(2-Iodoethyl)benzene

Base Information

• Chemical Name: (2-Iodoethyl)benzene
• CAS No.: 17376-04-4
• Molecular Formula: C8H9I
• Molecular Weight: 232.064
• Hs Code.: 29036990
• DSSTox Substance ID: DTXSID5025447
• Nikkaji Number: J104.341B
• Wikidata: Q81983919
• ChEMBL ID: CHEMBL1472377
• Mol file: 17376-04-4.mol

Synonyms:(2-IODOETHYL)BENZENE;17376-04-4;Benzene, (2-iodoethyl)-;2-Iodoethylbenzene;2-Phenylethyl iodide;Phenethyl iodide;Iodoethyl benzene;(2-Iodoethyl)-benzene;.beta.-Phenethyl iodide;AI3-52406;DTXSID5025447;phenethyliodide;p-iodoethylbenzene;phenylethyl iodide;4-iodoethylbenzene;beta-Phenylethyl iodide;(2-iodo-ethyl)benzene;(2-iodoethyl) benzene;(2-iodo-ethyl)-benzene;.beta.-Phenylethyl iodide;(2-Iodoethyl)benzene, 97%;SCHEMBL172979;DTXCID305447;CHEMBL1472377;Tox21_200053;LS-935;MFCD00039408;AKOS009157873;CS-W012940;NCGC00091564-01;NCGC00091564-02;NCGC00257607-01;(2-Iodoethyl)benzene, stabilized over Cu;AS-57952;CAS-17376-04-4;FT-0637546;I0521;D70924;A881743;J-500824

Chemical Property of (2-Iodoethyl)benzene

Chemical Property:

• Appearance/Colour: Clear red-brown liquid
• Vapor Pressure: 0.000835mmHg at 25°C
• Melting Point: -2.9°C (estimate)
• Refractive Index: n20/D 1.601(lit.)
• Boiling Point: 252 °C at 760 mmHg
• Flash Point: 110 °C
• PSA: 0.00000
• Density: 1.644 g/cm³
• LogP: 2.66410
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 231.97490
• Heavy Atom Count: 9
• Complexity: 65

Purity/Quality:

98%,99%, ^*data from raw suppliers

(2-Iodoethyl)benzene (stabilized with Copper chip) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: R36/37/38:
• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCI
• 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.

Technology Process of (2-Iodoethyl)benzene

There total 47 articles about (2-Iodoethyl)benzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-phenylethanol (60-12-8) → 2-phenethyl iodide (17376-04-4)

Guidance literature:

With 1H-imidazole; iodine; triphenylphosphine; In diethyl ether; at 0 ℃; for 1h;

DOI:10.1080/00397919708006096

Reference yield: 93.0%

(2-(methoxymethoxy)ethyl)benzene (54673-12-0) → 2-phenethyl iodide (17376-04-4)

Guidance literature:

With phosphotungstic acid; tetra-(n-butyl)ammonium iodide; at 130 - 142 ℃; for 0.0333333h; chemoselective reaction; Microwave irradiation; Ionic liquid;

DOI:10.1016/j.crci.2010.03.015

Reference yield: 92.0%

Ethyl 2-phenylethanoate (101-97-3) → 2-phenethyl iodide (17376-04-4)

Guidance literature:

With indium(III) bromide; 1,1,3,3-Tetramethyldisiloxane; iodine; In chloroform; at 60 ℃; for 1h;

DOI:10.1021/jo401529j

upstream raw materials:

2-phenylethanol

2-phenylethyl tosylate

2-phenylethyl chloride

1-phenyl-2-bromoethane

Downstream raw materials:

1-phenethyl-pyridinium; iodide

3-bromo-1-phenethyl-pyridinium; iodide

2-phenethyl-1,3-diphenylpropane-1,3-dione

ethyl 4-(phenethylamino)benzoate

Refernces

• 1、 Firouzabadi, Habib,Iranpoor, Nasser,Jafarpour, Maasoumeh. "A simple, efficient, and highly selective method for the iodination of alcohols using ZrCl4/NaI". . p. 7451 - 7454. Retrieved 2004.
• 2、 Brunet, J. J.,Laurent, H.,Caubere, P.. "NEW PREPARATION OF ALKYL IODIDES FROM THE CORRESPONDING ALCOHOLS". . p. 5445 - 5446. Retrieved 1985.
• 3、 Chen, Yuming,He, Ru,Song, Hongjian,Yu, Guoqing,Li, Chenglin,Liu, Yuxiu,Wang, Qingmin. "Two-Step Protocol for Iodotrimethylsilane-Mediated Deoxy-Functionalization of Alcohols". supporting information. p. 1179 - 1183. Retrieved 2021/02/01.
• 4、 Donnard, Morgan,Guérin, Thomas,Hanquet, Gilles,Leroux, Frédéric R.,Panossian, Armen,Saiter, Jérémy. "Direct Trifluoromethoxylation without OCF3-Carrier through In Situ Generation of Fluorophosgene". supporting information. p. 3139 - 3147. Retrieved 2021/06/26.