352-34-1

Basic information

• Product Name: 1-Fluoro-4-iodobenzene
• Synonyms: 4-FLUORO-1-IODOBENZENE;4-FLUOROIODOBENZENE;1-FLUORO-4-IODOBENZENE;P-FLUOROIODOBENZENE;1-fluoro-4-iodo-benzen;4-Iodofluorobenzene;p-Iodofluorobenzene;4-FLUOROIODOBENZENE 98% (GC)
• CAS NO: 352-34-1
• Molecular Formula: C₆H₄FI
• Molecular Weight: 222
• EINECS: 206-522-7
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives;Fluorobenzene;Miscellaneous;Fluorine Compounds;Iodine Compounds;Aryl;C6;Halogenated Hydrocarbons;alkyl Iodine| alkyl Fluorine;Pyridines ,Halogenated Heterocycles
• Mol File: 352-34-1.mol
• Article Data: 52

Chemical Properties

• Melting Point: −20 °C(lit.)
• Boiling Point: 182-184 °C(lit.)
• Flash Point: 155 °F
• Appearance: Clear yellow/Liquid
• Density: 1.925 g/mL at 25 °C(lit.)
• Vapor Pressure: 9.94E-16mmHg at 25°C
• Refractive Index: n20/D 1.583(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility: Insoluble in water.
• Sensitive: Light Sensitive
• BRN: 1853970
• CAS DataBase Reference: 1-Fluoro-4-iodobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Fluoro-4-iodobenzene(352-34-1)
• EPA Substance Registry System: 1-Fluoro-4-iodobenzene(352-34-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39-2637/39
• RIDADR: UN2810
• WGK Germany: 3
• TSCA: T
• HazardClass: IRRITANT
• Hazardous Substances Data: 352-34-1(Hazardous Substances Data)

Usage

Description

1-Fluoro-4-iodobenzene is a colorless to light yellow liquid that serves as a versatile building block in 18F radiochemistry and is used in various transition metal-mediated C-C and C-N cross-coupling reactions.

Uses

Used in Suzuki Reaction:
1-Fluoro-4-iodobenzene is used as a reactant in the Suzuki reaction, a type of transition metal-mediated C-C cross-coupling reaction, for the formation of new carbon-carbon bonds.
Used in Preparation of Fluorotriphenylene Derivatives:
1-Fluoro-4-iodobenzene is used as a starting material for the preparation of fluorotriphenylene derivatives, which have potential applications in various fields.
Used in 18F Radiochemistry:
1-Fluoro-4-iodobenzene is used as a versatile building block in 18F radiochemistry, which is essential for the development of radiotracers for positron emission tomography (PET) imaging and other applications in the medical field.
Used in Cross-Coupling Reactions:
1-Fluoro-4-iodobenzene is used as a reactant in various transition metal-mediated C-C and C-N cross-coupling reactions, which are crucial for the synthesis of complex organic molecules and materials.

InChI:InChI=1/C25H20F3NO4/c26-25(27,28)21-12-6-1-7-15(21)13-22(23(30)31)29-24(32)33-14-20-18-10-4-2-8-16(18)17-9-3-5-11-19(17)20/h1-12,20,22H,13-14H2,(H,29,32)(H,30,31)

Upstream product

• 462-06-6 fluorobenzene 
• 616-47-7 1-methyl-1H-imidazole 
• 56-23-5 tetrachloromethane 
• 7553-56-2 iodine 
• 67-56-1 methanol 
• 7790-99-0 Iodine monochloride 
• 7647-01-0 hydrogenchloride 
• 371-40-4 4-fluoroaniline 
• 108-95-2 phenol 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 1514-50-7 4-iodobenzenediazonium tetrafluoroborate 
• 624-38-4 para-diiodobenzene 
• 456-22-4 4-Fluorobenzoic acid 
• 459-45-0 4-fluorobenzenediazonium tetrafluoroborate 

Downstream Products

• 324-74-3 4-fluoro-biphenyl 
• 16308-15-9 (4-fluorophenyl)-λ³-iodanediyl diacetate 
• 1025798-30-4 4-[5-Chloro-1-(4-fluoro-phenyl)-1H-indol-3-yl]-butyric acid 
• 101125-32-0 3-(4-fluorophenyl)-1H-indole 
• 1611-86-5 1-(4-fluorophenyl)-2-phenylcyclopropane 
• 718-25-2 (E)-4-fluorostilbene 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 2972-90-9 4,α, β,β-tetrafluoroethenylbenzene 

Relevant articles and documents

PERFLUOROPOLYMER-SUPPORTED FITS REAGENTS

Perfluoropolymer-supported FITS reagents (FITS-Nafion) were synthesized by treatment of bis(trifluoroacetoxy)iodoperfluoroalkenes with perfluorosulfonic acid resin (Nafion-H) and benzene or fluorobenzene.

Selective C-H Iodination of (Hetero)arenes

Iodoarenes are versatile intermediates and common synthetic targets in organic synthesis. Here, we present a strategy for selective C-H iodination of (hetero)arenes with a broad functional group tolerance. We demonstrate the utility and differentiation to other iodination methods of supposed sulfonyl hypoiodites for a set of carboarenes and heteroarenes.

Palladium-Catalyzed Decarbonylative Iodination of Aryl Carboxylic Acids Enabled by Ligand-Assisted Halide Exchange

We report an efficient and broadly applicable palladium-catalyzed iodination of inexpensive and abundant aryl and vinyl carboxylic acids via in situ activation to the acid chloride and formation of a phosphonium salt. The use of 1-iodobutane as iodide source in combination with a base and a deoxychlorinating reagent gives access to a wide range of aryl and vinyl iodides under Pd/Xantphos catalysis, including complex drug-like scaffolds. Stoichiometric experiments and kinetic analysis suggest a unique mechanism involving C?P reductive elimination to form the Xantphos phosphonium chloride, which subsequently initiates an unusual halogen exchange by outer sphere nucleophilic substitution.

Photoinduced Acetylation of Anilines under Aqueous and Catalyst-Free Conditions

A green and efficient visible-light induced functionalization of anilines under mild conditions has been reported. Utilizing nontoxic, cost-effective, and water-soluble diacetyl as photosensitizer and acetylating reagent, and water as the solvent, a variety of anilines were converted into the corresponding aryl ketones, iodides, and bromides. With advantages of environmentally friendly conditions, simple operation, broad substrate scope, and functional group tolerance, this reaction represents a valuable method in organic synthesis.