ChemicalBook CAS DataBase List 2,4,4'-TRICHLOROBIPHENYL

2,4,4'-TRICHLOROBIPHENYL synthesis

9synthesis methods

Product Name:2,4,4'-TRICHLOROBIPHENYL
CAS Number:7012-37-5
Molecular formula:C12H7Cl3
Molecular Weight:257.54

1193-72-2 Synthesis

1193-72-2
261 suppliers
$9.00/5g

1679-18-1 Synthesis

1679-18-1
600 suppliers
$10.00/1g

7012-37-5
56 suppliers
$131.00/2ml

Yield:7012-37-5 98%

Reaction Conditions:

with C₂₀H₂₉Cl₂N₅O₂Pd;potassium carbonate in ethanol at 78 - 83; for 2.5 h;Suzuki Coupling;

Steps:

2,4,4'-Trichlorobiphenyl [44].

A 15 mL screw-top glass tube was loaded with 4 mL of 96% ethanol, 226 mg (1 mmol) of 1-bromo-2,4-dichlorobenzene, 172 mg (1.1 mmol) of 4-chlorophenylboronic acid, and 207 mg (1.5 mmol) of anhydrous K2CO3. The tube was put in an oil bath heated to 78°C. The reaction mixture was stirred during 3 min, and then 0.7 mg (0.0012 mmol) of acyclic diaminocarbene complex of palladium 7 in 0.5 mL of ethanol was added. The tube was tightly screwed and stirred during 2.5 h at 83°C. The mixture was then cooled to ambient, 10 mL of water was added, and the reaction product was extracted with a 2 : 1 hexane-dichloromethane mixture (320 mL), the organic layer was dried over anhydrous Na2SO4, the solvent was evaporated, and the residue was weighed and analyzed by 1H NMR and GLC. Yield 252 mg (98%), mp 56°C (methanol). 1H NMR spectrum, δ, ppm: 7.25 d (1, H6, J = 8.2 Hz), 7.32 d.d (1H, H5, J = 8.2, 2.0 Hz), 7.37 and 7.43 (4H, AA'XX' system, H2',3',5',6', J = 8.5 Hz), 7.51 d (1H, H3, J = 2.0 Hz).

References:

Kostenko;Eliseenkov;Petrov [Russian Journal of General Chemistry,2017,vol. 87,# 8,p. 1656 - 1662][Zh. Obshch. Khim.,2017,vol. 87,# 8,p. 1239 - 1246,8]