1003-09-4 | Thiophene, 2-bromo-

Packsize	Purity	Availability	Price	Discounted Price
25g	98%	in stock	$22.00	$15.00
250g	>98.0%(GC)	in stock	$119.00	$84.00
500g	98%	in stock	$136.00	$95.00

Description

• Catalog Number: AA01738
• Chemical Name: Thiophene, 2-bromo-
• CAS Number: 1003-09-4
• Molecular Formula: C4H3BrS
• Molecular Weight: 163.0356
• MDL Number: MFCD00005417
• SMILES: Brc1cccs1
• NSC Number: 4456

Computed Properties

• Complexity: 46.8
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 6
• Hydrogen Bond Acceptor Count: 1
• XLogP3: 2.8

Upstream Synthesis Route

2-Bromothiophene is a valuable building block in chemical synthesis due to its versatile reactivity and unique molecular structure. One prominent application of 2-Bromothiophene is in the synthesis of various pharmaceutical compounds and agrochemicals. Its bromine functional group allows for selective derivatization, enabling the introduction of different substituents to modulate the properties of the final product. Additionally, the thiophene ring provides aromaticity and electron-rich character, which are beneficial for interactions with biological targets or catalytic systems.In organic synthesis, 2-Bromothiophene can serve as a key intermediate for the construction of more complex molecules through coupling reactions such as Suzuki, Heck, or Stille couplings. These transformations enable the formation of carbon-carbon and carbon-heteroatom bonds, expanding the chemical space of potential products.Furthermore, 2-Bromothiophene can be utilized in material science for the preparation of conducting polymers, dyes, and electroactive materials. Its conjugated structure and electronic properties make it suitable for applications in organic electronics, sensors, and optoelectronic devices.Overall, the versatile nature of 2-Bromothiophene makes it a valuable tool for chemists in designing and synthesizing a wide range of compounds with diverse functionalities and applications.

Literature

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  Journal of the American Chemical Society 20111026

• Use of phosphonyl carbanions in the synthesis of anti-inflammatory active phosphorus-containing fused heterocycles and relevance phosphonates.

  European journal of medicinal chemistry 20101101

• Synthesis and anti-VZV activity of 6-heteroaryl derivatives of tricyclic acyclovir and 9-{[cis-1',2'-bis(hydroxymethyl)cycloprop-1'-yl]methyl}guanine analogues.

  European journal of medicinal chemistry 20090801

• 9,10-Disubstituted octafluoroanthracene derivatives via palladium-catalyzed cross-coupling.

  The Journal of organic chemistry 20081017

• Modular synthesis of 5-substituted thiophen-2-yl C-2'-deoxyribonucleosides.

  The Journal of organic chemistry 20080516

• Palladium-catalyzed C-H homocoupling of bromothiophene derivatives and synthetic application to well-defined oligothiophenes.

  Journal of the American Chemical Society 20060823

• Palladium-catalyzed coupling reactions of bromothiophenes at the C-H bond adjacent to the sulfur atom with a new activator system, AgNO3/KF.

  Organic letters 20051027

• Prediction of genotoxicity of chemical compounds by statistical learning methods.

  Chemical research in toxicology 20050601

• Unsuccessful/successful attempts to produce penta(heteroaryl)-phosphoranes/-arsoranes R5E (E = P, As; R = 2-furyl, 2-thienyl).

  Dalton transactions (Cambridge, England : 2003) 20040521

• Palladium-catalyzed C-H homocoupling of thiophenes: facile construction of bithiophene structure.

  Journal of the American Chemical Society 20040428

• Synthesis and properties of novel oligothiophenes surrounded by bicyclo[2.2.2]octene frameworks.

  The Journal of organic chemistry 20031031