4172. 1-Fluoro-2,4-dinitrobenzene

Nomenclature

CAS number: 70-34-8
2,4-Dinitro-1-fluorobenzene; DNFB; FDNB; Sanger's reagent.
C6H3FN2O4; mol wt 186.10.
C 38.72%, H 1.62%, F 10.21%, N 15.05%, O 34.39%.

Description and references

Prepn: A. F. Holleman, J. W. Beekman, Rec. Trav. Chim. 23, 225 (1904); Cook, Saunders, Biochem. J. 41, 558 (1947). Use in peptide analysis: Sanger, Biochem. J. 39, 507 (1945); 40, 261 (1946); 45, 563 (1949); Porter, Sanger, ibid. 42, 287 (1948). Tumor promoting activity: F. G. Bock et al., Cancer Res. 29, 179 (1969). Mutagenicity study: D. R. Jagannath et al., Mutat. Res. 78, 91 (1980). Review of uses: Reagents for Organic Synthesis, L. F. Fieser, M. Fieser, Eds. (Wiley, New York, 1967) pp 321-322.

Chemical structure

Properties

Pale yellow crystals from ether, mp 26°. bp2.0 137°. Sol in benzene, ether, propylene glycol.

Caution

Vesicant. For proper handling see: J. S. Thompson, O. P. Edmunds, Ann. Occup. Hyg. 23, 27 (1980).

Use

Reagent for labeling a terminal amino acid group; in modified Wohl degradations of aldoses. As hapten.