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

• 7647-01-0 hydrogenchloride 
• 371-40-4 4-fluoroaniline 
• 24228-71-5 (4-fluorophenyl)(triphenylphosphine)gold(I) 
• 540-37-4 p-aminoiodobenzene 
• 630104-26-6 3,3-diethyl-1-(4-iodophenyl)triaz-1-ene 
• 73852-88-7 2-(4-iodophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 5122-99-6 4-iodophenylboronic acid 
• 13873-84-2 iodine monofluoride 
• 352-13-6 4-flourophenylmagnesium bromide 
• 1765-93-1 4-fluoroboronic acid 
• 99506-39-5 4-fluorophenyl(m-carboran-9-yl)iodonium tetrafluoroborate 
• 7647-14-5 sodium chloride 
• 7681-49-4 sodium fluoride 
• 1526-03-0 (cyclo-C₆H₁₁)3SnC₆H₄-p-F 

Downstream Products

• 899-26-3 tris(4-fluorophenyl)amine 
• 330-85-8 1-fluoro-4-(phenylthio)benzene 
• 398-23-2 4,4'-difluorobiphenyl 
• 364-75-0 1-fluoro-4-iodo-2-nitro-benzene 
• 437-25-2 (4-fluorophenyl)(diphenyl)amine 
• 139774-25-7 4-fluorophenyl-1H-indole-2-carboxylic acid 
• 120346-46-5 4-(4-fluorophenyl)-2H-benzopyran-2-on 
• 7553-56-2 iodine 
• 879484-86-3 1,1-dimethylethyl {4-[(4-fluorophenyl)amino]butyl}carbamate 
• 5724-04-9 (E)-5-(4-fluorophenyl)pent-4-enoic acid 
• 204589-94-6 5-(4-fluorophenyl)-3-pentenoic acid 

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.

A convenient synthetic approach to a novel class of aryldifluoromethyl pyrimidine derivatives containing strobilurin motif as insecticidal agents

A series of aryldifluoromethyl pyrimidine compounds containing strobilurin were synthesized through bioelectronic isometric design with azoxystrobin as the lead compound and a convenient approach to aryldifluoromethylpyrimidine intermediates was developed, which features mild reaction conditions and simple operation. The title compounds and aryldifluoromethylpyrimidine intermediates were characterized by NMR and HRMS. Both 7c and 7l of the preliminary screening tests showed 100% inhibition against Mythimna separata at 100 mg/L. At 20 mg/L, the lethal rate of 7l against Mythimna separata can be up to 80%.

Synthesis of biaryl compounds via Suzuki homocoupling reactions catalyzed by metal organic frameworks encapsulated with palladium nanoparticles

Heterogeneous homocoupling reactions of phenylboronic acids were greatly accelerated via Suzuki homocoupling reactions. In this work, a tandem route was designed which firstly one part of phenylboronic acids reacted with iodine to form iodobenzenes, then another part of phenylboronic acids coupled with iodobenzenes to produce biaryl compounds. The tandem reaction were catalyzed by a bifunctional heterogeneous catalyst of metal organic frameworks encapsulated with palladium nanoparticles (Pd?MOFs). This strategy for forming symmetric C-C bond between benzene rings has obvious advantages such as high efficiency, easy separation, good recyclability and no addition of toxic halogenated benzene.