Fluoroanisoles

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Fluoroanisoles
Surname 2-fluoroanisole 3-fluoroanisole 4-fluoroanisole
other names o -fluoroanisole m -fluoroanisole p -fluoroanisole
Structural formula Structure of 2-fluoroanisole Structure of 3-fluoroanisole Structure of 4-fluoroanisole
CAS number 321-28-8 456-49-5 459-60-9
PubChem 67576 9975 9987
ECHA InfoCard 100.005.715 100.006.608 100.006.633
Molecular formula C 7 H 7 FO
Molar mass 126.13 g mol −1
Physical state liquid
Melting point −39 ° C −35 ° C −45 ° C
boiling point 154-155 ° C 158-159 ° C 157 ° C
GHS
labeling
02 - Highly / extremely flammable
Caution
H and P phrases 226
no EUH phrases
no P-phrases

The fluoroanisoles form a group of substances in chemistry that is derived from both anisole and fluorobenzene . The structure consists of a benzene ring with an attached methoxy group  (–OCH 3 ) and fluorine  (–F) as substituents . Their different arrangements ( ortho , meta or para ) result in three constitutional isomers with the empirical formula C 7 H 7 FO.

presentation

Fluoroanisoles can be prepared from the fluorophenols by etherification with dimethyl sulfate .

Synthesis of 2-fluoroanisole from 2-fluorophenol.

properties

The introduction of the fluorine atom changes the melting and boiling points only slightly compared to anisole (−37 ° C and 154 ° C).

Individual evidence

  1. a b c data sheet 2-fluoroanisole from Sigma-Aldrich , accessed on May 25, 2011 ( PDF ).
  2. a b Alfa Aesar catalog 2008/09, p. 978.
  3. a b c Data sheet 4-Fluoroanisole from Sigma-Aldrich , accessed on May 25, 2011 ( PDF ).
  4. Data sheet 3-Fluoroanisole from Sigma-Aldrich , accessed on May 25, 2011 ( PDF ).
  5. a b Entry on anisole in the GESTIS substance database of the IFA , accessed on December 25, 2019(JavaScript required) .