17376-04-4

Basic information

• Product Name: (2-IODOETHYL)BENZENE
• Synonyms: PHENETHYL IODIDE;B-PHENYLETHYL IODIDE;BETA-PHENYLETHYL IODIDE;(2-IODOETHYL)BENZENE;2-PHENYLETHYL IODIDE;(2-iodoethyl)-benzen;Benzene, (2-iodoethyl)-;beta-Phenethyl iodide
• CAS NO: 17376-04-4
• Molecular Formula: C₈H₉I
• Molecular Weight: 232.06
• EINECS: 241-541-4
• Product Categories: Aryl;C8;Halogenated Hydrocarbons
• Mol File: 17376-04-4.mol
• Article Data: 63

Chemical Properties

• Melting Point: -2.9°C (estimate)
• Boiling Point: 122-123 °C13 mm Hg(lit.)
• Flash Point: 230 °F
• Appearance: Clear red-brown/Liquid
• Density: 1.603 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000835mmHg at 25°C
• Refractive Index: n20/D 1.601(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: (2-IODOETHYL)BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: (2-IODOETHYL)BENZENE(17376-04-4)
• EPA Substance Registry System: (2-IODOETHYL)BENZENE(17376-04-4)

Safety Data

• Statements: 36/37/38
• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 17376-04-4(Hazardous Substances Data)

Usage

Chemical Properties

clear red-brown liquid

Uses

(2-Iodoethyl)benzene is suitable for use as starting reagent in the preparation of organic-inorganic hybrid compounds such as, [C6H5CH2NH3]2PbI4, [C6H5CH2CH2SC(NH2 )2]3PbI5 and [C10H7CH2NH3]PbI3. It may be used in the preparation of dioxane-based antiviral agents.

Synthesis Reference(s)

Synthetic Communications, 20, p. 1473, 1990 DOI: 10.1080/00397919008052864Tetrahedron, 48, p. 8329, 1992Tetrahedron Letters, 36, p. 609, 1995 DOI: 10.1016/0040-4039(94)02315-3

General Description

(2-Iodoethyl)benzene is a halogenated hydrocarbon. It is reported to undergo triethyl borane-mediated intermolecular radical addition with 2H-azirine-3-carboxylate.

InChI:InChI=1/C9H6ClNO2/c10-5-11-8(12)6-3-1-2-4-7(6)9(11)13/h1-4H,5H2

Upstream product

• 622-24-2 2-phenylethyl chloride 
• 103-63-9 1-phenyl-2-bromoethane 
• 81609-30-5 2-phenylethyl phenyl telluride 
• 1108614-42-1 1,3-dimethyl-2-(2-phenylethoxy)-1,3,2-diazaphospholidine 
• 74-88-4 methyl iodide 
• 60-12-8 2-phenylethanol 
• 1229444-43-2 4-(diphenylphosphino)-benzyltrimethylammonium bromide 
• 1229444-44-3 N-methyl-N-[4-(diphenylphosphino)benzyl]pyrrolidinium bromide 
• 20020-27-3 2-phenylethyl mesylate 
• 98-86-2 acetophenone 
• 165904-22-3 4,4,5,5-tetramethyl-2-phenethyl-1,3,2-dioxaborolane 
• 100-52-7 benzaldehyde 
• 40515-89-7 2-phenethoxybenzene 
• 13517-10-7 boron triiodide 

Downstream Products

• 46346-12-7 N-(2-phenethyl)morpholine 
• 111732-45-7 1-phenethyl-pyridinium; iodide 
• 6274-01-7 1-phenethyl-pyrazinium; iodide 
• 110048-67-4 5-methoxy-1-phenethyl-3,4-dihydro-1H-naphthalen-2-one 
• 102591-86-6 2-phenethyl-1,3-diphenylpropane-1,3-dione 
• 100-42-5 styrene 
• 104-53-0 3-phenyl-propionaldehyde 
• 1075-74-7 5-phenylpent-1-ene 
• 138695-45-1 2-methyl-3-(2-phenethyl)-5-(2-propenyl)cyclohexan-1-one 
• 134566-99-7 (1S,2R)-(+)-2-(N,N-bis(2-phenylethyl)amino)-1-phenylpropan-1-ol 
• 85235-60-5 Pyrrolidine-1-carbodithioic acid (E)-1-phenethyl-penta-2,4-dienyl ester 
• 85235-78-5 Pyrrolidine-1-carbodithioic acid (1E,3E)-7-phenyl-hepta-1,3-dienyl ester 

Relevant articles and documents

Chiral organometallic reagents. Part XXIV.1 Iodine ate-complexes as intermediates in the iodine-lithium exchange reaction on 1,1-diiodoalkanes

The iodine-lithium exchange reaction on the 1,1-diiodoalkanes 17 at -110 °C is initiated by the irreversible formation of yellow iodine ate-complexes, which are slowly transformed into the α-iodoalkyllithium compounds 21.

α-Iodoalkyl-iodine-ate complexes as observable intermediates in the iodine-magnesium exchange reaction

An intermediate with a half-life of 30 minutes has been observed in the iodine-magnesium exchange reaction of 1,1-diiodoalkanes in THF at -78°C. This intermediate is likely the ate complex 1. Its characteristic chemistry calls for a mechanistic reconsider

ANTIVIRAL TREATMENT

The present description relates to the use of myramistin, its derivatives and the forms thereof for treating or ameliorating infections caused by enveloped viruses, methods for preparing the compounds and pharmaceutical compositions containing such compounds. In particular the use of myramistin, its derivatives and forms for treating or ameliorating infections caused by coronaviruses. More particularly, the present description relates to the use of myramistin, its derivatives and forms thereof for treating or ameliorating Coronavirus disease 2019 (COVID-19).

Two-Step Protocol for Iodotrimethylsilane-Mediated Deoxy-Functionalization of Alcohols

We have developed a two-step protocol for iodotrimethylsilane-mediated deoxy-functionalization of primary and secondary alcohols to afford products containing a C?N, C?S, or C?O bond. In the first step the alcohol undergoes iodination with iodotrimethylsilane, and in the second, the iodine atom is replaced by a N, S, or O nucleophile. Compared with traditional Mitsunobu reaction, non-acidic pre-nucleophiles can be used, and the reaction proceeds with retention of configuration. This operationally simple, highly efficient protocol can be used for some natural products and small-molecule drugs containing hydroxy-group.