4985-62-0

Upstream product

• 119-61-9 benzophenone 
• 75-91-2 tert.-butylhydroperoxide 
• 108-98-5 thiophenol 
• 882-33-7 diphenyldisulfane 
• 2679-29-0 hexyl 
• 2122-46-5 phenoxy radical 
• 13133-62-5 thiophenolate 
• 1208-20-4 S-phenyl benzenethiosulfinate 
• 831-91-4 benzyl phenyl sulfide radical cation 
• 50-44-2 6H-purine-6-thione 
• 876301-47-2 p-(p-phenylbenzoyl)benzyl phenyl sulfide 
• 877669-17-5 3,7-bis(N,N-diethylamino)-10-(phenylthio)carbonylphenoxazine 
• 930-69-8 sodium thiophenolate 
• 7704-34-9 mercapto radical 

Downstream Products

• 59527-13-8 C₁₄H₁₃S 
• 59527-14-9 C₁₄H₁₂ClS 
• 59527-12-7 C₁₅H₁₅OS 
• 59527-21-8 C₁₀H₁₁O₂S 

Relevant academic research and scientific papers

First direct observation of reversible oxygen addition to a carotenoid-derived carbon-centered neutral radical

(Chemical Equation Presented) Direct observation of reversible oxygen addition to a carotenoid-derived carbon-centered neutral radical is reported for the first time. The influence of temperature on the observed reaction kinetics has been used to obtain k

Deactivation of the first excited singlet state of thiophenols

On the bases of picosecond and nanosecond laser flash photolysis with detection by emission and absorption spectroscopy, a quantitative description is given of all deactivation channels of the first excited singlet state of thiophenols ArSH(S1) such as fluorescence, intersystem crossing (ISC), chemical dissociation into radicals, and radiation-less internal conversion (IC). For this purpose, the photolysis of thiophenol and its methyl-, methoxy-, and chloro-substituted derivatives was studied in solvents of increasing polarity: 1-chlorobutane, ethanol, and acetonitrile. The fluorescence lifetime of the thiophenols was found to range from some hundreds of picoseconds up to a few nanoseconds, correlating with fluorescence quantum yields between 0.001-0.040, at room temperature. Depending on the substitution pattern of the aromatic ring, the quantum yield of the S-H bond dissociation was found to be between 0.3-0.5, irrespective of the solvent polarity. In laser photolysis, no triplet formation of the investigated compounds could be observed neither by the direct way nor by subsequent sensitization with β-carotene. As a difference to the total, the radiation-less internal conversion (ΦIC ≥ 0.5) was found to be the dominating process. the Owner Societies 2006.

Picosecond Geminate Recombination of Phenylthiyl Free-Radical Pairs

A rapid decay in optical absorption by the photolysis products of diphenyl disulfide is interpreted as geminate recombination of phenylthiyl free-radical pairs.The first half-life for recombination ranges from 11 ps in n-hexane to 36 ps in liquid decalin.

Kinetic studies of retinol addition radicals

Retinol neutral radicals (RS-retinol), generated from the reaction of retinol with 4-pyridylthiyl and 2-pyridylthiyl radicals in argon-saturated methanol, undergo β-elimination, which can be monitored via the slow secondary absorption rise at 380 nm attributed to the rearrangement of the unstable retinol neutral addition radicals to the more stable addition radicals. Rate constants for the β-elimination reactions (kβ) of 4-PyrS-retinol were measured at different temperatures and the Arrhenius equation for the reaction is described by log (kβ/s -1) = (12.7 ± 0.2) - (54.3 ± 1.3)/, where = 2.3RT kJ mol-1. The reactivities of retinol addition radicals (RS-retinol), generated from the reaction of retinol with various thiyl radicals, towards oxygen have also been investigated in methanol. In the presence of oxygen, the decay of RS-retinol fits to biexponential kinetics and both observed rate constants for the RS-retinol decay are oxygen-concentration dependent. This suggests that at least two thiyl addition radicals, formed from the reaction of RS with retinol, undergo oxygen addition reactions. In light of the estimated rate constants for oxygen addition to RS-retinol and RS-CAR (CAR: carotenoid), the antioxidant-prooxidant properties of retinol are discussed. The Royal Society of Chemistry 2011.

