53119-57-6

Basic information

• Product Name: 2,5-Dibromo-3-Ethylthiophene
• Synonyms: 2,5-Dibromo-3-Ethylthiophene
• CAS NO: 53119-57-6
• Molecular Formula: C6H6Br2S
• Molecular Weight: 270
• Mol File: 53119-57-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 251.1±35.0 °C(Predicted)
• Appearance: /
• Density: 1.873±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,5-Dibromo-3-Ethylthiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dibromo-3-Ethylthiophene(53119-57-6)
• EPA Substance Registry System: 2,5-Dibromo-3-Ethylthiophene(53119-57-6)

Safety Data

• Hazardous Substances Data: 53119-57-6(Hazardous Substances Data)

Usage

General Description

2,5-Dibromo-3-Ethylthiophene is a chemical compound with the molecular formula C6H6Br2S. It is an organobromine compound and thiophene derivative, with the two bromine atoms attached to the 2 and 5 positions of the thiophene ring. The ethyl group is attached to the 3 position of the thiophene ring. 2,5-Dibromo-3-Ethylthiophene is commonly used in organic synthesis and as a building block in the production of pharmaceuticals, agrochemicals, and other specialty chemicals. It is also used in the manufacturing of electronic materials and polymers due to its unique properties. Additionally, 2,5-Dibromo-3-Ethylthiophene has applications in the field of materials science and research.

Upstream product

• 1795-01-3 3-ethylthiophene 

Relevant articles and documents

Role of Substituents at 3-position of Thienylethynyl Spacer on Electronic Properties in Diruthenium(II) Organometallic Wire-like Complexes

A series of organometallic complexes [Cl(dppe)2Ru?C≡C-(3-R?C4H2S)-C≡C?Ru(dppe)2Cl] (3-R-C4H2S=3-substituted thienyl moiety; R=?H, ?C2H5, ?C3H7, ?C4H9, ?C6H13, ?OMe, ?CN in 5 a–5 g respectively) have been synthesized by systematic variation of 3-substituents at the thienylethynyl bridging unit. The diruthenum(II) wire-like complexes (5 a–5 g) have been achieved by the reaction of thienylethynyl bridging units, HC≡C-(3-R-C4H2S)-C≡CH (4 a–4 g) with cis-[Ru(dppe)2Cl2]. The wire-like diruthenium(II) complexes undergo two consecutive electrochemical oxidation processes in the potential range of 0.0 - 0.8 V. Interestingly, the wave separation between the two redox waves is greatly influenced by the substituents at the 3-position of the thienylethynyl. Thus, the substitution on 3-position of the thienylethynyl bridging unit plays a pivotal role for tuning the electronic properties. To understand the electronic behavior, density functional theory (DFT) calculations of the selected diruthenium wire-like complexes (5 a–5 e) with different alkyl appendages are performed. The theoretical data demonstrate that incorporation of alkyl groups to the thienylethynyl entity leaves unsymmetrical spin densities, thus affecting the electronic properties. The voltammetric features of the other two Ru(II) alkynyl complexes 5 f and 5 g (with ?OMe and ?CN group respectively) show an apparent dependence on the electronic properties. The electronic properties in the redox conjugate, (5 a+) with Kc of 3.9×106 are further examined by UV-Vis-NIR and FTIR studies, showing optical responses in NIR region along with changes in “?Ru?C≡C?“ vibrational stretching frequency. The origin of the observed electronic transition has been assigned based on time-dependent DFT (TDDFT) calculations.