8. hvCH4 + Cl2 ------> CH3 - Cl + HClH3C - Cl + 2Na + Cl - CH3 ----> H3C - CH3 + 2NaCl hvH3C - CH3 + Cl2 -------> H3C - CH2 | ClH3C - CH2 + NaOH ------> H3C - CH2 + NaCl | (водн.) | Cl OH H2SO4 (конц.) 170°H3C - CH2 -------------------> H2C = CH2 + H2O | OH CCl4H2C = CH2 + Br2 ----------> H2C - CH2 | | Br Br9. hvH3C - CH3 + Cl2 -----> H3C - CH2 + HCl | ClH3C - CH2 + 2Na + H2C - CH3 ---> H3C - CH2 - CH2 - CH3 + 2NaCl | | Cl Cl Pt, tH3C - CH2 - CH2 - CH3 ------------> H2C = CH - CH2 - CH3 + H2 H+H2C = CH - CH2 - CH3 + H2O --------------> H3C - CH - CH2 - CH3 | OHH3C - CH - CH2 - CH3 + HCl ---------> H3C - CH - CH2 - CH3 + H2O | | OH ClH3C - CH - CH2 - CH3 + KOH ---------> H3C - CH - CH2 - CH3 + KCl | (водн.) | Cl OH O t //H3C - CH - CH2 - CH3 + CuO -----> H3C - CH2 - CH2 - C + Cu + H2O | \ OH H CH3 CH2 - Cl / \ hv / \| 0 | + Cl2 -------> | 0 | + HCl \ / \ / CH2 - Cl CH2 - OH / \ / \| 0 | + NaOH -------> | 0 | + NaCl \ / (водн.) \ / CH2 - OH CH2 - Cl / \ / \| 0 | + HCl ------> | 0 | + H2O \ / \ / O // CH2 - OH C -- H / \ t / \ | 0 | + CuO --------> | 0 | + Cu + H2O \ / \ /