2039-68-1

Usage

Uses

Used in Textile Industry:
TRANS-4,4'-DIPHENYLSTILBENE is used as a fluorescent whitening agent for enhancing the brightness and whiteness of fabrics. Its ability to absorb ultraviolet light and emit visible light contributes to the improved appearance of textiles, making them more appealing to consumers.
Used in Plastics Industry:
In the production of plastic products, TRANS-4,4'-DIPHENYLSTILBENE is used to improve the optical properties of the final product. Its light-absorbing and light-emitting characteristics can enhance the visual appeal and performance of plastic materials.
Used in Adhesives and Coatings Industry:
TRANS-4,4'-DIPHENYLSTILBENE is utilized as a component in the formulation of adhesives and coatings. Its light-absorbing and light-emitting properties can improve the durability, appearance, and performance of these products, making them more effective and visually appealing.
Used in Optical Brightening Agents and Fluorescent Dyes:
Due to its light-absorbing and light-emitting capabilities, TRANS-4,4'-DIPHENYLSTILBENE is employed in the manufacturing of optical brightening agents and fluorescent dyes. These applications take advantage of its ability to enhance the brightness and color of various materials.
Used in Medicinal Chemistry and Pharmaceuticals:
TRANS-4,4'-DIPHENYLSTILBENE has potential applications in the field of medicinal chemistry and pharmaceuticals as a lead compound for developing new drugs. Its unique properties may contribute to the discovery of novel therapeutic agents with potential health benefits.
However, it is important to note that TRANS-4,4'-DIPHENYLSTILBENE may pose health and environmental hazards, and therefore, it should be handled with care to minimize any potential risks.

Upstream product

• 92-52-4 biphenyl 
• 623-46-1 1,2-dichloro-2-ethoxyethane 
• 2234-12-0 biphenyl-4-carboxaldehyde azine 
• 67-56-1 methanol 
• 84648-91-9 biphenyl-4-yldiazomethane 
• 110-82-7 cyclohexane 
• 3218-36-8 4-Phenylbenzaldehyde 
• 1657-71-2 cis-4,4'-diphenylstilbene 
• 74431-47-3 C₂₆H₂₀^(1-)*Na⁽¹⁺⁾ 
• 74-85-1 ethene 
• 92-66-0 4-bromo-1,1'-biphenyl 
• 5728-52-9 (4-biphenylyl)acetic acid 
• 5623-25-6 4,4'-diphenylbenzoin 
• 115032-60-5 Biphenyl-4-ylmethylene-triphenyl-λ⁵-phosphane 

Downstream Products

• 50670-56-9 1,2-bis(p-bromobiphenylyl)ethylene 
• 1379689-24-3 (2S,3R)-2,3-di([1,1'-biphenyl]-4-yl)oxirane 
• 1657-71-2 cis-4,4'-diphenylstilbene 
• 74431-47-3 C₂₆H₂₀^(2-)*2Na⁽¹⁺⁾ 
• 1657-73-4 trans-4,4'-diphenylstilbene 
• 3218-36-8 4-Phenylbenzaldehyde 
• 1309657-13-3 4-phenyl-N-(4-methylbenzenesulfonyl)benzenecarboxamide 
• 114879-30-0 1,2-bis(p-bromobiphenylyl)-1,2-dibromoethane 

Relevant academic research and scientific papers

Direct Conversion of Alcohols into Alkenes by Dehydrogenative Coupling with Hydrazine/Hydrazone Catalyzed by Manganese

We have developed unprecedented methods for the direct transformation of primary alcohols to alkenes in the presence of hydrazine, and for the synthesis of mixed alkenes by the reaction of alcohols with hydrazones. The reactions are catalyzed by a manganese pincer complex and proceed in absence of added base or hydrogen acceptors, liberating dihydrogen, dinitrogen, and water as the only byproducts. The proposed mechanism, based on preparation of proposed intermediates and control experiments, suggests that the transformation occurs through metal–ligand cooperative N?H activation of a hydrazone intermediate.

Oxidative Dephosphorylation of Benzylic Phosphonates with Dioxygen Generating Symmetrical trans-Stilbenes

Under a dioxygen atmosphere, benzylphosphonates and related phosphoryl compounds can readily produce the corresponding trans-stilbenes in high yields with high selectivity upon treatment with bases. Various functional groups were tolerable under the reaction conditions.

Redesign of a Pyrylium Photoredox Catalyst and Its Application to the Generation of Carbonyl Ylides

We report the exploration into photoredox generation of carbonyl ylides from benzylic epoxides using newly designed 4-mesityl-2,6-diphenylpyrylium tetrafluoroborate (MDPT) and 4-mesityl-2,6-di-p-tolylpyrylium tetrafluoroborate (MD(p-tolyl)PT) catalysts. These catalysts are excited at visible wavelengths, are highly robust, and exhibit some of the highest oxidation potentials reported. Their utility was demonstrated in the mild and efficient generation of carbonyl ylides from benzylic epoxides that otherwise could not be carried out by current common photoredox catalysts.

