1415919-99-1

Basic information

• Product Name: diethyl (Z)-4,4'-(2,2',6,6'-tetrafluoro)azobenzenedicarboxylate
• CAS NO: 1415919-99-1
• Molecular Weight: 398.314
• Mol File: 1415919-99-1.mol

Chemical Properties

• CAS DataBase Reference: diethyl (Z)-4,4'-(2,2',6,6'-tetrafluoro)azobenzenedicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl (Z)-4,4'-(2,2',6,6'-tetrafluoro)azobenzenedicarboxylate(1415919-99-1)
• EPA Substance Registry System: diethyl (Z)-4,4'-(2,2',6,6'-tetrafluoro)azobenzenedicarboxylate(1415919-99-1)

Safety Data

• Hazardous Substances Data: 1415919-99-1(Hazardous Substances Data)

Upstream product

• 1415920-00-1 3,5-difluoro-4-aminobenzoic acid ethyl ester 
• 500577-99-1 4‐amino-3,5-difluorobenzoic acid 
• 110301-23-0 4-amino-3,5-difluorobenzonitrile 
• 67567-26-4 4-bromo-2,6-difluoroaniline 
• 1415919-94-6 (E)-diethyl 4,4′-(2,2′,6,6′-tetrafluoro)azobenzenedicarboxylate 

Downstream Products

• 1415919-94-6 (E)-diethyl 4,4′-(2,2′,6,6′-tetrafluoro)azobenzenedicarboxylate 

Relevant articles and documents

Ortho -Fluoroazobenzene derivatives as DNA intercalators for photocontrol of DNA and nucleosome binding by visible light

We report a high-affinity photoswitchable DNA binder, which displays different nucleosome-binding capacities upon visible-light irradiation. Both photochemical and DNA-recognition properties were examined by UV-Vis, HPLC, CD spectroscopy, NMR, FID assays,

Electrocatalytic Z → E Isomerization of Azobenzenes

A variety of azobenzenes were synthesized to study the behavior of their E and Z isomers upon electrochemical reduction. Our results show that the radical anion of the Z isomer is able to rapidly isomerize to the corresponding E configured counterpart with a dramatically enhanced rate as compared to the neutral species. Due to a subsequent electron transfer from the formed E radical anion to the neutral Z starting material the overall transformation is catalytic in electrons; i.e., a substoichiometric amount of reduced species can isomerize the entire mixture. This pathway greatly increases the efficiency of (photo) switching while also allowing one to reach photostationary state compositions that are not restricted to the spectral separation of the individual azobenzene isomers and their quantum yields. In addition, activating this radical isomerization pathway with photoelectron transfer agents allows us to override the intrinsic properties of an azobenzene species by triggering the reverse isomerization direction (Z → E) by the same wavelength of light, which normally triggers E → Z isomerization. The behavior we report appears to be general, implying that the metastable isomer of a photoswitch can be isomerized to the more stable one catalytically upon reduction, permitting the optimization of azobenzene switching in new as well as indirect ways.

Ortho-Fluoroazobenzenes: Visible Light Switches with Very Long-Lived Z Isomers

Improving the photochemical properties of molecular photoswitches is crucial for the development of light-responsive systems in materials and life sciences. ortho-Fluoroazobenzenes are a new class of rationally designed photochromic azo compounds with opt

O -fluoroazobenzenes as readily synthesized photoswitches offering nearly quantitative two-way isomerization with visible light

Azobenzene functionalized with ortho-fluorine atoms has a lower energy of the n-orbital of the Z-isomer, resulting in a separation of the E and Z isomers' n→π* absorption bands. Introducing para-substituents allows for further tuning of the absorption spe