2,6-Dichlorophenol

changed 477212051 2,6-Dichlorophenol at Sigma-Aldrich 2,6-dichlorophenol.svg Skeletal formula 2,6-Dichlorophenol-3D-balls.png Ball-and-stick model 2,6-Dichlorophenol correct chemspider 6633 correct kegg C07096 1/C6H4Cl2O/c7-4-2-1-3-5(8)6(4)9/h1-3,9H HOLHYSJJBXSLMV-UHFFFAOYAE correct EBI 282597 correct chemspider 1S/C6H4Cl2O/c7-4-2-1-3-5(8)6(4)9/h1-3,9H correct chemspider HOLHYSJJBXSLMV-UHFFFAOYSA-N correct CAS 87-65-0 6899 correct EBI 28457 201-761-3 SK8750000 2020 2021 Q7E9K52W7E Clc1cccc(Cl)c1O 6 4 2 1 white solid 1.653 g/cm3 at 20 °C 66.6 Haynes, p. 3.166 226 05 07 09 Danger 314 315 319 411 260 264 273 280 301+330+331 302+352 303+361+353 304+340 305+351+338 310 321 332+313 337+313 362 363 391 405 501 2,6-Dichlorophenol is a compound with formula C6H3Cl2OH. It is one of the six isomers of dichlorophenol. It is a colorless solid. Its pKa is 6.78, which is about 100x more acidic than 2-chlorophenol (8.52) and 1000x more acidic than phenol itself (9.95).François Muller Liliane Caillard Chlorophenols 2011 10.1002/14356007.a07_001.pub2 Preparation It can be produced in a multistep process from phenol, which is converted to its 4-sulfonic acid derivative. The resulting phenol sulfonic acid chlorinates at the positions flanking the phenol. Hydrolysis releases the sulfonic acid group.Otto Lindner Lars Rodefeld Benzenesulfonic Acids and Their Derivatives 2005 10.1002/14356007.a03_507 An alternative synthesis starts with the ethyl ester of 4-hydroxybenzoic acid, which chlorinates at the positions flanking the phenolic center. Ester hydrolysis followed by decarboxylation affords 2,6-dichlorophenol.2,6-Dichlorophenol D. S. Tarbell J. W. Wilson Paul E. Fanta Org. Synth. 1949 29 35 10.15227/orgsyn.029.0035 free References Cited sources Haynes Haynes, William M. 2016 CRC Handbook of Chemistry and Physics 97th CRC Press 9781498754293 Category:Dichlorophenyl compounds Category:Phenols