A highly stereoselective and efficient catalytic approach for the synthesis of trans-stilbene–arenes as π-conjugated materials

The potential expansion of the variety of catalytic methods for carbon–carbon bond formation is explored in many research centers all over the world. In this work, we describe very precise and controlled catalytic transformations as useful tools for the synthesis of new trans-π-conjugated molecular organic compounds. The combination of Suzuki–Miyaura coupling and cross-metathesis reactions is established as a simple and efficient method for the design of new (E)-stilbenes in the presence of well-defined transition-metal catalysts at 0.0001–1 % loadings. All of the desired products are isolated in good-to-excellent yields (up to 96 % isolated yield) with high purity.

Reductive coupling of aldehydes by H2S in aqueous solutions, a C-C bond forming reaction of prebiotic interest

We report here a novel reductive coupling reaction of conjugated, non- or poorly enolizable aldehydes induced by H2S and operative in aqueous solutions under prebiotically relevant conditions. This reaction leads from retinal to β-carotene, and from benzylic aldehydes to the corresponding diarylethylenes. This novel reaction also opens a new potentially prebiotic pathway leading from glyoxylic acid to various compounds that are involved in the reductive tricarboxylic acid cycle. This C-C bond forming reaction of prebiotic interest might have been operative, notably, in the sulfide-rich environments of hydrothermal vents, which have been postulated as possible sites for the first steps of organic chemical evolution.

Ultrafast study of p-biphenylyldiazomethane and p-biphenylylcarbene

p-Biphenylyldiazomethane was excited by femtosecond pulses of UV light in acetonitrile, in cyclohexane, and in methanol. Ultrafast photolysis produces a singlet excited state of p-biphenylyldiazomethane with λmax = 490 nm, and lifetimes of less than 300 fs in acetonitrile, in cyclohexane, and in methanol. The decay of the excited state is accompanied by the growth of transient absorption with λmax = 360 nm. The carrier of this transient absorption is attributed to singlet p-biphenylylcarbene, a result that is consistent with the predictions of TD-DFT calculations. The singlet carbene lifetimes are 200 and 77 ps in acetonitrile and cyclohexane, respectively, and are controlled by intersystem crossing to the lower energy triplet state. The transient absorption does not decay to baseline in acetonitrile, because of the formation of nitrile ylide. The equilibrium mixture of singlet and triplet p-biphenylylcarbene reacts with acetonitrile to form a nitrile ylide (λmax = 370 nm), and with cyclohexane by C-H insertion 1-20 ns after the laser pulse. The singlet carbene lifetime is only 7.9 ps in methanol, owing to a rapid reaction with the solvent. Reaction with the solvent gives rise, in part, to a p-biphenylylbenzyl cation (λmax = 450 nm, τ = 6.3 ps) in methanol.

Selective synthesis of 1-aryl-2-ferrocenylethylene by cross-metathesis

Novel synthesis of π-conjugated molecules by cross-metathesis reaction of vinylferrocene with a series of vinylarenes was investigated with a molybdenum-based Schrock catalyst (CHCMe2Ph)Mo(N-2,6-i-Pr2C6H3)[OCMe(C F3)2]2. The cross-metathesis reactions occurred successfully and the cross-metathesis product, i.e., heterodimers, were readily obtained selectively, together with only small amounts of the corresponding self-dimers.

A new efficient synthesis of the stilbenoid laser dyes BPS and Stilbene i by palladium-catalyzed coupling of ethene with bromoarenes

The palladium-catalyzed coupling of ethene with 4-bromobi phenyl and 4′-bromo-4-biphenylsulfonic acid permits a facile one-pot preparation of the laser dyes (E)-4,4′-diphenylstil bene (BPS, 3) and bis (trie thylammonium) (E)-4,4′-diphenyl-stilbene-4″,4?-disulfonate (6) in diastereomerically pure form on a multigram scale, with yields of 69 and 64%, repectively. The latter can easily be transformed to its dipotassium salt 7, the Stilbene I dye. VCH Verlagsgcscllschaft mbH,.

Fluorescence Emission of trans-4,4'-Diphenylstilbene

The fluorescence quantum yields of trans-4,4'-diphenylstilbene have been measured in solvents of different polarities using anthracene as the fluorescence standard, and compared with quantum yields of isomerisation in these solvents.The fluorescence emission is quenched by compounds containing heavy atoms.From the Stern-Volmer plots for quenching by propyl bromide, methylene dibromide and tetrabromoethylene, the bimolecular quenching rate constants (kq) are calculated as 2.03E7, 1.05E8 and 7.45E8 dm3mol-1S-1, respectively. kq is found to be proportional to n5/2, where n is the number of bromine atoms in the quencher molecule. kq values for methylene dibromide amd methylene diiodide are in the ratio 1:100.This is approximately related to the sixth power of spin-orbital coupling factors of bromine and iodine atoms.

Photoisomerisation of trans-4,4'-Diphenylstilbene

The photoisomerisation of trans-4,4'-diphenylstilbene, a laser dye for the blue region of electromagnetic spectrum, is carried out at 350 nm and 300 nm in benzene, dioxane and mixtures of benzene and methanol.The effects of photon intensity and concentration of the dye on the isomerisation process have been investigated in deaerated benzene solutions at 350 nm.The first order rate constants for the isomerisation of the trans-form have been determined .The photostationary equilibrium (PSE) concentration of the cis and trans isomers is also reported.The results are explained by Saltiel's twisted singlet excited state mechanism.The rate data under increasing solvent polarities indicate that the trans-singlet state crosses over more easily into the common twisted singlet form than the corresponding cis-singlet state.Also, the PSE shifts towards the cis-isomer at higher solvent polarities.