4,4'-Dichlorobenzophenone

4,4’-Dichlorobenzophenone is an organic compound with the formula of (ClC₆H₄)₂CO.^[1][2]

4,4'-Dichlorobenzophenone

Names
Preferred IUPAC name Bis(4-chlorophenyl)methanone
Identifiers
CAS Number	90-98-2^Y
3D model (JSmol)	Interactive image
3DMet	B01012
ChEBI	CHEBI:27519
ChEMBL	ChEMBL1870191
ChemSpider	6767^Y
ECHA InfoCard	100.001.846
EC Number	202-030-1
KEGG	C06643^Y
PubChem CID	7034
UNII	3MTL0YC2Q5
CompTox Dashboard (EPA)	DTXSID3037626
InChI InChI=1S/C13H8Cl2O/c14-11-5-1-9(2-6-11)13(16)10-3-7-12(15)8-4-10/h1-8H^Y Key: OKISUZLXOYGIFP-UHFFFAOYSA-N^Y InChI=1/C13H8Cl2O/c14-11-5-1-9(2-6-11)13(16)10-3-7-12(15)8-4-10/h1-8H Key: OKISUZLXOYGIFP-UHFFFAOYAC
SMILES O=C(c1ccc(Cl)cc1)c2ccc(Cl)cc2
Properties
Chemical formula	C13H8Cl2O
Molar mass	251.11 g/mol
Melting point	144 to 147 °C (291 to 297 °F; 417 to 420 K)
Boiling point	353 °C (667 °F; 626 K)
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302
Precautionary statements	P264, P270, P301+P312, P330, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references

Synthesis

4,4’-Dichlorobenzophenone is prepared by the acylation of chlorobenzene with 4-chlorobenzoyl chloride. The conversion is typically conducted in the presence of an aluminium chloride catalyst in a petroleum ether solvent.

ClC₆H₅C(O)Cl + C₆H₅Cl → (ClC₆H₄)₂CO + HCl

References

1. PubChem. "4,4'-Dichlorobenzophenone". pubchem.ncbi.nlm.nih.gov. Retrieved 2022-11-24.
2. "4,4'-Dichlorobenzophenone". webbook.nist.gov. Retrieved 2022-11-24.