ChemicalBook CAS DataBase List 1,4-Dichlorobenzene

1,4-Dichlorobenzene synthesis

14synthesis methods

Product Name:1,4-Dichlorobenzene
CAS Number:106-46-7
Molecular formula:C6H4Cl2
Molecular Weight:147

1,4-Dichlorobenzene was first produced commercially in the United States in 1915 (IARC 1982). It is produced by reacting liquid benzene with gaseous chlorine in the presence of a catalyst at moderate temperature and atmospheric pressure. 1,4-Dichlorobenzene is used mainly as a fumigant for the control of moths, molds, and mildews, and as a space deodorant for toilets and refuse containers.

106-39-8 Synthesis

106-39-8
477 suppliers
$14.00/5g

106-46-7
549 suppliers
$10.00/5g

Yield:106-46-7 95%

Reaction Conditions:

with trans bis(glycinato)copper(II) monohydrate;anhydrous tetramethylammonium chloride in ethanol at 100; for 24 h;Schlenk technique;Inert atmosphere;Finkelstein Reaction;

Steps:

General procedure for aryl and heteroaryl bromide-chloride exchange reaction

General procedure: A Schlenk tube was charged with catalyst 1 (10 mol %), aryl (or heteroaryl) bromide (1.0 mmol), tetramethylammonium chloride (Me₄NCl) (2.0 mmol), and EtOH (2.0 mL) under nitrogen atmosphere. The Schlenk tube was sealed with a Teflon valve, and then the reaction mixture was stirred at 100 °C for a period as mentioned in Table 2 (the reaction progress was monitored by GC analysis). After completion of the reaction, the solvent was removed under reduced pressure. The residue obtained was purified via silica gel chromatography (eluent: petroleum ether/ethyl acetate = 10/1) to afford aryl chlorides. The yield of the products was determined by high resolution GC-MS analysis and the identity of the products was confirmed by comparing their physical and spectral data with the known compounds.

References:

Verma, Sanny;Saran, Sandeep;Jain, Suman L. [Applied Catalysis A: General,2014,vol. 472,p. 178 - 183]