Study on the Photolysis Quantum Yield of Diphenyl Disulfide by the Transient Grating Method

Transient grating (TG) spectroscopy, photoaccoustic spectroscopy, and transient adsorption spectroscopy have been applied to studying the nongeminate recombination of photodissociated diphenyl disulfide (DPDS) in liquids. The photolysis quantum yield can

Understanding Chemoselectivity in Proton-Coupled Electron Transfer: A Kinetic Study of Amide and Thiol Activation

While the mechanistic understanding of proton-coupled electron transfer (PCET) has advanced significantly, few reports have sought to elucidate the factors that control chemoselectivity in these reactions. Here we present a kinetic study that provides a quantitative basis for understanding the chemoselectivity in competitive PCET activations of amides and thiols relevant to catalytic olefin hydroamidation reactions. These results demonstrate how the interplay between PCET rate constants, hydrogen-bonding equilibria, and rate-driving force relationships jointly determine PCET chemoselectivity under a given set of conditions. In turn, these findings predict reactivity trends in a model hydroamidation reaction, rationalize the selective activation of amide N-H bonds in the presence of much weaker thiol S-H bonds, and deliver strategies to improve the efficiencies of PCET reactions employing thiol co-catalysts.

Primary photochemical process of thiobenzophenone as studied by laser flash photolysis

Self-quenching of the triplet excited state of thiobenzophenone (TBP) was suppressed in a viscous alcoholic solution, an SDS micellar solution and an ionic liquid of TMPA TFSA. In those solutions, the photochemical primary process of TBP could be studied

Control of intramolecular orbital alignment in the photodissociation of thiophenol: Conformational manipulation by chemical substitution

(Graph Presented) Intramolecular orbital alignment can be controlled by conformational tuning of the initial wavepacket location on the two-dimensional potential-energy surfaces of thiophenol (see picture; CI = conical intersection). Chemical substitution induces conformational preference, leading to a dramatic change of the branching ratio between X and A states of the phenylthiyl radical.

Time-resolved EPR and laser photolysis investigations of photoinduced ω-bond dissociation in an aromatic carbonyl compound having triplet π,π* character

Photochemical properties of photoinduced ω-bond dissociation in p-phenylbenzoylbenzyl phenyl sulfide (PPS) having the lowest triplet state (T1) of π,π* character in solution were investigated by time-resolved EPR and laser flash photolysis techniques. PPS was found to undergo photoinduced ω-bond cleavage in the excited lowest singlet state (S1(n,π*)) with a quantum yield (Φrad) of 0.15 for the radical formation, which was independent of excitation wavelengths. Based on the facts of the observation of the absorption spectrum of triplet PPS upon triplet sensitization of xanthone, and absence of CIDEP signal, ω-cleavage was shown to be absent in the T1(π,π*) state of PPS. Considering the electronic character of the excited and dissociative states of PPS, a schematic energy diagram for the ω-bond dissociation of PPS was shown.

Synthesis and radiation sensitivity of phenoxazine type color formers including thiol ester protective group

3,7-Bis(N,N-diethylamino)-10-(phenylthio)carbonylphenoxazine (1a) and its analogs (1b-f) were synthesized and the color change after γ irradiation was investigated. The color change of acetonitrile solutions of 1a ([1a] 0 = 1.0 × 10-3 M) after γ irradiation was identified by naked eyes at the dose of 20 Gy. Phenylthio-substituted compound la showed more significant absorbance increase than phenoxy-substituted compound, 3,7-bis(N,N-diethylamino)-10-phenoxycarbonylphenoxazine (2a). The C-S cleavage in la by γ irradiation was revealed to occur more easily than the C-O cleavage in 2a. The sensitivity of the color formers 1a-f) to γ rays was correlated with the stability of the thiyl radicals generated in the reaction.