Aldol reaction

Aldol Reaction The aldol reaction is a means of forming carbon-carbon bonds in organic chemistry. Discovered independently by the Russian chemist Alexander Borodin in 1869 and by the French chemist Charles- Adolphe Wurtz in 1872, the reaction comvines two carbonyl compounds to form a new B-hydroxy carbonyl compound. These products are known as aldols, from the aldehyde + alcohol, a structural motif seen in many of the products. Aldol structural units are found in many important molecules, whether

Aldol In this preparative lab, an aldol (trans-p-anisalacetophenone) was produced from the reaction between p-anisaldehyde and acetophenone with the presence sodium hydroxide. The reaction also showed the importance of an enolate and the role it played in the mechanism. Sodium hydroxide acts as a catalyst in this experiment and is chosen because of its basic conditions and pH. The acetophenone carries an alpha hydrogen that has a pKa between 18 and 20. This alpha hydrogen is acidic because of its

Evaluation of L – Proline as a Catalyst for an Asymmetric Aldol Reaction Abstract This reaction is divided into two parts. In the first part acetone, L – proline and 4 – nitrobenzaldehyde are reacted to give (R)-4-hydroxy-4-(4-nitrophenyl)butan-2-one as the major product along with (S)-4-hydroxy-4-(4-nitrophenyl)butan-2-one. The identity of the product is confirmed by IR spectra of the product which gives peaks at 1073.94 cm-1, 1330 cm-1, 1515.05, 1600.13 cm-1, 1708.25 cm-1, 2930.82 cm-1and broad

An aldol reaction is an addition reaction in which an aldehyde or ketone is attacked by an enolate ion of the same compound (Klein, 2015), but can also be an enolate ion of another compound. The enolate ion formed is due to an anion coming in to deprotonate the alpha carbon of a carbonyl compound (Klein, 2015). The general result of an aldol addition is always a β-hydroxy aldehyde or ketone, but can also undergo condensation as it sometimes loses a small molecule or water or an alcohol group which

In this lab experiment, a Crossed aldol reaction was performed with an unknown ketone and aldehyde to give a-hydroxyketone that was dehydrated spontaneously. Using NMR Spectroscopy and melting point determination of the carbonyl product, the unknown reagents were determined to be p-anisaldehyde and acetone. Techniques such as extraction and washing, gravity and vacuum filtration were used to filter out the impurities from the precipitate and collect the purified product. Proton NMR and melting point

Chapter 1 Review on Asymmetric Synthesis of 1,3-Diols and Chiral Sulfoxides 1.1. Importance and applications of chiral 1,3-diols Optically active 1,3-diols are very important compounds in asymmetric synthesis, since they represent chiral building blocks for many polyketide-derived natural products, and have frequently been used as valuable intermediates in the synthesis of drugs and natural products with important biological activity. Such diols have shown promise as chiral derivatising agents and

Ishaan Sangwan Experiment 9: Aldol Condensation Discussion In this experiment, an aldol condensation reaction will be performed using two different carbonyl compounds to form a beta-hydroxy carbonyl compound. Specifically, acetophenone and p-anisaldehyde will react to form trans-p-anisalacetonphenone. An aldol condensation reaction is an addition reaction that consists of one of the carbonyl compounds being converted into an enol or enolate, and attacking the second carbonyl carbon to form a C-C

Carbon-Carbon bonding reactions in chemistry are important because they allow the diversity and generation of larger molecules. Aldol additions and Grignard reactions are few of many well understood methods for generating carbon-bonds bonds.1 The products of aldol additions are formed from ketone and aldehyde groups under acid or basic conditions. Catalyzed by these conditions the ketones undergo tautomerization between keto-enol forms, the enolate reacting with a neighboring aldehyde. The new bond

EXPERIMENT 1: REACTIONS OF ENOLATE IONS WITH CARBONYL GROUPS Aims In this experiment we used two techniques for the reactions of enolate ions with carbonyl groups. One technique used was Doebner reaction and the other technique used was Claisen-Schmidt reaction. Therefore the aim of this experiment is to synthesize trans p-methoxycinnamic acid and to synthesize dibenzalacetone via an aldol condensation reaction between acetone and benzaldehyde. The products would be recrystallized using ethanol

Synthesis of Tetraphenylcyclopentadienone In this laboratory experiment a synthesis was performed through several separate steps. The purpose of the experiment was to synthesize tetraphenylcyclopentadienone from benzaldehyde and to run reactions on carbonyl containing compounds. There was a total of three steps that led up to the synthesis of the final product, tetraphenylcyclopentadienone. The first step of the experiment was the condensation of benzaldehyde to yield benzoin. Thiamine