Thursday, February 24, 2011

Aromaticity

All organic compounds are classified as either aliphatic or aromatic. Aliphatic molecules are those that contain carbon chains with single and possibly double bonds. Aromatic compounds demonstrate properties that make them particularly special. Because of their structure, aromatics are stable and only undergo specific reactions. Benzene, shown below, is the most common aromatic compound.


There is a specific set of criteria by which a molecule must meet to be considered aromatic.
·         They are found in a ring structure that is in a circular pattern with alternating double bonds. This property identifies them as cyclic molecules.
·         They are planar, which means they can be drawn in a single plan dimension.
·         Aromatic compounds also have conjugated double bonds, meaning the electrons surrounding the double bonds overlap those found on nearby adjacent atoms.
·         They must also obey Hϋckles Rule, which states that that all the bonding orbitals must be full. An equation used to determine this is 4n+2, with n being a positive integer. Benzene for example has 3 π bonds, and therefore 6 π electrons ,(2 electrons per bond), the equation is written as
4n+2 = 6
n =1
Since n = 1 = positive, the rule is satisfied and thus the compound, in this case benzene, is indeed aromatic.

Thursday, February 10, 2011

Absent from the exam???


There was much material not present on exam 1 that I expected to be. One question i found to be absent from the exam was the chemical shift calculation (parts per million). Discussed on pages 495-496 of chapter 14, the chemical shift is calculated by dividing the observed chemical shift (Hz) down field from the TMS, by the frequency of the NMR spectrometer. Also absent from the exam was the calculation for frequency and the ratios between different NMR chemical shifts. To find the frequency of the NMR spectrometer, you simply multiply the observed chemical shift (Hz) and the chemical shift (ppm) and you will get the frequency of the NMR spectrometer in MHz.

Also absent from the exam was the problems involving drawing charged mass spectrum fragments given the m/z values. This is done by calculating the appropriate number of carbon and hydrogen atoms compared to the given m/z value and arranging them likewise.