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The more chlorine groups a POP has, the more resistant it is to being broken down over time.
It is not a PVC film and hence does not contain chlorine groups.
Consequently, the most common halogen substitutions are the less reactive aromatic fluorine and chlorine groups.
A lewis acid then induces a rearrangement of the alkyl group with displacement of the chlorine group.
For example, ethane with bromine becomes bromoethane, methane with four chlorine groups becomes tetrachloromethane.
By adding sodium hydroxide to the α-substituted compound only the silicon chlorine groups are replaced but not the carbon chlorine group.
These compounds react through a chlorine group with hydroxyl groups present in cellulose fibres in nucleophilic substitution, the other triazine positions contain chromophores.
In another set of experiments (scheme 3) the chlorination is repeated with n-propyltrichlorosilane The α-adduct and the γ-adduct are resistant to hydrolysis but the chlorine group in the β-adduct gets replaced by a hydroxyl group.
The cyclization of certain allyl pulegones in scheme 7 with titanium tetrachloride in dichloromethane at 78 C gives access to the decalin skeleton with the hydroxyl group and chlorine group predominantly in cis configuration (91% cis).
The most common parylene is parylene C (one chlorine group per repeat unit, as shown above) followed by parylene D (two chlorine groups per repeat unit); both chlorine groups are on the main-chain phenyl ring.