614756-39-7

Basic information

• Product Name: 4,4μ-Dimercaptostilbene
• Synonyms: 4,4μ-Dimercaptostilbene;4,4'-Dimercaptostilbene >96%
• CAS NO: 614756-39-7
• Molecular Formula: C₁₄H₁₂S₂
• Molecular Weight: 244.37508
• Product Categories: Self-AssemblySelf Assembly&Contact Printing;Materials Science;New Products for Materials Research and Engineering;Self-Assembly Materials;Thiols
• Mol File: 614756-39-7.mol
• Article Data: 1

Chemical Properties

• Melting Point: 252-257 °C
• Boiling Point: 410.6±34.0 °C(Predicted)
• Appearance: /
• Density: 1.235±0.06 g/cm3(Predicted)
• PKA: 6.21±0.10(Predicted)
• CAS DataBase Reference: 4,4μ-Dimercaptostilbene(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4μ-Dimercaptostilbene(614756-39-7)
• EPA Substance Registry System: 4,4μ-Dimercaptostilbene(614756-39-7)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-51/53
• Safety Statements: 61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 614756-39-7(Hazardous Substances Data)

Usage

General Description

4,4′-Dimercaptostilbene is a dithiol molecule that can be coated on gold (Au) surfaces as it provides a rigid structure and has low susceptibility to chemical interactions. It modifies the surface of gold and enables an increase in enhancement factor (EF) for surface enhanced Raman spectroscopy.

Upstream product

• 1378032-57-5 C₂₀H₂₂N₂O₂S₂ 

Relevant articles and documents

Extraordinary radical scavengers: 4-mercaptostilbenes

In the past decade, there was a great deal of interest and excitement in developing more active antioxidants and cancer chemoprevention agents than resveratrol, a naturally occurring stilbene. In this work, eight resveratrol-directed 4-mercaptostilbenes were constructed based on the inspiration that thiophenol should be a stronger radical scavenger than phenol, and their reaction rates with galvinoxyl (GO.) and 2,2-diphenyl-1-picrylhydrazyl (DPPH.) radicals in methanol and ethyl acetate were measured by using stopped-flow UV/Vis spectroscopy at 25 °C. Kinetic analysis demonstrates that 4-mercaptostilbenes are extraordinary radical scavengers, and the substitution of the 4-SH group for the 4-OH group in the stilbene scaffold is an important strategy to improve the radical-scavenging activity of resveratrol. Surprisingly, in methanol, some of the 4-mercaptostilbenes are 104-times more active than resveratrol, dozens of times to hundreds of times more effective than known antioxidants (α-tocopherol, ascorbic acid, quercetin, and trolox). The detailed radical-scavenging mechanisms were discussed based on acidified-kinetic analysis. Addition of acetic acid remarkably reduced the GO. and DPPH. radical-scavenging rates of the 4-mercaptostilbenes in methanol, a solvent that supports ionization, suggesting that the reactions proceed mainly through a sequential proton loss electron transfer mechanism. In contrast, an interesting acid-promoted kinetics was observed for the reactions of the 4-mercaptostilbenes with DPPH. in ethyl acetate, a solvent that weakly supports ionization. The increased ratio in rates is closely correlated with the electron-rich environment in the molecules, suggesting that the acceleration could benefit from the contribution of the electron transfer from the 4-mercaptostilbenes and DPPH.. However, the addition of acetic acid had no influence on the GO.-scavenging rates of the 4-mercaptostilbenes in ethyl acetate, due to the occurrence of the direct hydrogen atom transfer. Our results show that the radical-scavenging activity and mechanisms of 4-mercaptostilbenes depends significantly on the molecular structure and acidity, the nature of the attacking radical, and the ionizing capacity of the solvent. Copyright