1-Fluoro-4-iodobenzene

Base Information

• Chemical Name: 1-Fluoro-4-iodobenzene
• CAS No.: 352-34-1
• Molecular Formula: C6H4FI
• Molecular Weight: 222.001
• Hs Code.: 29049090
• European Community (EC) Number: 206-522-7
• NSC Number: 10280,4662
• UNII: H2Z2C5X7RW
• DSSTox Substance ID: DTXSID7059854
• Nikkaji Number: J95.444F
• Wikidata: Q72480256
• Mol file: 352-34-1.mol

Synonyms:4-Fluoroiodobenzene;1-FLUORO-4-IODOBENZENE;352-34-1;p-Fluoroiodobenzene;Benzene, 1-fluoro-4-iodo-;4-Iodofluorobenzene;p-Iodofluorobenzene;4-fluoro-1-iodobenzene;4-Fluoro-iodobenzene;1-IODO-4-FLUOROBENZENE;H2Z2C5X7RW;1-fluoranyl-4-iodanyl-benzene;EINECS 206-522-7;MFCD00001052;NSC 10280;NSC-10280;1-fluoro-4-iodo-benzene;4-fluroiodobenzene;NSC4662;4-flouroiodobenzene;4-fluoro iodobenzene;4-iodo-fluorobenzene;1-fluoro4-iodobenzene;1-Fluor-4-jod-benzol;4-fluoro-1-iodo-benzene;1-Iodo-4-fluoro-benzene;UNII-H2Z2C5X7RW;benzene, 1-fluoro-4-iodo;4-Fluoroiodobenzene, 99%;SCHEMBL1216;DTXSID7059854;CS-D1411;NSC-4662;NSC10280;AKOS005258233;AC-9717;AM61501;GS-6799;SB66336;SY001127;A1660;F0237;FT-0632016;EN300-54342;W-106686;1-Fluoro-4-iodobenzene (stabilized with Copper chip);F0001-1020;Y8D

Chemical Property of 1-Fluoro-4-iodobenzene

Chemical Property:

• Appearance/Colour: colorless to light yellow liquid
• Vapor Pressure: 9.94E-16mmHg at 25°C
• Melting Point: -20 °C(lit.)
• Refractive Index: n20/D 1.583(lit.)
• Boiling Point: 183.7 °C at 760 mmHg
• Flash Point: 67.9 °C
• PSA: 0.00000
• Density: 1.918 g/cm³
• LogP: 2.43030
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 221.93418
• Heavy Atom Count: 8
• Complexity: 66.9

Purity/Quality:

99% ^*data from raw suppliers

1-Fluoro-4-iodobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39-2637/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1F)I
• Description: 4-[18F] Fluoroiodobenzene is a versatile building block in 18F radiochemistry and is used in various transition metal-mediated C-C and C-N cross-coupling reactions. Cross-coupling reaction of 4-fluoroiodobenzene with potassium pentafluorophenyltrifluoroborate in the presence of different palladium catalysts and silver oxide in toluene has been investigated.
• Uses: suzuki reaction 4-Fluoroiodobenzene was used in the preparation of fluorotriphenylene derivatives. 4-[F] Fluoroiodobenzene is a versatile building block in 18F radiochemistry and is used in various transition metal-mediated C-C and C-N cross-coupling reactions. 4-Fluoroiodobenzene was used in the preparation of fluorotriphenylene derivatives.

Technology Process of 1-Fluoro-4-iodobenzene

There total 46 articles about 1-Fluoro-4-iodobenzene 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: 100.0%

4-fluorophenyl(m-carboran-9-yl)iodonium tetrafluoroborate (99506-39-5) + sodium chloride (7647-14-5) → fluorobenzene (462-06-6) + 9-iodo-m-carborane (17157-02-7) + 9-chloro-m-carborane (17819-85-1) + 4-fluoro-1-iodobenzene (352-34-1)

Guidance literature:

In chloroform; water; mixt. of aryl(m-carboran-9-yl)iodonium tetrafluoroborate, NaCl, water and chloroform was vigorously stirred under reflux at 56°C, 2-2.5 h; internal standard (chlorobenzene) added and org. layer was analysed by GLC;

Reference yield: 98.0%

fluorobenzene (462-06-6) → 4-fluoro-1-iodobenzene (352-34-1)

Guidance literature:

With N-iodo-succinimide; boron trifluoride; at 20 ℃; for 0.5h;

Reference yield: 83.0%

4-fluorophenyl(m-carboran-9-yl)iodonium tetrafluoroborate (99506-39-5) + sodium fluoride (7681-49-4) → fluorobenzene (462-06-6) + 9-iodo-m-carborane (17157-02-7) + 9-fluoro-m-carborane (73050-37-0) + 4-fluoro-1-iodobenzene (352-34-1)

Guidance literature:

In chloroform; water; mixt. of aryl(m-carboran-9-yl)iodonium tetrafluoroborate, NaF, water and chloroform was vigorously stirred under reflux at 56°C, 1.25 h; internal standard (chlorobenzene) added and org. layer was analysed by GLC;

upstream raw materials:

fluorobenzene

methanol

para-diiodobenzene

4-iodobenzenediazonium tetrafluoroborate

Downstream raw materials:

tris(4-fluorophenyl)amine

1-fluoro-4-(phenylthio)benzene

4,4'-difluorobiphenyl

1-fluoro-4-iodo-2-nitro-benzene

Refernces

• 1、 Harper, Matthew J.,Arthur, Christopher J.,Crosby, John,Emmett, Edward J.,Falconer, Rosalyn L.,Fensham-Smith, Andrew J.,Gates, Paul J.,Leman, Thomas,McGrady, John E.,Bower, John F.,Russell, Christopher A.. "Oxidative Addition, Transmetalation, and Reductive Elimination at a 2,2′-Bipyridyl-Ligated Gold Center". . p. 4440 - 4445. Retrieved 2018.
• 2、 Cai, Zengfei,Cao, Yangyang,Du, Xiaohua,Hao, Shulin,Zhang, Wenliang. "A convenient synthetic approach to a novel class of aryldifluoromethyl pyrimidine derivatives containing strobilurin motif as insecticidal agents". supporting information. . Retrieved 2021/10/07.
• 3、 Boehm, Philip,Cacherat, Bastien,Lee, Yong Ho,Martini, Tristano,Morandi, Bill. "Palladium-Catalyzed Decarbonylative Iodination of Aryl Carboxylic Acids Enabled by Ligand-Assisted Halide Exchange". supporting information. p. 17211 - 17217. Retrieved 2021/07/02.