4098-17-3

Basic information

• Product Name: Benzene, (1-azido-2-iodoethyl)-
• CAS NO: 4098-17-3
• Molecular Formula: C8H8IN3
• Molecular Weight: 273.076
• Mol File: 4098-17-3.mol
• Article Data: 25

Chemical Properties

• CAS DataBase Reference: Benzene, (1-azido-2-iodoethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, (1-azido-2-iodoethyl)-(4098-17-3)
• EPA Substance Registry System: Benzene, (1-azido-2-iodoethyl)-(4098-17-3)

Safety Data

• Hazardous Substances Data: 4098-17-3(Hazardous Substances Data)

Upstream product

• 100-42-5 styrene 

Downstream Products

• 98-86-2 acetophenone 
• 100-47-0 benzonitrile 
• 2851-46-9 5-phenyl-3,4-dihydro 2H pyrrole-2,2-dicarboxylate de diethyle 
• 13509-74-5 3,3-dimethyl-5-phenyl-3,4-dihydro-2H-pyrrole 

Relevant articles and documents

Highly Enantioselective Iridium-Catalyzed Coupling Reaction of Vinyl Azides and Racemic Allylic Carbonates

The iridium-catalyzed enantioselective coupling reaction of vinyl azides and allylic electrophiles is presented and provides access to β-chiral carbonyl derivatives. Vinyl azides are used as acetamide enolate or acetonitrile carbanion surrogates, leading to γ,δ-unsaturated β-substituted amides as well as nitriles with excellent enantiomeric excess. These products are readily transformed into chiral N-containing building blocks and pharmaceuticals. A mechanism is proposed to rationalize the chemoselectivity of this coupling reaction.

Electrochemical synthesis of enaminones: Via a decarboxylative coupling reaction

An environmentally benign and efficient electrochemical synthesis of enaminones via a decarboxylative coupling reaction of α-keto acids using n-Bu4NI as a redox catalyst and electrolyte under constant current electrolysis in an undivided cell is reported. A broad vinyl azide substrate scope and high functional group tolerance are observed. A gram-scale reaction further demonstrates the practicability of the protocol. The results of cyclic voltammetry and control experiments indicate that I2 is likely the active species to initiate the oxidative decarboxylation via an acyl hypoiodite intermediate.

Eosin Y- and Copper-Catalyzed Dark Reaction to Construct Ene-γ-Lactams

Eosin Y, a common organo-photocatalyst in visible-light photoredox processes, was found to show excellent catalytic activities for thermal redox reactions under a catalytic amount of Cu(OAc)2. With this catalytic system, vinyl azides and ketene silyl acetals combine to form formal [3 + 2] cycloadducts by α-ester radical addition without light irradiation. This method provides a mild and straightforward paradigm to prepare important synthons of five-membered ene-γ-lactams and bridge ring lactams. It is the first example of an eosin Y-catalyzed redox reaction in the dark.