1-Fluoro-2,4-dinitrobenzene

Base Information

• Chemical Name: 1-Fluoro-2,4-dinitrobenzene
• CAS No.: 70-34-8
• Molecular Formula: C6H3FN2O4
• Molecular Weight: 186.099
• Hs Code.: 29049085
• European Community (EC) Number: 200-734-3
• NSC Number: 33519
• UN Number: 2811
• UNII: D241E059U6
• DSSTox Substance ID: DTXSID8025331
• Nikkaji Number: J1.936D
• Wikipedia: 1-Fluoro-2,4-dinitrobenzene
• Wikidata: Q161623
• NCI Thesaurus Code: C440
• Metabolomics Workbench ID: 58517
• ChEMBL ID: CHEMBL167423
• Mol file: 70-34-8.mol

Synonyms:1 Fluoro 2,4 dinitrobenzene;1-Fluoro-2,4-dinitrobenzene;Dinitrofluorobenzene;DNFB;Fluorodinitrobenzene

Chemical Property of 1-Fluoro-2,4-dinitrobenzene

Chemical Property:

• Appearance/Colour: Yellow solid
• Vapor Pressure: 0.000207mmHg at 25°C
• Melting Point: 25-27 °C(lit.)
• Refractive Index: n20/D 1.569(lit.)
• Boiling Point: 337.3 °C at 760 mmHg
• Flash Point: 157.8 °C
• PSA: 91.64000
• Density: 1.586 g/cm³
• LogP: 2.68850
• Storage Temp.: 2-8°C
• Solubility.: chloroform: 0.1 g/mL, clear
• Water Solubility.: 400 mg/L (25 ºC)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 186.00768474
• Heavy Atom Count: 13
• Complexity: 224
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

2,4-Dinitrofluorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,T
• Hazard Codes: C,T,Xn
• Statements: 22-33-34-42/43-40-23/24/25-43-36/38-36/37/38
• Safety Statements: 22-26-36/37/39-45-28A-23-7/9-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aromatic
• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])[N+](=O)[O-])F
• Uses: A substituted benzene use in polypeptide sequencing (also referred to as Sanger’s reagent). Used in the derivitization of primary amines. Shown to inhibit the reductase activity of mitochondrial b-c1 complex isolated from beef heart mitochondria. 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.

Technology Process of 1-Fluoro-2,4-dinitrobenzene

There total 20 articles about 1-Fluoro-2,4-dinitrobenzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

1-chloro-2,4-dinitro-benzene (97-00-7) → 2,4-Dinitrofluorobenzene (70-34-8,65727-75-5)

Guidance literature:

With 2-fluoro-2-(piperidin-1-yl)-4-(2,3,5,6-tetrafluoropyridin-4-yl)-5-(2,4,6-triisopropylphenyl)-1,3-dithiole; In 1,4-dioxane; at 20 ℃; for 2h; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201202292

Reference yield: 30.0%

4-fluoroboronic acid (1765-93-1) → 2,4-Dinitrofluorobenzene (70-34-8,65727-75-5) + 4-Fluoronitrobenzene (350-46-9,178603-76-4)

Guidance literature:

With ammonium nitrate; trifluoroacetic anhydride; In acetonitrile; at -35 ℃; for 5h;

Reference yield: 7.4%

fluorobenzene (462-06-6) → 2,4-Dinitrofluorobenzene (70-34-8,65727-75-5) + 4-Fluoronitrobenzene (350-46-9,178603-76-4)

Guidance literature:

With nitric acid; Chloroacetic anhydride; at 50 ℃; for 4h;

upstream raw materials:

fluorobenzene

4-Fluoronitrobenzene

1-chloro-2,4-dinitro-benzene

2,4-dinitrobromobenzene

Downstream raw materials:

N-2,4-dinitrophenylimidazole

N-(2,4-dinitro-phenyl)-sulfanilic acid-(4-methyl-thiazol-2-ylamide)

N-(2,4-dinitrophenyl)naphthalene-1-amine

(2,4-dichloro-phenyl)-(2,4-dinitro-phenyl)-amine

Refernces

• 1、 Macfie, Gavin,Brookes, Benjamin A.,Compton, Richard G.. "Reactions at solid-liquid interfaces. The mechanism and kinetics of the fluorination of 2,4-dinitrochlorobenzene using solid potassium fluoride in dimethylformamide". . p. 12534 - 12546. Retrieved 2001.
• 2、 Yoneda, N.,Fukuhara, T.,Hatta, M.,Suzuki, A.. "HALOGEN-EXCHANGE FLUORINATION OF AROMATIC HALIDES USING HF OR HF-BASE SOLUTIONS". . p. 161. Retrieved 1991.
• 3、 -. "Process for fluorinating inorganic or organic compounds by direct fluorination". Paragraph 0326-0330. . Retrieved 2020/07/14.
• 4、 Smith, Keith,Alotaibi, Mohammad Hayal,El-Hiti, Gamal A.. "Regioselective dinitration of simple aromatics over zeolite Hβ/nitric acid/acid anhydride systems". . p. 107 - 123. Retrieved 2014/04/17.