ChemicalBook CAS DataBase List 1-CHLORO-2,4-DIFLUOROBENZENE

1-CHLORO-2,4-DIFLUOROBENZENE synthesis

8synthesis methods

Product Name:1-CHLORO-2,4-DIFLUOROBENZENE
CAS Number:1435-44-5
Molecular formula:C6H3ClF2
Molecular Weight:148.54

108-90-7
652 suppliers
$10.00/25G

348-51-6
221 suppliers
$21.00/5 g

352-33-0
201 suppliers
$9.00/1g

625-98-9 Synthesis

625-98-9
189 suppliers
$14.00/25g

1435-44-5
186 suppliers
$7.00/5g

696-02-6 Synthesis

696-02-6
179 suppliers
$5.00/1g

2367-91-1 Synthesis

2367-91-1
139 suppliers
$8.00/5g

Yield: 0.08 mmol ， 0.02 mmol ， 0.31 mmol ， 0.01 mmol ， 0.01 mmol ， 0.01 mmol

Reaction Conditions:

with xenon difluoride;boron trifluoride diethyl etherate at 0 - 25;Cooling with ice;Reagent/catalyst;

Steps:

Reaction of substituted benzenes with xenondifluoride in the presence of boron trifluoride-diethyl ether complex in PFB (procedure A).
General procedure: A FEP or PFA reactor equipped with a Teflon-lined magnetic stir bar and connected to a gas-washing bottle was charged with substituted benzene (0.95-1.10 mmol), 1,1,1,3,3-pentafluorobutane (1-2 mL per mmol of C6H5R), and BF3 · Et2O (1.3-1.5 mmol per mmol of C6H5R). The mixture was stirred for 10-15 min at 0-5°C (ice bath), and XeF2 (1.2-1.3 mmol per mmol of C6H5R) was added in portions. After addition of each portion, the mixture was stirred for 3-5 min at 22-25°C and cooled again. When the addition was complete the dark solution was stirred for 15-30 min at 22-25°C, 10% aqueous KHCO3 was added, and the upper organic layer was separated, passed through a short column charged with silica gel (40-60 μm), and dried over MgSO4. The solution was analyzed by 19F NMR and GC/MS. The main products are given in table, and the others are listed below (GC/MS data).

References:

Bardin;Adonin, N. Yu. [Russian Journal of Organic Chemistry,2016,vol. 52,# 10,p. 1400 - 1407][Zh. Org. Khim.,2016,vol. 52,# 10,p. 1412 - 1419,8]