T=900°C; 2.77778E-07 h; other temp. (700 deg C); Product distribution;

T=900°C; 2.77778E-07 h; other temp. (700 deg C); Product distribution;

T=900°C; 2.77778E-07 h; other temp. (700 deg C); Product distribution;

1: With hydrogenchloride; sodium nitrite in water T=-5°C; 0.416667 h; 2: With potassium iodide in water T=20°C; Sandmeyer reaction; 16 h;

1.1: 91 percent / 3-chloroperoxybenzoic acid / CH2Cl2 / 2 h / 20 °C 2.1: 82 percent / stannous chloride; hydrochloric acid / ethanol / 6 h / Heating 3.1: sodium nitrite; hydrochloric acid / H2O / 0.25 h / -5 °C 3.2: 89 percent / potassium iodide / H2O; CH2Cl2 / 4 h / 20 °C 4.1: 13 percent / tributyltin hydride; 2,2'-diazobisisobutyronitrile / 12 h / Heating View Scheme

1.1: 82 percent / stannous chloride; hydrochloric acid / ethanol / 6 h / Heating 2.1: sodium nitrite; hydrochloric acid / H2O / 0.25 h / -5 °C 2.2: 89 percent / potassium iodide / H2O; CH2Cl2 / 4 h / 20 °C 3.1: 13 percent / tributyltin hydride; 2,2'-diazobisisobutyronitrile / 12 h / Heating View Scheme

1.1: 79 percent / triphenylphosphine; Pd2(dba)3; potassium tert-butoxide / ethanol / 8 h / Heating 2.1: 91 percent / 3-chloroperoxybenzoic acid / CH2Cl2 / 2 h / 20 °C 3.1: 82 percent / stannous chloride; hydrochloric acid / ethanol / 6 h / Heating 4.1: sodium nitrite; hydrochloric acid / H2O / 0.25 h / -5 °C 4.2: 89 percent / potassium iodide / H2O; CH2Cl2 / 4 h / 20 °C 5.1: 13 percent / tributyltin hydride; 2,2'-diazobisisobutyronitrile / 12 h / Heating View Scheme

1.1: sodium nitrite; hydrochloric acid / H2O / 0.5 h / -5 °C 1.2: 56 percent / potassium iodide / H2O / 2 h / Heating 2.1: 79 percent / triphenylphosphine; Pd2(dba)3; potassium tert-butoxide / ethanol / 8 h / Heating 3.1: 91 percent / 3-chloroperoxybenzoic acid / CH2Cl2 / 2 h / 20 °C 4.1: 82 percent / stannous chloride; hydrochloric acid / ethanol / 6 h / Heating 5.1: sodium nitrite; hydrochloric acid / H2O / 0.25 h / -5 °C 5.2: 89 percent / potassium iodide / H2O; CH2Cl2 / 4 h / 20 °C 6.1: 13 percent / tributyltin hydride; 2,2'-diazobisisobutyronitrile / 12 h / Heating View Scheme

aluminium trichloride in dichloromethane 1) 0 deg C, 1 h, 2) 25 deg C, 12 h; Yield given;

1: thionyl chloride, Et3N / CH2Cl2 / 1) 0 deg C, 15 min, 2) 25 deg C, 15 min 2: AlCl3 / CH2Cl2 / 1) 0 deg C, 1 h, 2) 25 deg C, 12 h View Scheme