1-Fluoro-4-nitrobenzene

Base Information

• Chemical Name: 1-Fluoro-4-nitrobenzene
• CAS No.: 350-46-9
• Molecular Formula: C6H4FNO2
• Molecular Weight: 141.102
• Hs Code.: 2904.90
• European Community (EC) Number: 206-502-8
• NSC Number: 10281
• UNII: A2M2FH7XHH
• DSSTox Substance ID: DTXSID9022025
• Nikkaji Number: J47.809A
• Wikidata: Q27273534
• ChEMBL ID: CHEMBL163729
• Mol file: 350-46-9.mol

Synonyms:1-fluoro-2-nitrobenzene;2-fluoronitrobenzene;o-fluoronitrobenzene;p-fluoronitrobenzene

Chemical Property of 1-Fluoro-4-nitrobenzene

Chemical Property:

• Appearance/Colour: clear to yellow liquid
• Vapor Pressure: 5.5 mm Hg ( 70 °C)
• Melting Point: 21 °C
• Refractive Index: 1.531
• Boiling Point: 206.5 °C at 760 mmHg
• Flash Point: 83.3 °C
• PSA: 45.82000
• Density: 1.337 g/cm³
• LogP: 2.25710
• Storage Temp.: Store below +30°C.
• Water Solubility.: Insoluble in water.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 141.02260653
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

4-Nitrofluorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,T,Xi
• Statements: 20/21/22-33
• Safety Statements: 36-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitros, Aromatic
• Canonical SMILES: C1=CC(=CC=C1[N+](=O)[O-])F
• Uses: 4-Nitrofluorobenzene, is an aryl fluorinated building block, and a common intermediate used for the synthesis of many industrial useful compounds. It is used for the preparation of novel soluble aromatic polyimides, such as 1,3,5-Tris(4-aminophenoxy)benzene (TAB). 1-Fluoro-4-nitrobenzene used as a component of hair dyes, as pharmaceutical intermediates. It is also used for the preparation of novel soluble aromatic polyimides

Technology Process of 1-Fluoro-4-nitrobenzene

There total 110 articles about 1-Fluoro-4-nitrobenzene 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: 58.0%

(p-fluorophenyl)trimethylsilane (455-17-4) → fluorobenzene (462-06-6) + 4-Fluoronitrobenzene (350-46-9,178603-76-4)

Guidance literature:

With water; nitric acid; acetic anhydride; at 60 ℃; for 3h;

DOI:10.1016/S0022-1139(98)00253-X

Reference yield: 46.0%

4-nitro-aniline (100-01-6,104810-17-5) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 4-Fluoronitrobenzene (350-46-9,178603-76-4)

Guidance literature:

4-nitro-aniline; With calcium fluoride; sulfuric acid; sodium nitrite; In dichloromethane; at 0 ℃; for 0.25h;

With water; In dichloromethane; at 55 ℃; for 2h;

DOI:10.1039/a901187k

Reference yield: 38.0%

4-nitrophenyl sulfurofluoridate (51451-34-4) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + para-methoxynitrobenzene (100-17-4) + 4-Fluoronitrobenzene (350-46-9,178603-76-4)

Guidance literature:

With tetramethylammonium fluoride; In N,N-dimethyl-formamide; at 80 ℃; for 24h; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1021/jacs.6b12911

upstream raw materials:

fluorobenzene

nitro acetate

4-nitrobenzenediazonium tetrafluoroborate

4-nitro-aniline

Downstream raw materials:

4-[(4-nitrophenyl)amino]benzoic acid

N-(2-hydroxyethyl)-4-nitroaniline

3,5-dimethyl-1-(4-nitrophenyl)pyrazole

4-(2,2-ethylenedioxy-1-methylcyclohexylmethoxy)nitrobenzene

Refernces

• 1、 Fauziev, Ruslan V.,Kharchenko, Alexandr K.,Kuchurov, Ilya V.,Zharkov, Mikhail N.,Zlotin, Sergei G.. "Nitration of aromatics with dinitrogen pentoxide in a liquefied 1,1,1,2-tetrafluoroethane medium". . p. 25841 - 25847. Retrieved 2021/08/09.
• 2、 Wu, Cunluo,Bian, Qilong,Ding, Tao,Tang, Mingming,Zhang, Wenkai,Xu, Yuanqing,Liu, Baoying,Xu, Hao,Li, Hai-Bei,Fu, Hua. "Photoinduced Iron-Catalyzed ipso-Nitration of Aryl Halides via Single-Electron Transfer". . p. 9561 - 9568. Retrieved 2021/08/06.