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Merck
CN

D1529

1-Fluoro-2,4-dinitrobenzene

≥99%

Synonym(s):

2,4-Dinitro-1-fluorobenzene, DNFB, DNPF, FDNB, Sanger reagent

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About This Item

Linear Formula:
(O2N)2C6H3F
CAS Number:
70-34-8
Molecular Weight:
186.10
Beilstein:
398632
EC Number:
200-734-3
MDL number:
MFCD00007056
UNSPSC Code:
12352204
PubChem Substance ID:
24893470
NACRES:
NA.83

Key Documents

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Quality Level

200

Assay

≥99%

form

solid

refractive index

n20/D 1.569 (lit.)

bp

178 °C/25 mmHg (lit.)

mp

25-27 °C (lit.)

density

1.482 g/mL at 25 °C (lit.)

storage temp.

room temp

SMILES string

[O-][N+](=O)c1ccc(F)c(c1)[N+]([O-])=O

InChI

1S/C6H3FN2O4/c7-5-2-1-4(8(10)11)3-6(5)9(12)13/h1-3H

InChI key

LOTKRQAVGJMPNV-UHFFFAOYSA-N

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General description

1-Fluoro-2,4-dinitrobenzene (DNFB) is a reagent that modifies the N-terminal amino acids of proteins and peptides. DNFB is also commonly known as Sanger′s Reagent, named after Frederick Sanger, who reported in a classic 1945 paper the use of DNFB for derivatization of proteins and peptides specifically at their N-termini.†

Application

1-Fluoro-2,4-dinitrobenzene has been used to induce severe contact hypersensitivity in mice and to monitor gene expression by in vivo imaging method, and to induce chronic itch as a model for analysing itch-scratching behavior.

Biochem/physiol Actions

1-Fluoro-2,4-dinitrobenzene is a contact-sensitizing hapten, commonly used in experimental studies on contact hypersensitivity, inducing itch model, and atopic dermatitis. Mast cell activation is a key step in the DNFB induced sensitivity. DNFB covalently binds to the N-terminal amino acid of the protein and aids in Sanger sequencing.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

327.2 °F

Flash Point(C)

164 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCN4257
BCCM2330
BCCK8231
BCCJ8843
BCCJ1104

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Bamboo salt suppresses skin inflammation in mice with 2, 4-dinitrofluorobenzene-induced atopic dermatitis
Yoou MS, et al.
Chinese Journal of Natural Medicines, 16(2), 97-104 (2018)
Tac1-Expressing Neurons in the Periaqueductal Gray Facilitate the Itch-Scratching Cycle via Descending Regulation
Gao ZR, et al.
Neuron, 101(9), 45-59 (2018)
Beatrice Parma et al.
Journal of experimental & clinical cancer research : CR, 40(1), 248-248 (2021-08-09)
The identification of novel targets is of paramount importance to develop more effective drugs and improve the treatment of non-small cell lung cancer (NSCLC), the leading cause of cancer-related deaths worldwide. Since cells alter their metabolic rewiring during tumorigenesis and
Brian C Palmer et al.
HSOA journal of toxicology : current research, 4(1) (2020-11-10)
Titanium dioxide (TiO2) nanoparticles are commonly found in consumer products, such as sunscreens, and human dermal exposures are relatively high. Research suggests potential differences in the toxicity of anatase and rutile crystalline forms of TiO2. Additionally, transition metal dopants are
Microbial Genetics (2014)
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