1-Fluoropyrene

Base Information

• Chemical Name: 1-Fluoropyrene
• CAS No.: 1691-65-2
• Molecular Formula: C16H9 F
• Molecular Weight: 220.246
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID70168646
• Nikkaji Number: J545.310K
• Wikidata: Q83038267
• Mol file: 1691-65-2.mol

Synonyms:1-Fluoropyrene;1691-65-2;Pyrene, 1-fluoro-;C16H9F;1-fluoro-pyrene;SCHEMBL4296137;DTXSID70168646;C16-H9-F;AKOS015906024

Chemical Property of 1-Fluoropyrene

Chemical Property:

• Vapor Pressure: 1.63E-05mmHg at 25°C
• Boiling Point: 375.9°C at 760 mmHg
• Flash Point: 149.8°C
• PSA: 0.00000
• Density: 1.325g/cm³
• LogP: 4.72310
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 220.068828449
• Heavy Atom Count: 17
• Complexity: 300

Purity/Quality:

99% ^*data from raw suppliers

1-FLUOROPYRENE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)C=CC4=C(C=CC(=C43)C=C2)F

Technology Process of 1-Fluoropyrene

There total 12 articles about 1-Fluoropyrene 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: 55.0%

pyrene (129-00-0) → 1-fluoropyrene (1691-65-2)

Guidance literature:

With N-fluorobis(benzenesulfon)imide; In tetrahydrofuran; water; at 60 ℃; for 48h; regioselective reaction; Inert atmosphere; Green chemistry;

DOI:10.1002/cssc.201900316

Reference yield: 18.0%

1-aminopyrene (1606-67-3) → 1-fluoropyrene (1691-65-2)

Guidance literature:

1-aminopyrene; With tetrafluoroboric acid; sodium nitrite; In water; acetonitrile;

at 160 ℃;

DOI:10.1021/tx00047a009

Reference yield:

pyrene (129-00-0) → 1-fluoropyrene (1691-65-2) + 1,1'-dipyrenyl (5101-26-8)

Guidance literature:

With chloroform; 1-iodosyl-4-methylbenzene; hydrogen fluoride; at 50 - 55 ℃;

DOI:10.1021/ja01289a011 DOI:10.1039/jr9560003637

upstream raw materials:

pyrene

8,16-difluoro<2.2>metacyclophane-1,9-diene

cis-difluorodihydropyrene

1-aminopyrene

Downstream raw materials:

1-methoxypyrene

N⁶-(1-nitropyren-6-yl)-3'-O-(tetrahydrofuranyl)-5'-O-trityldeoxyadenosine

N⁶-(1-nitropyren-8-yl)-3'-O-(tetrahydrofuranyl)-5'-O-trityldeoxyadenosine

Refernces

• 1、 Bergmann et al.. "". . p. 3793. Retrieved 1975.
• 2、 Mitchell, Reginald H.,Bodwell, Graham J.,Vinod, Thottumkara K.,Weerawarna, Kumudini S.. "ON THE RELATIVE SIZES OF HYDROGEN AND FLUORINE AS SUBSTITUENTS. TWO PATHWAYS FOR THE ISOMERIZATION OF SYN- TO ANTI-METACYCLOPHANES. THE SYNTHESIS OF THE FIRST DIHYDROPYRENE WITH INTERNAL FLUORINE SUBSTITUENTS.". . p. 3287 - 3290. Retrieved 1988.
• 3、 Bora, Pranjal P.,Bihani, Manisha,Plummer, Scott,Gallou, Fabrice,Handa, Sachin. "Shielding Effect of Micelle for Highly Effective and Selective Monofluorination of Indoles in Water". . p. 3037 - 3042. Retrieved 2019/04/01.
• 4、 Laali, Kenneth K.,Tanaka, Mutsuo,Forohar, Farhad,Cheng, Michael,Fetzer, John C.. "Facile one-pot fluorination of polycyclic aromatic hydrocarbons (PAHs) with N-fluoro-2,4-dinitroimidazole; scope and limitation". . p. 185 - 190. Retrieved 2007/10/03.