2-Iodo-1,3-dimethoxybenzene

Base Information

• Chemical Name: 2-Iodo-1,3-dimethoxybenzene
• CAS No.: 16932-44-8
• Molecular Formula: C8H9 I O2
• Molecular Weight: 264.063
• Hs Code.: 2909309090
• European Community (EC) Number: 628-570-1
• DSSTox Substance ID: DTXSID10464477
• Nikkaji Number: J339.128K
• Wikidata: Q72483534
• Mol file: 16932-44-8.mol

Synonyms:2-iodo-1,3-dimethoxybenzene;16932-44-8;1-Iodo-2,6-dimethoxybenzene;1,3-Dimethoxy-2-iodobenzene;MFCD05865214;Benzene, 2-iodo-1,3-dimethoxy-;SCHEMBL253099;2-iodoresorcinol dimethyl ether;DTXSID10464477;WCYZALIKRBYPOM-UHFFFAOYSA-N;1-Iodo-2,6-dimethoxybenzene, 97%;AKOS015891275;AM85625;CS-W012451;GS-3865;AC-27347;SY102157;2-IODO-1 3-DIMETHOXYBENZENE 97;FT-0708912;EN300-646109;W11054;A811089;J-010526;Z1269162770;2-2-Iodo-1,3-dimethoxybenzeneiodo-1,3-dimethoxy-benzene

Chemical Property of 2-Iodo-1,3-dimethoxybenzene

Chemical Property:

• Vapor Pressure: 0.005mmHg at 25°C
• Melting Point: 105-106 °C(lit.)
• Refractive Index: 1.572
• Boiling Point: 287℃
• Flash Point: 127℃
• PSA: 18.46000
• Density: 1.655
• LogP: 2.30840
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 263.96473
• Heavy Atom Count: 11
• Complexity: 107

Purity/Quality:

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

2-Iodo-1,3-dimethoxybenzene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25-36-43
• Safety Statements: 26-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=CC=C1)OC)I

Technology Process of 2-Iodo-1,3-dimethoxybenzene

There total 24 articles about 2-Iodo-1,3-dimethoxybenzene 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: 99.0%

potassium (2,6-dimethoxyphenyl)-trifluoroborate → 2-iodo-1,3-dimethoxybenzene (16932-44-8)

Guidance literature:

With caesium tribromide; In water; N,N-dimethyl-formamide; at 80 ℃; for 3.3h; chemoselective reaction;

DOI:10.1016/j.tet.2012.03.016

Reference yield: 99.0%

2-iodo-3-(methyloxy)phenol (121980-50-5) + methyl iodide (74-88-4) → 2-iodo-1,3-dimethoxybenzene (16932-44-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 23 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b03557

Reference yield: 97.0%

1,3-Dimethoxybenzene (151-10-0) → 2-iodo-1,3-dimethoxybenzene (16932-44-8)

Guidance literature:

1,3-Dimethoxybenzene; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; cobalt(II) bromide; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 0.5h;

With iodine; In tetrahydrofuran; hexane; at 20 ℃; for 2h;

With water; sodium thiosulfate; In tetrahydrofuran; hexane; regioselective reaction;

DOI:10.1016/j.tet.2010.09.053

upstream raw materials:

2,6-dimethoxyaniline

(2,6-dimethoxyphenyl)lithium

1,2,3-trimethoxybenzene

2-(trimethylsilyl)-1,3-dimethoxybenzene

Downstream raw materials:

2,2',6,6'-tetramethoxydiphenyl sulfide

2-(dicyclohexylphosphinoylethynyl)-1,3-dimethoxybenzene

(2-(2,6-dimethoxyphenyl)ethynyl)trimethylsilane

C₂₃H₂₂O₈

Refernces

• 1、 Shimogaki, Mio,Fujita, Morifumi,Sugimura, Takashi. "Enantioselective oxidation of alkenylbenzoates catalyzed by chiral hypervalent iodine(III) to yield 4-hydroxyisochroman-1-ones". . p. 7128 - 7138. Retrieved 2013.
• 2、 VanArendonk,Cupery,Adams. "-". . p. 4225,4227. Retrieved 1933.
• 3、 Deckers, Kristina,Fricke, Christoph,Schoenebeck, Franziska. "Orthogonal Stability and Reactivity of Aryl Germanes Enables Rapid and Selective (Multi)Halogenations". supporting information. p. 18717 - 18722. Retrieved 2020/08/25.
• 4、 Quibell, Jacob M.,Duan, Guojian,Perry, Gregory J.P.,Larrosa, Igor. "Decarboxylative Suzuki-Miyaura coupling of (hetero)aromatic carboxylic acids using iodine as the terminal oxidant". supporting information. p. 6445 - 6448. Retrieved 2019/06/07.