205877-25-4

Basic information

• Product Name: Benzenamine, N,N-diphenyl-4-[(trimethylsilyl)ethynyl]-
• CAS NO: 205877-25-4
• Molecular Formula: C23H23NSi
• Molecular Weight: 341.528
• Mol File: 205877-25-4.mol
• Article Data: 33

Chemical Properties

• CAS DataBase Reference: Benzenamine, N,N-diphenyl-4-[(trimethylsilyl)ethynyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, N,N-diphenyl-4-[(trimethylsilyl)ethynyl]-(205877-25-4)
• EPA Substance Registry System: Benzenamine, N,N-diphenyl-4-[(trimethylsilyl)ethynyl]-(205877-25-4)

Safety Data

• Hazardous Substances Data: 205877-25-4(Hazardous Substances Data)

Upstream product

• 38257-52-2 4-(N,N-diphenylamino)iodobenzene 
• 1066-54-2 trimethylsilylacetylene 
• 603-34-9 N,N-diphenylaminobenzene 
• 589-87-7 1,4-bromoiodobenzene 
• 16116-78-2 (4-bromophenyl)(trimethylsilyl)acetylene 
• 122-39-4 diphenylamine 
• 36809-26-4 4-N,N-diphenylamino-1-bromobenzene 

Downstream Products

• 1257314-37-6 1-(4-diphenylaminophenyl)-4-(2-pyridylphenyl)ethane-1,2-dione 
• 1620996-84-0 3-(5-(4-((4-(diphenylamino)phenyl)ethynyl)phenyl)thiophen-2-yl)-2,5-dioctyl-6-(thiophen-2-yl)-2,3,5,6-tetrahydropyrrolo[3,4-c]pyrrole-1,4-dione 
• 1209009-14-2 N-{4-[2-(4-bromophenyl)ethynyl]phenyl}diphenylamine 
• 1607819-42-0 N-{4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]ethynylphenyl}diphenylamine 
• 1620996-85-1 4-(5-{4-[5-(4-{[4-(diphenylamino)phenyl]ethynyl}phenyl)thiophen-2-yl]-2,5-dioctyl-3,6-dioxo-2,3,5,6-tetrahydropyrrolo[3,4-c]pyrrol-1-yl}thiophen-2-yl)benzonitrile 
• 1338574-32-5 6-[4-(N,N-diphenylamino)phenylethynyl]benzothiazole 

Relevant articles and documents

Mechanofluorochromism, polymorphism and thermochromism of novel D-π-A piperidin-1-yl-substitued isoquinoline derivatives

Two novel D-π-A isoquinoline derivatives IQ-TPA and IQ-PC using triphenylamine and 9-phenyl-9H-carbazole as an electron donor, respectively, were synthesized to investigate their applications in mechanofluorochromic (MFC) materials. The design was inspire

Broadband visible light-absorbing [70]fullerene-BODIPY-triphenylamine triad: Synthesis and application as heavy atom-free organic triplet photosensitizer for photooxidation

A broadband visible light-absorbing [70]fullerene-BODIPY-triphenylamine triad (C70-B-T) has been synthesized and applied as a heavy atom-free organic triplet photosensitizer for photooxidation. By attaching two triphenylmethyl amine units (TPAs) to the -core of BODIPY via ethynyl linkers, the absorption range of the antenna is extended to 700 nm with a peak at 600 nm. Thus, the absorption spectrum of C70-B-T almost covers the entire UV-visible region (270-700 nm). The photophysical processes are investigated by means of steady-state and transient spectroscopies. Upon photoexcitation at 339 nm, an efficient energy transfer (ET) from TPA to BODIPY occurs both in C70-B-T and B-T, resulting in the appearance of the BODIPY emission at 664 nm. Direct or indirect (via ET) excitation of the BODIPY-part of C70-B-T is followed by photoinduced ET from the antenna to C70, thus the singlet excited state of C70 (1C70 *) is populated. Subsequently, the triplet excited state of C70 (3C70 *) is produced via the intrinsic intersystem crossing of C70. The photooxidation ability of C70-B-T was studied using 1,5-dihydroxy naphthalene (DHN) as a chemical sensor. The photooxidation efficiency of C70-B-T is higher than that of the individual components of C70-1 and B-T, and even higher than that of methylene blue (MB). The photooxidation rate constant of C70-B-T is 1.47 and 1.51 times as that of C70-1 and MB, respectively. The results indicate that the C70-antenna systems can be used as another structure motif for a heavy atom-free organic triplet photosensitizer.

Rational Design and Facile Synthesis of Dual-State Emission Fluorophores: Expanding Functionality for the Sensitive Detection of Nitroaromatic Compounds

Six novel benzimidazole-based D-π-A compounds 4 a–4 f were concisely synthesized by attaching different donor/acceptor units to the skeleton of 1,3-bis(1H-benzimidazol-2-yl)benzene on its 5-position through an ethynyl link. Due to the twisted conformation and effective conjugation structure, these dual-state emission (DSE) molecules show intense and multifarious photoluminescence, and their fluorescence quantum yields in solution and solid state can be up to 96.16 and 69.82 %, respectively. Especially, for excellent photostability, obvious solvatofluorochromic and extraordinary wide range of solvent compatibility, DSE molecule 4 a is a multifunctional fluorescent probe for the visual detection of nitroaromatic compounds (NACs) with the limit of detection as low as 10?7 M. The quenching mechanism has been proved as the results of photoinduced electron transfer and fluorescence resonance energy transfer processes. Importantly, probe 4 a can sensitively detect NACs not only in real water samples, but also on 4 a-coated strips and 4 a@PBAT thin films.

Multi-fold Sonogashira coupling: A new and convenient approach to obtain tetraalkynyl anthracenes with tunable photophysical properties

For the first time, a direct single-step one-pot route to access nine new symmetric tetraalkynylated anthracenes via Pd(CH3CN)2Cl2/cataCXiumA catalyzed tetra-fold Sonogashira coupling is reported. Five of these tetraalkynylated anthracenes have been crystallographically characterized, with two of them exhibiting multiple interactions that significantly shorten the inter-planar distances in the solid-state structure. The rich photophysical properties exhibited by these molecules hold immense promise for future applications in sensors and optoelectronic devices. Two of the considered tetraalkynylated anthracenes comprising a D-π-A-π-D motif demonstrate solvatochromism and halochromism, with one of them showing a low bandgap of 1.79 eV. The remaining compounds demonstrate bandgaps in the range of 1.79-2.04 eV.