Make up the reaction equations: a) CH4 → C2H2 → C6H6 → C6H5OH

Make up the reaction equations: a) CH4 → C2H2 → C6H6 → C6H5OH → 2,4,6-Tribromophenol b) CH4 → C2H6 → C3H8 → C6H14 → C6H6 → Picric acid

a) the first chain.
1) 2CH4 = C2H2 + 3H2.
2) 3C2H2 + t = C6H6.
3) C6H6 + NaOH = C6H5OH + NaCl.
4) C6H5OH + 3Br2 = C6H2Br3OH + 3HBr.
b) the second chain.
1) there are two stages:
the first 2CH4 = CH2 = CH2 + 2H2;
the second is CH2 = CH2 + H2 = C2H6.
2) there are also two stages:
the first is C2H6 + Cl2 = C2H5Cl + HCl;
the second C2H5Cl + CH3Cl + 2Na = C3H8 + 2NaCl.
3) two stages:
the first is C3H8 + Cl2 = C3H7Cl + HCl;
the second 2C3H7Cl + 2Na = C6H14 + 2NaCl.
4) two stages:
first C6H14 = C6H12 + H2;
the second is C6H12 = C6H6 + 3H2.
5) three stages:
the first is C6H6 + Cl2 = C6H5Cl + HCl;
the second is C6H5Cl + NaOH = C6H5OH + NaCl;
the third is C6H5OH + 3HNO3 = C6H2 (NO2) 3OH + 3H2O.