Ответ:

1. Br2, свет NH3 (изб) HNO2 CuO, t KMnO4, H2SO4

X1 → CH3Br → X2 → X3 → H2CO → X4  

1) CH4 + Br2 свет → CH3Br + HBr

2) CH3Br + NH3 избыток → CH3 – NH2 + NН4Br

3) CH3 – NH2 + HNO2 → CH3 –OH + N2 + H2O

4) CH3 –OH + CuO t → H –C HO + Cu + H2O

5) 5 H –C HO + 4 KMnO4 + 6 H2SO4 → 5 CO2 + 2 K2SO4 + 4 MnSO4 + 11 H2O

2. 1)CH4+Cl2=CH3Cl+HCl

2)CH3Cl+2NH3=CH3-NH2+NH4Cl

3)CH3-NH2+HNO2=CH3-NH3NO2

4)CH3-NH3NO2+H-COOH=CH3-NO2 +NH4COOH

5)CH3-NO2+3H2=CH3-NH2+2H2O

3. Фото