Catalog Number
ACM3345297-1
Product Name
1,1,2,2,9,9,10,10-Octafluoro[2.2]paracyclophane
Category
Hydrophobic Polymers; Electronic Materials
IUPAC Name
2,2,3,3,8,8,9,9-octafluorotricyclo[8.2.2.24,7]hexadeca-1(13),4,6,10(14),11,15-hexaene
Molecular Weight
352.22g/mol
Canonical SMILES
C1=CC2=CC=C1C(C(C3=CC=C(C=C3)C(C2(F)F)(F)F)(F)F)(F)F
InChI
InChI=1S/C16H8F8/c17-13(18)9-1-2-10(4-3-9)14(19,20)16(23,24)12-7-5-11(6-8-12)15(13,21)22/h1-8H
InChI Key
KCKIWSAAWFKXMA-UHFFFAOYSA-N
Application
1,1,2,2,9,9,10,10-Octafluoro[2.2]paracyclophane is primarily designed for applications that demand high-temperature resilience and long-term UV stability. This compound is beneficial across various fields, including aerospace, military, electronics, medical, and industrial sectors. In the semiconductor industry, it's employed for 3D IC TSV electrical insulation, AMOLED de-bonding layers, and barrier layers. Moreover, it serves as a protective film for Bio-MEMS electrodes and is utilized in liquid lenses for Electro Wetting Devices (EWD). Additionally, it supports cross-coupling reactions where it effectively couples with different arylboronic acids and boronic acid pinacol esters, excluding sterically challenging structures. The standard Suzuki method allows it to integrate into dicyclophane containing two separate units linked by benzene rings. Its spectroscopic utility is enhanced by a shorter reaction time compared to 1-fluorocyclopropane, with similar spectral properties and a mass spectrum indicative of monosubstituted aromatic hydrocarbons.
Covalently-Bonded Unit Count
1
Exact Mass
352.049826g/mol
Monoisotopic Mass
352.049826g/mol