1-Fluoro-2,4-dinitrobenzene, 99%, Thermo Scientific Chemicals
1-Fluoro-2,4-dinitrobenzene, 99%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

1-Fluoro-2,4-dinitrobenzene, 99%, Thermo Scientific Chemicals

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Catalog number A11871.06
also known as A11871-06
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Price (USD)/ Each
35.65
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39.60 
Save 3.95 (10%)
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1-Fluoro-2,4-dinitrobenzene, 99%, Thermo Scientific Chemicals
Catalog numberA11871.06
Price (USD)/ Each
35.65
Online exclusive
39.60 
Save 3.95 (10%)
-
Add to cart
Chemical Identifiers
CAS70-34-8
IUPAC Name1-fluoro-2,4-dinitrobenzene
Molecular FormulaC6H3FN2O4
InChI KeyLOTKRQAVGJMPNV-UHFFFAOYSA-N
SMILES[O-][N+](=O)C1=CC=C(F)C(=C1)[N+]([O-])=O
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SpecificationsSpecification SheetSpecification Sheet
FormLow melting solid or clear liquid
Assay (GC)≥98.5%
Identification (FTIR)Conforms
Refractive Index1.5675-1.5705 as melt
Appearance (Color)Yellow to orange or brown
1-Fluoro-2,4-dinitrobenzene is used to identify the amino acid sequence. It reacts with amino group of amino acids to yield dinitrophenyl-amino acids. It is also used in chromatographic methods. Further, it acts as an alkylating agent used in elucidating amino acid sequence in proteins.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
1-Fluoro-2,4-dinitrobenzene is used to identify the amino acid sequence. It reacts with amino group of amino acids to yield dinitrophenyl-amino acids. It is also used in chromatographic methods. Further, it acts as an alkylating agent used in elucidating amino acid sequence in proteins.

Solubility
Soluble in chloroform, benzene, ether and propylene glycol.

Notes
Moisture sensitive. Store in a cool place. Incompatible with strong oxidizing agents and strong bases.
RUO – Research Use Only

General References:

  1. The activated fluoro-substituent is readily displaced by nucleophiles under mild conditions. The anomeric center of a carbohydrate has been protected as the 2,4-dinitrophenyl ether in the presence of DABCO in DMF: Rec. Trav. Chim., 99, 355 (1980).
  2. Used for labelling terminal amino acids in peptides: Biochem. J., 45, 563 (1949); Biochemistry, 20, 512 (1981).
  3. Has been used as a means of protection for the thiol group. The resulting thioether can be cleaved quantitatively with 2-mercaptoethanol: Biochem. Biophys. Res. Commun., 29, 178 (1967).
  4. Can also be used for the masking of the imidazole ring in histidine as the 2,4-dinitrophenyl derivative during peptide synthesis, introduced in the presence of, e.g. K2CO3: Biochem. Biophys. Acta., 82, 412 (1964). The group can be cleaved by treatment with thioglycolic acid, mercaptoethanol, dithiothreitol or thiophenol: Biochem. Biophys. Res. Commun., 29, 178 (1967); Biochemistry, 9, 5122 (1970). The electron withdrawing character of the group has been shown to reduce racemization promoted by the imidazole function: J. Biol. Chem., 247, 4768 (1972). See Appendix 6.
  5. Harifi-Mood, A. R.; Faramarzi, F.; Mehrabi, Y. Investigation of solvent effects on the reaction of 1-fluoro-2,4-dinitrobenzene with aniline in molecular-molecular and ionic liquid-molecular solvent mixtures. Prog. React. Kinet. Mec. 2015, 40 (1), 35-47.
  6. Jalalizadeh, H.; Raei, M.; Tafti, R. F.; Farsam, H.; Kebriaeezadeh, A.; Souri, E. A Stability-Indicating HPLC Method for the Determination of Memantine Hydrochloride in Dosage Forms through Derivatization with 1-Fluoro-2,4-dinitrobenzene. Sci. Pharm. 2014, 82 (2), 265-279.