Contact Author Abstract The aim of this experiment was to identify which functional groups the various chemicals and unknown substances belonged to using the different reaction tests.
For what it's worth, Fleming's book Molecular Orbitals and Organic Chemical Reactions basically agrees with your relative ordering. Jul 26 '14 at It'll be interesting to see how Martin's calculations handle it.
And while you are at it you could suggest a solvent which could be used for calculations. For the purpose of this explanation I have chosen water as nucleophile.
In principle we are looking at the addition of an electron rich particle to an electron poor system. In this case, water will attack the positively polarised carbonyl carbon to form the tetrahedral reactive intermediate.
The activation barrier of following step, i. It is therefore sufficient to look at only the initial step of the reaction, and more rigorous we can even only look at the ground state properties of the reactants.
In FMO theory there are basically three main observations: Occupied molecular orbitals of the reactants repel each other Opposite partial charges in the reactants attract each other Occupied orbitals of one reactant interact with unoccupied orbitals of the other reactant and vice versa causing attractive interaction.
The first point is fairly obvious and will not cause much change in the interaction of the two molecules. The second point is also straight forward. In all carbonyl compounds the carbon will be carrying a partial positive charge, while the nucleophile will be having a partial negative charge.
The third point is not so obvious. It can be expected, the LUMO of the carbonyl compound electron poor carbon and the HOMO of the nucleophile electron rich will interact to form the new bond.
This will also be the strongest interaction. The opposite combination is also thinkable, but the energy difference between these orbitals will be much larger, as we will see. In other words, the closer the energy difference between these orbitals will be, the more attractive the interaction will be.
Since we keep the nucleophile constant, we can predict a order of reactivity towards that one specific nucleophile based on the energy of the LUMO of the carbonyl compound. This comparison will hold, even if we change the nucleophile.
The calculations were performed with Gaussian09 Rev. D1 employing Becke's exchange functional in conjunction with Perdew's correlation functional. The density fitted def2-SVP basis set was used.aldehyde ketone carboxylic acid carboxylic ester R carboxyl ic X = F, CI, Br, The analysis is oversimplified in that the charges on the atom are not Addition Reactions of the Carbonyl Group Thus the hemiketal from cyclopropanone will have " - 60" = ".
Aldehyde, ketone and carboxylic acid reaction cheat sheet. Visit. Discover ideas about Chemistry A Level student Mike Rios offers a rhetorical analysis of a well-known song by the Irish rock band In this critical essay, student Mike Rios offers a rhetorical analysis of a well-known song.
Summary Sheet Reactions of Carbonyls – The. Whether the product obtained from nucleophilic addition to an α−β unsaturated aldehyde/ketone is the direct addition product or conjugate addition product, it depends on the nature of the nucleophile.
I can count three saturated carbons between the two carbonyls in my intermediate, which means that we can use a Michael reaction as the next retrosynthetic step: The alpha beta unsaturated ketone now has less than 8 carbons, so that has been disconnected.
O R C H O +2Ag(NH3)2OH Tollens' reagent 2Ag Silver metal + R C O NH4 +H2O + 3NH3 aldehyde ammonium salt of carboxylic acid Tests for methyl carbonyls –(Iodoform Test) Methyl ketones.
yellow iodoform also forms. but not other ketones.
This page looks at ways of distinguishing between aldehydes and ketones using oxidising agents such as acidified potassium dichromate(VI) solution, Tollens' reagent, Fehling's solution and Benedict's solution.
You will remember that the difference between an aldehyde and a ketone is the presence of.