2-Chloro-6-fluorotoluene

2-Chloro-6-fluorotoluene (CFT) is a halogenated derivative of toluene that is used as an intermediate in numerous organic syntheses.[1][2]

2-Chloro-6-fluorotoluene
Skeletal formula of 2-chloro-6-fluorotoluene
Names
IUPAC name
1-chloro-3-fluoro-2-methylbenzene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.006.494 Edit this at Wikidata
EC Number
  • 207-141-9
  • InChI=1S/C7H6ClF/c1-5-6(8)3-2-4-7(5)9/h2-4H,1H3
  • CC1=C(C=CC=C1Cl)F
Properties
C7H6ClF
Molar mass 144.57 g·mol−1
Boiling point 154–156 °C (309–313 °F)
Hazards
GHS labelling:
GHS02: Flammable GHS07: Exclamation mark
Warning
H226, H302, H312, H315, H332, H335
P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P321, P330, P362+P364, P370+P378, P403+P233, P403+P235, P405, P501
Flash point 46 °C (115 °F)
Related compounds
Related compounds
2-Chloro-6-fluorobenzaldehyde, toluene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Uses

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CFT is used to prepare 2-chloro-6-fluorobenzaldehyde via oxidation with hydrogen peroxide, which forms an aldehyde group.[2]

 

CFT is also used in the preparation of 4-chloro-1H-indazole.[1]

References

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  1. ^ a b Meng, Ge; Yang, Tao; Liu, Yang (2011). "An Improved Preparation of 4-Chloro-1 H -indazole". Organic Preparations and Procedures International. 43 (4): 354–359. doi:10.1080/00304948.2011.594005. ISSN 0030-4948. S2CID 96965570.
  2. ^ a b Bunnett, J. F.; Miles, J. H.; Nahabedian, K. V. (1961). "Kinetics and Mechanism of the Alkali Cleavage of 2,6-Dihalobenzaldehydes 1". Journal of the American Chemical Society. 83 (11): 2512–2516. doi:10.1021/ja01472a022. ISSN 0002-7863.