that I understand this correctly ethylene is 2 C double bonded  so 1,1,2,2-tetrachloroethylene would be 2 Cl bonded to a C=C which is bonded to another 2 Cl?  Or is it just single bonded? (You are correct, It is Cl2C=CCl2 - GS).
Do you think that the following reaction is a thorough understanding as to why a soap (for instance pure potassium stearate, C17H35COO-K+) forms a precipitate when Ca2+ is added?
2(C17H35COOK) +CaCl2 ----> (C17H35COO)2Ca +2KCl (Yes - GS).
Thanks :)

Tuesday, April 14, 2015


Dr. Sereda, when a crossed Cannizzaro reaction occurs, how do you know which aldehyde is converted to an alcohol and which is converted to a carboxylic acid? (Methanal is converted to a carboxylate, and the other aldehyde is converted to an alcohol. For other aldehyde pairs, both scenarios occur, which makes the reaction unpractical. - GS).

Friday, April 10, 2015


Professor Sereda, I was briefly skimming over some of the newly made learning supplements and I was wondering if you could explain why we have the differences in acidity between the different classes of carbonyl groups (eg. aldehydes, ketones, carboxylic acids, amides, etc.) Thanks. (Additional stabilization of the carbonyl group by conjugation with a lone electron pair decreases its activity, which includes  acidity, enolization, and electrophilicity. - GS).

Tuesday, April 7, 2015

I was hoping you help explain how we synthesize ethyl-isopropyl amine from acetone.. (Acetone is the source of the isopropyl group. Ethylamine is the source of the ethyl group. They react to form an imine, which is next reduced to the target amine. Same strategy will work for many other amines. - GS).

Wednesday, April 1, 2015


Why does a benzene ring with an electron acceptor group undergo addition first and then elimination? (Because of stabilisation of the anionic meisenheimer complex - GS). What happens if you have an electron donor group? (The reaction will proceed with a very strong base only by the benzyne mechanism - GS).