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2-Bromodibenzothiophene
[CAS# 22439-61-8]

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Complete supplier list of 2-Bromodibenzothiophene
Identification
Classification Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Thiophene compound
Name 2-Bromodibenzothiophene
Synonyms 2-Bromodibenzothiophene; NSC 172586
Molecular Structure CAS # 22439-61-8, 2-Bromodibenzothiophene, 2-Bromodibenzothiophene, NSC 172586
Molecular Formula C12H7BrS
Molecular Weight 263.15
CAS Registry Number 22439-61-8
EC Number 891-396-1
SMILES C1=CC=C2C(=C1)C3=C(S2)C=CC(=C3)Br
Properties
Density 1.611
Melting point 250-252 ºC
Boiling point 387 ºC
Flash point 188 ºC
Safety Data
Hazard Symbols symbol   GHS07 Warning    Details
Hazard Statements H315-H319-H335    Details
Precautionary Statements P261-P264-P264+P265-P271-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Skin irritationSkin Irrit.2H315
Specific target organ toxicity - single exposureSTOT SE3H335
Eye irritationEye Irrit.2H319
Eye irritationEye Irrit.2AH319
SDS Available
up Discovory and Applicatios
2-Bromodibenzothiophene is a notable chemical compound with significant implications in both synthetic chemistry and material science. Its discovery and applications have highlighted its value in various chemical processes, particularly in the development of advanced materials and pharmaceuticals.

The compound 2-Bromodibenzothiophene was first identified in the late 20th century as part of research efforts to explore new heterocyclic compounds with potential applications in organic synthesis. Dibenzothiophene itself is a well-known structure in organic chemistry, and its brominated derivative has been studied for its enhanced reactivity and utility in various chemical transformations. The introduction of the bromine atom at the 2-position of the dibenzothiophene ring system significantly alters its chemical properties, making it a valuable intermediate in a range of chemical processes.

The synthesis of 2-Bromodibenzothiophene typically involves the bromination of dibenzothiophene. This process is generally carried out using bromine or brominating agents in the presence of a suitable solvent. The reaction conditions are carefully controlled to ensure selective bromination at the desired position while avoiding overbromination or other side reactions. The resulting product is purified through standard techniques such as recrystallization or chromatography to obtain the high-purity compound required for further applications.

One of the primary applications of 2-Bromodibenzothiophene is in the field of organic synthesis. The bromine atom in this compound acts as a versatile functional group, facilitating various chemical reactions, including coupling reactions and nucleophilic substitutions. For example, 2-Bromodibenzothiophene can be used as a building block in the synthesis of more complex molecules, including pharmaceuticals and organic materials. Its reactivity makes it a valuable intermediate for constructing various chemical architectures.

In addition to its role in organic synthesis, 2-Bromodibenzothiophene is also used in the development of advanced materials. The compound's unique structural features and reactivity make it suitable for applications in organic electronics and optoelectronics. For instance, it can be used as a precursor in the synthesis of organic semiconductors and conducting polymers, which are essential components in electronic devices such as organic light-emitting diodes (OLEDs) and organic photovoltaic cells. The presence of the bromine atom in 2-Bromodibenzothiophene can influence the electronic properties of the resulting materials, enhancing their performance in various applications.

The advantages of using 2-Bromodibenzothiophene in these applications include its ability to introduce specific functional groups into chemical structures and its contribution to the development of advanced materials with tailored properties. However, there are challenges associated with its use, such as the need for careful handling and control of reaction conditions to avoid unwanted side reactions. Ongoing research aims to optimize the synthesis and application of 2-Bromodibenzothiophene, addressing these challenges and exploring new uses for this compound.

Future research directions for 2-Bromodibenzothiophene may focus on expanding its applications in new areas of organic synthesis and material science. Researchers may explore its potential in developing new types of electronic materials or in designing innovative pharmaceuticals with improved properties. Advances in these areas could further enhance the utility of 2-Bromodibenzothiophene and contribute to the development of new technologies and products.
Market Analysis Reports
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