Understanding Benzene: Visible Light and Excited Electrons

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Discussion Overview

The discussion revolves around the optical properties of benzene, particularly why it is colorless despite having delocalized electrons that might suggest it could absorb visible light. Participants explore the relationship between energy levels, electronic transitions, and the wavelengths of light absorbed by benzene.

Discussion Character

  • Conceptual clarification
  • Technical explanation
  • Debate/contested

Main Points Raised

  • One participant notes that benzene is colorless and questions how its delocalized electrons relate to its ability to absorb visible light.
  • Another participant asks for clarification on what the initial claim about energy requirements is being compared to.
  • A participant explains that UV light encompasses a broad range of wavelengths, with specific absorption characteristics for benzene, which absorbs UV light around 245 nm, while visible light starts at approximately 400 nm.
  • Further clarification is provided that for a molecule to absorb light, there must be an energy difference between two molecular orbitals, and that benzene's conjugation does not allow it to absorb visible light, only UV light.

Areas of Agreement / Disagreement

Participants express differing views on the energy requirements for electronic transitions in benzene and whether its conjugation is sufficient to absorb visible light. The discussion remains unresolved regarding the implications of these points.

Contextual Notes

There are limitations in the discussion regarding the definitions of energy levels and the specifics of electronic transitions, which are not fully explored. The relationship between conjugation and light absorption is also not definitively established.

gracy
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know benzene is colourless...but i can't seem to get my head around it at the moment! As benzene has delocalised electrons, it should require less energy to excite the electrons. And Visible light is a lower frequency to UV? So according to the equation: E=hv Benzene should be coloured as it absorbs visible light? I know this is wrong and it is colourless, but i can't see how it works? Thanks for any help in advance!
 
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gracy said:
it should require less energy to excite the electrons

Less than what?
 
There is not just one UV but UV is a very broad range covering many octaves (in contrast to visible light which covers only about one octave). So e.g. a saturated hydrocarbon has some electronic transitions in the far UV (approx. 130 nm wavelength), while an isolated CC double bond absorbs at about 165 nm and the conjugated pi bond in benzene give rise to absorption at about 245 nm. For comparison, the visible range (violet) starts at about 400 nm. See any introductory text about UV- spectroscopy.
 
Borek said:
Less than what?

This is pretty much it.

For a molecule to absorb light of a given wavelength, there must be two molecular orbitals (one filled and one with room for an electron) between which an electronic transition is allowed. The energy difference between these two orbitals, equals the energy of the light that will be absorbed in that transition or excitation process.

Pi conjugation usually makes possible transitions between pi and n molecular orbitals closer in energy than in a situation where this conjugation is missing. Briefly speaking, if the conjugation is enough to make these orbitals close enough to absorb light from the visible spectrum, the compound will have color. Otherwise, like in the case of benzene, the conjugation is not enough to absorb visible light, but UV light will indeed be absorbed.
 

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