2-Chloro-6-fluorobenzaldehyde is a halogenated benzaldehyde derivative with the formula C6H3ClFCHO. It is an intermediate in the synthesis of halogenated heterocyclic compounds.[1][2]
Preparation, reactions, use
2-Chloro-6-fluorobenzaldehyde is prepared by oxidation of 2-chloro-6-fluorotolulene by chromyl chloride.[3]
It reacts with sodium hydroxide to give a mixture of 2-chloro-6-fluorobenzene and 6-chlorosalicaldehyde.[4]
2-Chloro-6-fluorobenzaldehyde is used in the production of the antiseptics dicloxacillin and flucloxacillin. Additionally it is used in the production of pesticides.
References
- ^ Daniewski, Andrzej R.; Liu, Wen; Püntener, Kurt; Scalone, Michelangelo (2002-05-01). "Two Efficient Methods for the Preparation of 2-Chloro-6-methylbenzoic Acid". Organic Process Research & Development. 6 (3): 220–224. doi:10.1021/op0102363. ISSN 1083-6160.
- ^ Naveen, S.; Kavitha, Chandagirikoppal V.; Sarala, G.; Anandalwar, SridharM.; Prasad, J. Shashidhara; Rangappa, Kanchugarakoppal S. (2006). "Crystal Structure of 3-(2-Chloro-6-fluorophenyl)-2-(4-methoxyphenyl)-acrylonitrile". Analytical Sciences: X-ray Structure Analysis Online. 22: X291 – X292. doi:10.2116/analscix.22.x291. ISSN 1348-2238.
- ^ Willstaedt, Harry (1931). "Über Brom-Addition an substituierte Zimtsäuren". Berichte der Deutschen Chemischen Gesellschaft (A and B Series). 64 (10): 2688–2693. doi:10.1002/cber.19310641019.
- ^ 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.
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