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42085

Sigma-Aldrich

1-Fluoro-2,4-dinitrobenzene

purum p.a., ≥98.0% (GC)

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:
12352100
PubChem Substance ID:
57650098
NACRES:
NA.22

grade

purum p.a.

Assay

≥98.0% (GC)

form

liquid

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.)

cation traces

Ca: ≤50 mg/kg
Cd: ≤50 mg/kg
Co: ≤50 mg/kg
Cu: ≤50 mg/kg
Fe: ≤50 mg/kg
K: ≤100 mg/kg
Na: ≤100 mg/kg
Ni: ≤50 mg/kg
Pb: ≤50 mg/kg
Zn: ≤50 mg/kg

storage temp.

2-8°C

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(FDNB, Sanger′s reagent) is used to identify the amino acid sequence. Thischemical is used to label the free amino groups in proteins and peptides. Itcan also be used to protect the amine group, and for phenol deoxygenation. Additionally,it is a very helpful reagent for nucleophilic substitution reactions tointroduce a chromophore group to amines, phenols, and thiols.

Application

1-Fluoro-2,4-dinitrobenzene is used as a derivatization agent:
  • For aminoglycoside compounds such as amikacine, tobramycine, gentamycine, sisomycine, neamine, neomycine-B and neomycine-C.
1-Fluoro-2,4-dinitrobenzene can also be used:
  • To examine the kinetic analysis and analytical uses of reaction with thiols in the presence of several surfactants.

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

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

327.2 °F

Flash Point(C)

164 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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F Wang et al.
Journal of chromatography. A, 883(1-2), 113-118 (2000-07-26)
A rapid and simple method is presented for determining neuro-excitatory nonprotein amino acid 3-N-oxalyl-2,3-diaminopropionic acid (beta-ODAP) and non-protein amino acids in Lathyrus sativus. Seed and foliage extracts of Lathyrus sativus were treated with 1-fluoro-2,4-dinitrobenzene (FDNB) and a reversed-phase high-performance liquid
G Paraskevas et al.
Journal of pharmaceutical and biomedical analysis, 29(5), 865-872 (2002-07-03)
A spectrophotometric method for the determination of lisinopril (LN) in single and multicomponent tablets also containing hydrochlorothiazide (HCT), based on the derivatization reaction with 1-fluoro-2,4-dinitrobenzene (FDNB, Sanger reagent) is described. Aqueous solutions of LN (4.5-27.2 x 10(-5) M) react with
Helena Shifrin et al.
PloS one, 8(2), e57668-e57668 (2013-03-08)
The cholinergic anti-inflammatory system and α7 nicotinic receptors in macrophages have been proposed to play a role in neuroimmunomodulation and in the etiology of ulcerative colitis. We investigated the ability of a cholinesterase (ChE) inhibitor rivastigmine, to improve the pathology
Sonia Schuepbach-Mallepell et al.
The Journal of allergy and clinical immunology, 132(6), 1348-1357 (2013-08-21)
Innate immune sensors control key cytokines that regulate T-cell priming and T-cell fate. This is particularly evident in allergic reactions, which represent ideal systems to study the interplay of innate and adaptive immunity. In patients with contact dermatitis, inflammasome-mediated IL-1
Ming-Feng Chiang et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(16), 6476-6481 (2013-04-12)
B lymphocyte-induced maturation protein-1 (Blimp-1) is a transcriptional repressor important for the differentiation and function of several types of immune cells. Because skin serves as a physical barrier and acts as an immune sentinel, we investigated whether Blimp-1 is involved
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