30319-06-3

Basic information

• Product Name: 2,3,4-Tribromo-5-methylthiophene
• Synonyms: 2,3,4-Tribromo-5-methylthiophene
• CAS NO: 30319-06-3
• Molecular Formula: C5 H3 Br3 S
• Molecular Weight: 334.85
• Product Categories: Thiophens
• Mol File: 30319-06-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 86 °C
• Boiling Point: 293.2±35.0 °C(Predicted)
• Appearance: /
• Density: 2.329±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2,3,4-Tribromo-5-methylthiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4-Tribromo-5-methylthiophene(30319-06-3)
• EPA Substance Registry System: 2,3,4-Tribromo-5-methylthiophene(30319-06-3)

Safety Data

• Hazardous Substances Data: 30319-06-3(Hazardous Substances Data)

Usage

General Description

2,3,4-Tribromo-5-methylthiophene is a chemical compound with the molecular formula C6H3Br3S. It is a halogenated thiophene derivative, which is a five-membered heterocyclic compound containing a sulfur atom. The compound is commonly used in the pharmaceutical and agrochemical industries as a building block for the synthesis of various organic compounds, including pharmaceutical intermediates, pesticides, and herbicides. It is also used as a reagent in organic chemistry reactions, particularly for the synthesis of complex organic molecules. 2,3,4-Tribromo-5-methylthiophene is known for its high reactivity and is handled with care due to its potential health hazards and environmental impact.

Upstream product

• 554-14-3 2-Methylthiophene 
• 3958-03-0 Tetrabromothiophene 
• 80-18-2 Methyl benzenesulfonate 

Relevant articles and documents

Regulating exciton bonding energy and bulk heterojunction morphology in organic solar cells: Via methyl-functionalized non-fullerene acceptors

Electron-deficient end groups (EGs) are very important for non-fullerene small molecule acceptors (NF-SMAs) to tune their absorption, energy levels, and crystallization properties. Herein, we designed and synthesized three SMAs, namely, BTTIC-0M, BTTIC-2M, and BTTIC-4M by adding the methyl unit into 2-(6-oxo-5,6-dihydro-4H-cyclopenta[c]thiophen-4-ylidene)malononitrile (CPTCN). Methyl group, with its slight electron-donating ability, significantly elevates the LUMO energy levels but does not seriously affect the bandgaps of the CPTCN-based SMAs, which helps to reduce the energy loss (Eloss). In-depth dynamic theoretical simulations of the donor-acceptor (D-A) complex reveal that the exciton bonding energy (BE) can be fine-tuned by continuously increasing the methyl groups on the end groups of the SMAs. Methyl-substituted EG reduces the driving force and also enhances the BE of the charge transport (CT) state exciton, leading to a decrease in the exciton dissociation efficiencies. However, we found that one methyl-functionalized CPTCN enables PBDB-T:BTTIC-2M-based organic solar cells (OSCs) to achieve a power conversion efficiency (PCE) as high as 13.15%. Though PBDB-T:BTTIC-2M-based OSCs exhibit a slightly lower exciton dissociation efficiency than those of PBDB-T:BTTIC-0M, a more favorable superficial and internal morphology is attained in the PBDB-T:BTTIC-2M bulk-heterojunction layer, which balances the electron and hole mobilities and diminishes the bimolecular recombination. Comparatively, BTTIC-4M failed to realize a high performance owing to its adverse interactions with the polymer chain and the multiscale phase separation in the blend films. Actually, adjusting the number of methyl groups on the end group is done to compensate the current-voltage losses within the OSC devices with complicated contributions from absorption spectra, LUMO energy levels, exciton bonding energies, and morphologies.

Photochromic dihetarylethenes 6. Photochromic derivatives of thieno[3,2-b]thiophene

1,2-Bis{5-(2-benzothiazolyl)-2-methyl-6-trifluoromethylthieno[3,2-b]thiophen-3-y l}hexafluorocyclopentene possessing high fatigue resistance was synthesized for the first time. Its photochromic and fluorescence properties were studied. The structure of it

Halogenation Using Quaternary Ammonium Polyhalides. XXXI. Halogenation of Thiophene Derivatives with Benzyltrimethylammonium Polyhalides

The reactions of thiophene derivatives with benzyltrimethylammonium tetrachloroiodate, benzyltrimethylammonium tribromide, and benzyltrimethylammonium dichloroiodate in acetic acid or in acetic acid-zinc chloride under mild conditions gave chloro-, bromo-, and iodo-substituted thiophene derivatives, respectively, in satifactory yields.