• 1. Dissolution of cork biopolymers in biocompatible ionic liquids
  Helga Garcia,Rui Ferreira,Marija Petkovic,Jamie L. Ferguson,Maria C. Leit?o,H. Q. Nimal Gunaratne,Luís Paulo N. Rebelo Green Chem., 2010,12, 367-369
• 2. Examination of the hydrogen-bonding networks in small water clusters (n = 2–5, 13, 17) using absolutely localized molecular orbital energy decomposition analysis?
  Erika A. Cobar,Paul R. Horn,Robert G. Bergman,Martin Head-Gordon Phys. Chem. Chem. Phys., 2012,14, 15328-15339
• 3. Emerging investigator series: first-principles and thermodynamics comparison of compositionally-tuned delafossites: cation release from the (001) surface of complex metal oxides?
  Joseph W. Bennett,Diamond T. Jones,Blake G. Hudson,Joshua Melendez-Rivera,Robert J. Hamers,Sara E. Mason Environ. Sci.: Nano, 2020,7, 1642-1651
• 4. Establishing the accuracy of position-specific carbon isotope analysis of propane by GC-pyrolysis-GC-IRMS
  ChangjieLiu,PengLiu,XiaofengWang,XiaoqiangLi,JuskeHorita
• 5. Evolutionary de novo design of phenothiazine derivatives for dye-sensitized solar cells?
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• Solvents and Organic Chemicals Organic Compounds Organohalogen compounds Aryl halides Aryl bromides

Introduction to 3-Bromo-2,4-dimethylthiophene (CAS No. 79485-96-4)

3-Bromo-2,4-dimethylthiophene, with the CAS number 79485-96-4, is a versatile organic compound that has garnered significant attention in the fields of organic synthesis, medicinal chemistry, and materials science. This compound is characterized by its unique chemical structure, which includes a bromine atom and two methyl groups attached to a thiophene ring. The presence of these functional groups imparts specific chemical properties that make it an attractive starting material for various synthetic transformations and applications.

The thiophene ring, a five-membered heterocyclic compound containing a sulfur atom, is known for its aromaticity and stability. The introduction of bromine and methyl groups to the thiophene ring significantly alters its reactivity and physical properties. The bromine atom, in particular, serves as an excellent leaving group, facilitating various substitution reactions such as Suzuki coupling and Heck reactions. These reactions are crucial in the synthesis of complex organic molecules, including pharmaceuticals and advanced materials.

In recent years, 3-Bromo-2,4-dimethylthiophene has been extensively studied for its potential applications in medicinal chemistry. One notable area of research is its use as a building block in the synthesis of bioactive compounds. For instance, a study published in the Journal of Medicinal Chemistry reported the successful synthesis of several novel derivatives of 3-Bromo-2,4-dimethylthiophene with potent anti-cancer properties. These derivatives were found to exhibit selective cytotoxicity against various cancer cell lines, making them promising candidates for further drug development.

Beyond medicinal chemistry, 3-Bromo-2,4-dimethylthiophene has also found applications in materials science. The thiophene ring is a key component in the design of conjugated polymers and small molecules used in organic electronics. These materials are essential for the development of organic light-emitting diodes (OLEDs), organic photovoltaics (OPVs), and field-effect transistors (FETs). The bromine substituent in 3-Bromo-2,4-dimethylthiophene allows for facile functionalization and polymerization, enabling the creation of materials with tailored electronic properties.

The synthetic accessibility of 3-Bromo-2,4-dimethylthiophene is another factor contributing to its widespread use. It can be prepared through various synthetic routes, including bromination of 2,4-dimethylthiophene or direct synthesis from simpler precursors. One common method involves the reaction of 2,4-dimethylthiophene with N-bromosuccinimide (NBS) in an appropriate solvent. This reaction proceeds via an electrophilic aromatic substitution mechanism, leading to the formation of the desired product with high yield and purity.

The physical properties of 3-Bromo-2,4-dimethylthiophene, such as its melting point and solubility characteristics, are important considerations for both synthetic chemists and materials scientists. It typically appears as a colorless or pale yellow liquid at room temperature and is soluble in common organic solvents like dichloromethane and ethanol. These properties make it easy to handle and process in laboratory settings.

In terms of safety and handling, while 3-Bromo-2,4-dimethylthiophene is not classified as a hazardous material under current regulations, it is important to follow standard laboratory safety protocols when working with this compound. Proper personal protective equipment (PPE) should be worn to prevent skin contact and inhalation. Additionally, it should be stored in a cool, dry place away from incompatible substances.

The environmental impact of 3-Bromo-2,4-dimethylthiophene is another area of ongoing research. While there is limited data available on its environmental fate and effects, it is generally considered to have low toxicity to aquatic organisms when used responsibly. However, efforts are being made to develop more sustainable synthetic methods that minimize waste generation and reduce the environmental footprint associated with its production.

In conclusion, 3-Bromo-2,4-dimethylthiophene (CAS No. 79485-96-4) is a valuable compound with diverse applications in organic synthesis, medicinal chemistry, and materials science. Its unique chemical structure and reactivity make it an essential building block for the development of novel bioactive compounds and advanced materials. As research continues to advance in these fields, the importance of compounds like 3-Bromo-2,4-dimethylthiophene will only grow.

• 30319-05-2(3-Bromo-2-methylthiophene)
• 146012-94-4(Thiophene, 3-bromo-4-(4-methylphenyl)-)
• 30318-99-1(3-Bromo-4-methylthiophene)
• 39129-53-8(3-Bromo-2,4,5-trimethylthiophene)
• 2229596-86-3(3-Bromo-2-ethynyl-4-methylthiophene)
• 63862-00-0(2,4-Dibromo-3,5-dimethylthiophene)
• 23062-41-1(Thiophene,3-bromo-4-phenyl-)
• 40196-76-7(THIOPHENE, 3-BROMO-2,5-DIMETHYL-4-PHENYL-)
• 31819-37-1(3-Bromo-2,5-dimethylthiophene)
• 30153-46-9(4-Bromo-2,3-dimethylthiophene)