2-Iodoanisole

Base Information

• Chemical Name: 2-Iodoanisole
• CAS No.: 529-28-2
• Molecular Formula: C7H7IO
• Molecular Weight: 234.036
• Hs Code.: 29093090
• European Community (EC) Number: 208-456-4
• NSC Number: 9259
• UNII: 75Y5532R8O
• DSSTox Substance ID: DTXSID1060184
• Nikkaji Number: J96.172H
• Wikidata: Q27101865
• Metabolomics Workbench ID: 50468
• Mol file: 529-28-2.mol

Synonyms:2-Iodoanisole;1-Iodo-2-methoxybenzene;529-28-2;o-Iodoanisole;Benzene, 1-iodo-2-methoxy-;2-Methoxyiodobenzene;o-Anisyl iodide;Anisole, o-iodo-;2-Iodophenol methyl ether;C7H7IO;o-methoxyiodobenzene;MFCD00001039;UNII-75Y5532R8O;NSC 9259;NSC-9259;EINECS 208-456-4;75Y5532R8O;2-Iodophenyl methyl ether;1-iodo-2-methoxy-benzene;Iodanisol;2-iodoanisol;2-Iodoanisole, 98%;O-IODOMETHOXYBENZENE;C03575;O-IODOANISOLE [MI];O-METHOXYPHENYL IODIDE;2-METHOXYPHENYL IODIDE;SCHEMBL245025;2-METHOXY-1-IODOBENZENE;DTXSID1060184;CHEBI:16355;NSC9259;STR07301;AKOS009031638;AM87037;CS-W009305;SB66474;AC-25985;BP-13158;SY017939;FT-0612660;I0382;EN300-19425;A19932;N10126;W-105786;Q27101865;F0001-1363

Chemical Property of 2-Iodoanisole

Chemical Property:

• Appearance/Colour: slight clear yellow liquid
• Melting Point: 8-10oC
• Refractive Index: n20/D 1.622(lit.)
• Boiling Point: 244.9 °C at 760 mmHg
• Flash Point: 98.5 °C
• PSA: 9.23000
• Density: 1.799 g/cm³
• LogP: 2.29980
• Storage Temp.: Store below +30°C.
• Sensitive.: Light Sensitive
• Solubility.: alcohol: miscible(lit.)
• Water Solubility.: insoluble
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 233.95416
• Heavy Atom Count: 9
• Complexity: 85

Purity/Quality:

99% ^*data from raw suppliers

2-Iodoanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Anisoles
• Canonical SMILES: COC1=CC=CC=C1I
• Uses: suzuki reaction 2-Iodoanisole has been used in palladium/copper-catalyzed synthesis of o-(1-alkynyl)anisoles.

Technology Process of 2-Iodoanisole

There total 36 articles about 2-Iodoanisole 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: 96.0%

methoxybenzene (100-66-3) → 4-iodoanisol (529-28-2) + para-iodoanisole (696-62-8)

Guidance literature:

With Oxone; potassium iodide; In methanol; at 20 ℃; for 24h;

DOI:10.1081/SCC-120006002

Reference yield: 95.0%

2-Iodophenol (533-58-4) + methyl iodide (74-88-4) → 4-iodoanisol (529-28-2)

Guidance literature:

2-Iodophenol; With potassium carbonate; In N,N-dimethyl-formamide; for 0.166667h; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; at 50 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b02249

Reference yield: 94.0%

2-methoxy-phenylamine (90-04-0) → 4-iodoanisol (529-28-2)

Guidance literature:

2-methoxy-phenylamine; With toluene-4-sulfonic acid; In water; at 20 ℃;

With potassium iodide; In water; at 20 ℃; for 1.25h;

DOI:10.1055/s-0030-1260046

upstream raw materials:

2-(iodosyl)anisole

2-methoxy-phenylamine

1-iodo-2,4-dimethoxybenzene

methoxybenzene

Downstream raw materials:

bis-(3-iodo-4-methoxy-phenyl)-methane

1-methoxy-2-[(4-methoxyphenyl)thio]benzene

N,N-diethyl-3-methoxyaniline

methoxybenzene

Refernces

• 1、 Alvarez, Rubén,Mehl, Georg H.. "The synthesis of bromo and iodo trifunctionalised tribenzosilatranes". . p. 67 - 68. Retrieved 2005.
• 2、 Tang, Yu,Yu, Biao. "A Mild Heteroatom (O -, N -, and S -) Methylation Protocol Using Trimethyl Phosphate (TMP)-Ca(OH) 2Combination". . . Retrieved 2022/03/27.
• 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.