57918-63-5

Basic information

• Product Name: Benzene, [(1Z)-2-iodoethenyl]-
• Synonyms: iodostyrene;(Z)-(2-iodo-vinyl)-benzene;(Z)-1-iodo-2-phenylethene;(Z)-2-iodo-1-phenylethene;(Z)-&beta,-iodostyrene;(Z)-2-phenyl-1-iodoethene
• CAS NO: 57918-63-5
• Molecular Formula: C8H7I
• Molecular Weight: 230.048
• Mol File: 57918-63-5.mol
• Article Data: 43

Chemical Properties

• CAS DataBase Reference: Benzene, [(1Z)-2-iodoethenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [(1Z)-2-iodoethenyl]-(57918-63-5)
• EPA Substance Registry System: Benzene, [(1Z)-2-iodoethenyl]-(57918-63-5)

Safety Data

• Hazardous Substances Data: 57918-63-5(Hazardous Substances Data)

Upstream product

• 932-88-7 1-iodo-2-phenylethyne 
• 75-47-8 iodoform 
• 100-52-7 benzaldehyde 
• 19319-11-0 (Z)-1-phenyl-2-(trimethylsilyl)ethylene 
• 140-10-3 (E)-3-phenylacrylic acid 
• 29949-93-7 iodomethylenetriphenylphosphorane 
• 1206-29-7 triethyl(styryl)silane 
• 588-73-8 (Z)-β-bromostyrene 
• 619-44-3 methyl 4-iodobenzoate 
• 103-64-0 bromostyrene 
• 536-74-3 phenylacetylene 
• 130248-50-9 (E)-1,3-bis(trimethylsilyl)-6-(4-methoxyphenyl)fulvene 
• 109317-98-8 2-phenylethane-1,1-diyl bis(trifluoromethanesulfonate) 
• 122-78-1 phenylacetaldehyde 

Downstream Products

• 5807-76-1 (1Z,3Z)-1,4-diphenylbuta-1,3-diene 
• 3846-66-0 (E)-1-tert-butyl-2-phenylethene 
• 3740-05-4 (Z)-1-(3,3-dimethylbut-1-enyl)benzene 
• 296241-78-6 (4R,5R)-4,5-Bis-(methoxy-diphenyl-methyl)-2-((Z)-styryl)-[1,3,2]dioxaborolane 
• 938-16-9 2,2-dimethylpropiophenone 
• 866539-33-5 4,4,6-trimethyl-2-(4-phenylbuta-1E,3Z-dienyl)-1,3,2-dioxaborinane 
• 1206884-59-4 2-(E)-styryl-N-benzoyliminopyridinium ylide 
• 1220627-88-2 methyl (4R,5S,6Z)-4-chloro-5-hydroxy-7-phenylhept-6-enoate 
• 2039-70-5 (Z)-1-(2-naphthyl)-2-phenylethene 
• 1438394-49-0 (2R,4'S)-1'-benzyl-4'-((Z)-4-phenylbuta-1,3-dien-2-yl)spiro[indene-2,3'-piperidine]-1,2'(3H)-dione 
• 4604-28-8 (Z)-β-chlorostyrene 
• 588-73-8 (Z)-β-bromostyrene 
• 121817-36-5 (2E)-3-phenyl-N-[(Z)-2-phenylvinyl]acrylamide 
• 121817-37-6 (2E)-N-methyl-3-phenyl-N-[(Z)-2-phenylvinyl]acrylamide 

Relevant articles and documents

Copper-catalyzed cross-coupling of amino acid-derived amides with (Z)-vinyl iodides: Unexpected solvent effect and preparation of plocabulin

A copper-catalyzed cross-coupling reaction of amino acid-derived amides and (Z)-vinyl iodide was studied to improve a key step in the synthesis of plocabulin, a novel microtubule destabilizer agent of marine origin. The study revealed a profound solvent effect with 1,2-dimethoxyethane (DME), which gave consistently high yields across a large variety of the amide and (Z)-vinyl iodide substrates. The protocol was successfully utilized in the preparation of plocabulin and provided a significantly improved yield.

Concise and gram-scale total synthesis of lansiumamides A and B and alatamide

The total synthesis of potent anti-obesity lansiumamide B was accomplished in four steps using commercially available materials. The synthetic strategy, featured with copper-catalyzed Buchwald coupling, is concise, convergent, practical and can be carried out on a one-gram scale. This approach could give either Z- or E-configured enamide moiety in natural products with absolute stereocontrol and was applied in the total synthesis of natural products.

Cyclic Vinyl(aryl)iodonium Salts: Synthesis and Reactivity

A convenient, highly regioselective synthesis of five-membered cyclic vinyl(aryl)iodonium salts directly from β-iodostyrenes is presented. An X-ray crystal structure confirms the identity of these heterocycles. These λ3-iodanes can be converted