Dichlorodiphenylmethane

Structural formula
General
Surname	Dichlorodiphenylmethane
other names	Benzophenone dichloride; α, α-dichlorodiphenyl methane;
Molecular formula	C 13 H 10 2 Cl 2
Brief description	light yellow liquid
External identifiers / databases
EC number	218-134-5
ECHA InfoCard	100.016.486
PubChem	16327
Wikidata	Q5279742
properties
Molar mass	237.12 g mol −1
Physical state	liquid
density	1.235 g cm −3 (25 ° C)
boiling point	305 ° C
solubility	reacts violently with water; soluble in benzene, ethanol and carbon tetrachloride;
Refractive index	1.605 (20 ° C)
safety instructions
H and P phrases	H: 314-335
	EUH: 014
	P: 261-280-305 + 351 + 338-310
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Dichlorodiphenylmethane is a chemical compound from the group of chloroalkanes .

Extraction and presentation

Dichlorodiphenylmethane can be prepared by reacting benzophenone with phosphorus pentachloride . Alternatively, dichlorodiphenylmethane can be produced by reacting benzene with carbon tetrachloride and anhydrous aluminum chloride as a catalyst in a double Friedel-Crafts alkylation .

${\ displaystyle \ mathrm {2 \ C_ {6} H_ {6} + \ CCl_ {4} {\ xrightarrow {5-10 \, {} ^ {\ circ} C, AlCl_ {3}}} \ Cl_ {2 } C (C_ {6} H_ {5}) _ {2} + \ 2 \ HCl}}$

properties

Dichlorodiphenylmethane is a clear, light yellow liquid that reacts violently with water.

use

Dichlorodiphenylmethane is used as an intermediate in the manufacture of other chemical compounds. It is also used for antimicrobial textile coatings.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ data sheet α, α-dichlorodiphenylmethane, 97% from Sigma-Aldrich , accessed on November 2, 2015 ( PDF ).
↑ ^a ^b G. WA Milne: Gardner's Commercially Important Chemicals Synonyms, Trade Names, and Properties . John Wiley & Sons, 2005, ISBN 0-471-73661-9 , pp. 736 ( limited preview in Google Book search).
↑ Alberto Spaggiari, Daniele Vaccari, Paolo Davoli, Giovanni Torre, Fabio Prati: A Mild Synthesis of Vinyl-Halides and -Dihalides Using Triphenyl Phosphite − Halogen-Based Reagents. In: The Journal of Organic Chemistry . 72, 2007, p. 2216, doi : 10.1021 / jo061346g .
↑ BENZOPHENONE In: Organic Syntheses . 8, 1928, p. 26, doi : 10.15227 / orgsyn.008.0026 ; Coll. Vol. 1, 1941, p. 95 ( PDF ).
^ K. Lacasse, Werner Baumann: Textile Chemicals Environmental Data and Facts . Springer Science & Business Media, 2004, ISBN 978-3-642-18898-5 , pp. 449 ( limited preview in Google Book search).

[Sigma-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ data sheet α, α-dichlorodiphenylmethane, 97% from Sigma-Aldrich , accessed on November 2, 2015 ( PDF ).

[G._W._A._Milne-2] G. WA Milne: Gardner's Commercially Important Chemicals Synonyms, Trade Names, and Properties . John Wiley & Sons, 2005, ISBN 0-471-73661-9 , pp. 736 ( limited preview in Google Book search).

[DOI10.1021/jo061346g-3] Alberto Spaggiari, Daniele Vaccari, Paolo Davoli, Giovanni Torre, Fabio Prati: A Mild Synthesis of Vinyl-Halides and -Dihalides Using Triphenyl Phosphite − Halogen-Based Reagents. In: The Journal of Organic Chemistry . 72, 2007, p. 2216, doi : 10.1021 / jo061346g .

[4] BENZOPHENONE In: Organic Syntheses . 8, 1928, p. 26, doi : 10.15227 / orgsyn.008.0026 ; Coll. Vol. 1, 1941, p. 95 ( PDF ).

[K._Lacasse,_Werner_Baumann-5] K. Lacasse, Werner Baumann: Textile Chemicals Environmental Data and Facts . Springer Science & Business Media, 2004, ISBN 978-3-642-18898-5 , pp. 449 ( limited preview in Google Book search).