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1,3-Bis(trifluoromethyl)benzene
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1,3(CF3)2C6H4.svg 1,3-Bis(trifluoromethyl)benzene α,α,α,α′,α′,α′-hexafluoro-m-xylene 402-31-3 206-939-4 F7TWF66P6X 223106 1S/C8H4F6/c9-7(10,11)5-2-1-3-6(4-5)8(12,13)14/h1-4H SJBBXFLOLUTGCW-UHFFFAOYSA-N C1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F
6 8 4 colorless liquid 114-116 02 07 09 Warning 226 315 319 335 411 210 233 240 241 242 243 261 264 264+265 271 273 280 302+352 303+361+353 304+340 305+351+338 319 321 332+317 337+317 362+364 370+378 391 403+233 403+235 405 501
1,3-Bis(trifluoromethyl)benzene is an organofluorine compound with the formula C6H4(CF3)2. It is the most intensively studied of three isomers of the same formula. Like benzotrifluoride, bis(trifluoromethyl)benzene is prepared by the reaction of hydrogen fluoride with the corresponding trichloromethylbenzene compound:Siegemund Günter Schwertfeger Werner Feiring Andrew Smart Bruce Behr Fred Vogel Herward McKusick Blaine Ullmann's Encyclopedia of Industrial Chemistry Fluorine Compounds, Organic 2000 10.1002/14356007.a11_349 978-3-527-30385-4
C6H4(CCl3)2 + 6 HF -> C6H4(CF3)2 + 6 HCl
1,3-Bis(trifluoromethyl)benzene undergoes bromination to give bromo-3,5-bis(trifluoromethyl)benzene (BrC6H3(CF3)2), which is used to prepare other reagents,Leazer Johnnie L. Cvetovich Raymond Tsay Fuh-Rong Dolling Ulf Vickery Thomas Bachert Donald An Improved Preparation of 3,5-Bis(trifluoromethyl)acetophenone and Safety Considerations in the Preparation of 3,5-Bis(trifluoromethyl)phenyl Grignard Reagent The Journal of Organic Chemistry 2003 68 9 3695–3698 10.1021/jo026903n such as the sodium salt of tetrakis(3,5-bis(trifluoromethyl)phenyl)borate, NaBArF4.M. Brookhart B. Grant A. F. Volpe, Jr. [(3,5-(CF3)2C6H3)4B]-[H(OEt2)2]+: a convenient reagent for generation and stabilization of cationic, highly electrophilic organometallic complexes Organometallics 1992 11 3920–3922 10.1021/om00059a071 11
References
Category:(Trifluoromethyl)benzene derivatives