Ether cleavage
3 real reactions from the literature, on cyclic ethers and aryl alkyl ethers. Each scheme shows starting materials, conditions and products, with the yield and reference where the source reports them.
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Ether cleavage: tetrahydrofuran (a cyclic ether) with KI, ortho-phosphoric acid; phosphoric anhydride, Δ gives 1,4-diiodobutane (the cleaved product).
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Ether cleavage: 3,3'-dimethoxybiphenyl (an aryl alkyl ether) with BBr3; CH2Cl2, −80 °C gives 3,3'-biphenyldiol (the cleaved product).
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Ether cleavage: tetrahydropyran (a cyclic ether) with Br2, Δ; H2O, SO2 gives 1,5-dibromopentane (the cleaved product).