96853-37-1

Basic information

• Product Name: 4-Bromo-2-(2-nitro-ethyl)-phenol
• Synonyms: 4-Bromo-2-(2-nitro-ethyl)-phenol
• CAS NO: 96853-37-1
• Molecular Weight: 246.06
• Mol File: 96853-37-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 4-Bromo-2-(2-nitro-ethyl)-phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-2-(2-nitro-ethyl)-phenol(96853-37-1)
• EPA Substance Registry System: 4-Bromo-2-(2-nitro-ethyl)-phenol(96853-37-1)

Safety Data

• Hazardous Substances Data: 96853-37-1(Hazardous Substances Data)

Upstream product

• 61131-72-4 2-(2-nitrovinyl)-4-bromophenol 
• 1761-61-1 5-bromosalicyclaldehyde 
• 61131-72-4 trans-4-bromo-2-(2-nitrovinyl)phenol 

Downstream Products

• 30335-67-2 5-bromo-2-nitro-benzofuran 
• 23145-07-5 5-bromobenzofuran 

Relevant articles and documents

Regio- and Stereoselective Cascade of β,γ-Unsaturated Ketones by Dipeptided Phosphonium Salt Catalysis: Stereospecific Construction of Dihydrofuro-Fused [2,3-b] Skeletons

Chiral (dihydro)furo-fused heterocycles are significant structural motifs in numerous natural products, functional materials and pharmaceuticals. Therefore, developing efficient methods for preparing compounds with these privileged scaffolds is an important endeavor in synthetic chemistry. Herein, we develop an effective, modular method by a dipeptide-phosphonium salt-catalyzed regio- and stereoselective cascade reaction of readily available linear β,γ-unsaturated ketones with aromatic alkenes, affording a wide variety of structurally fused heterocyclic molecules in high yields with excellent stereoselectivities. Moreover, mechanistic investigations revealed that the bifunctional phosphonium salt controlled the regio- and stereoselectivities of this cascade reaction, particularly proceeding through the initial ketone α-addition followed by O-participated substitution; and the multiple hydrogen-bonding interactions between Br?nsted acid moieties of catalyst and nitro group of aromatic alkene were crucial in asymmetric induction. Given the generality, versatility, and high efficiency of this method, we anticipate that it will have broad synthetic utilities.

Facile synthesis of chiral [2,3]-fused hydrobenzofuran: Via asymmetric Cu(i)-catalyzed dearomative 1,3-dipolar cycloaddition

Intermolecular asymmetric dearomative 1,3-dipolar cycloaddition of 2-nitrobenzofurans with azomethine ylides was enabled by using a chiral Cu(i)/(S,Sp)-iPr-Phosferrox catalyst. As a result, a series of highly stereoselective chiral [2,3]-fused hydrobenzofurans possessing four contiguous stereogenic centers were obtained with good to high yields, diastereoselectivities and enantioselectivities. The reaction has broad substrate scope tolerating various functional groups.

A new efficient method for the total synthesis of linear furocoumarins

A new efficient method for the synthesis of linear furocoumarins by a Nef reaction and intramolecular cyclocondensation in one pot results in the construction of a benzofuran ring. This method provides a new strategy to furnish the benzofuran framework easily, and also allows the convenient synthesis of furocoumarin derivatives with different substituents on the coumarin ring by a subsequent Pechmann reaction. This strategy has also been applied to the preparation of four additional benzofuran derivatives. Georg Thieme Verlag Stuttgart.