8.
Electromagnetic radiation from space constantly bombards the earth. Most wavelengths are absorbed by the atmosphere; however, there are two "windows" of
nonabsorption through which significant amounts of radiation reach the ground. The first transmits ultraviolet and visible light, as well as infrared light or heat; the
second transmits radio waves. As a result, terrestrial organisms have evolved a number of pigments that interact with light in various ways: some capture light
energy, some provide protection from light-induced damage, and some serve camouflage or signaling purposes.
Among these compounds are many conjugated polyenes, which play important roles as photoreceptors. For every chemical compound, there are certain
wavelengths of light whose quanta possess exactly the correct amount of energy to raise electrons from their ground state to higher-energy orbitals. For most
organic compounds, these wavelengths are in the UV range. However, conjugated double bond systems stabilize the electrons, so that they can be excited by
lower-frequency photons with wavelengths in the visible spectrum. Such a pigment, known as a chromophore, will then transmit the "subtraction color," a color
complementary to the one absorbed. For instance, carotene, a hydrocarbon compound with eleven conjugated double bonds, absorbs blue light and transmits
orange. The wavelength that is absorbed generally increases with the number of conjugated bonds; rings and side-chains also affect wavelength.
Wavelength
Color
Subtraction Color
480 nm
blue
orange
580 nm
yellow
violet
680 nm
red
green
Among the many biological molecules that are affected by light is DNA, the genetic material of living organisms. DNA absorbs ultraviolet light, and may be
damaged by UVC (< 280 nm) and UVB (280- 315 nm). UVA (315-400 nm) and visible light can actually repair light-induced damage to DNA by a process called
photorepair. For this reason UVA, which also stimulates tanning, was once considered beneficial. However, there is now increasing evidence that UVA can damage
skin.
The four compounds represented by the electronic spectra below were evaluated as potential sunscreens. What is the correct sequence of sunscreen strength,
from strongest to weakest, among these four?