8.3 · Conjugation & colour
Why things are coloured
Absorbed light removes a colour; we see its complement.
By the end you should be able to:
- Relate the wavelength absorbed to the colour observed
Key idea
Absorbed versus observed colour
White light contains all visible wavelengths (about 400–750 nm). A substance that absorbs part of that range removes those colours, and the light it transmits or reflects looks like the complementary colour, the one opposite on the colour wheel.
- Absorbs blue light (435–480 nm): looks yellow.
- Absorbs nothing in the visible: colourless (white as a powder).
- Absorbs across the whole visible range: black.
In a conjugated molecule the absorption promotes an electron from the HOMO to the LUMO, so the gap decides which colour is absorbed.
Formula
From energy gap to colour
| Absorbed λ (nm) | Colour absorbed | Colour observed |
|---|---|---|
| 400–435 | violet | yellow-green |
| 435–480 | blue | yellow |
| 480–490 | green-blue | orange |
| 490–500 | blue-green | red |
| 500–560 | green | purple |
| 560–580 | yellow-green | violet |
| 580–595 | yellow | blue |
| 595–650 | orange | green-blue |
| 650–750 | red | blue-green |
Below 400 nm (UV) or above 750 nm (IR) the absorption is invisible, and the compound looks colourless.
Key idea
Why carrots are orange
β-Carotene has 11 conjugated C=C bonds (22 π electrons), a long enough system for the HOMO–LUMO gap to fall in the visible: = 450 nm. Its absorption is a broad band covering violet, blue and some blue-green light (about 400–500 nm). Removing that whole range leaves yellow, orange and red light, which we see as orange. (Looking up 450 nm alone would suggest yellow; the width of the band matters.)
Lycopene, the red pigment of tomatoes, also has 11 conjugated C=C, but in a flat open chain. It absorbs further into the blue-green ( ≈ 470 nm) and looks red. In β-carotene the two C=C inside the end rings are twisted out of the plane, which slightly shortens the effective conjugation.
Key idea
UV absorbers are colourless
Short conjugated systems have large HOMO–LUMO gaps and absorb only ultraviolet light, so they look colourless: ethene (171 nm), 1,3-butadiene (217 nm), benzene (255 nm), 1,3,5,7-octatetraene (290 nm), even 1,3,5,7,9-decapentaene (334 nm).
A simple polyene needs many conjugated double bonds before passes 400 nm, which is why β-carotene, with 11, is coloured and hexatriene, with 3, is not. Sunscreen molecules use this: they are conjugated enough to absorb harmful UV but not visible light, so they are colourless on the skin.
Method
Predicting the colour of a compound
- Find : it may be given, or calculate and convert metres to nanometres (multiply by ).
- If nm or nm, the compound is colourless.
- Find the band in the table: that is the colour absorbed.
- The colour observed is the complement in the same row.
- Sense check: longer conjugation gives a smaller gap and a longer absorbed wavelength, so the observed colour moves from yellow through orange and red toward purple and blue.
Common mistake
Colour traps
- Wrong: a dye that absorbs at 450 nm looks blue. Right: it absorbs blue light, so it looks yellow, the complement.
- Wrong: a larger HOMO–LUMO gap absorbs longer wavelengths. Right: , so a larger gap means a shorter wavelength, toward the UV.
- Wrong: every conjugated molecule is coloured. Right: it must absorb in the visible range. Benzene and hexatriene are conjugated but colourless.
Worked example
Worked example: from gap to colour
A dye has a HOMO–LUMO gap of J. What colour is it?
552 nm lies in the 500–560 nm band: the dye absorbs green light and appears purple.
Chlorophyll absorbs strongly at about 430 nm (violet-blue) and 660 nm (red). The green light in between is not absorbed but reflected, so leaves look green.
Check yourself
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