3-Iodoanisole

Base Information

• Chemical Name: 3-Iodoanisole
• CAS No.: 766-85-8
• Molecular Formula: C7H7IO
• Molecular Weight: 234.036
• Hs Code.: 29093090
• European Community (EC) Number: 212-173-1
• NSC Number: 60726
• DSSTox Substance ID: DTXSID6061105
• Nikkaji Number: J193.141E
• Wikidata: Q72483333
• Mol file: 766-85-8.mol

Synonyms:3-Iodoanisole;766-85-8;1-Iodo-3-methoxybenzene;m-Iodoanisole;Benzene, 1-iodo-3-methoxy-;Anisole, m-iodo-;m-Methoxyiodobenzene;3-Methoxyphenyl iodide;1-iodo-3-methoxy-benzene;MFCD00001048;EINECS 212-173-1;NSC 60726;3-Methoxyiodobenzene;m-iodoanisol;m-iodo-anisole;NSC60726;3-methoxy-iodobenzene;3-iodo-methoxy-benzene;3-Iodoanisole, 99%;SCHEMBL133589;DTXSID6061105;SCHEMBL12015255;RSHBAGGASAJQCH-UHFFFAOYSA-;NSC-60726;AKOS008949239;CS-W012919;AC-22939;AC-25986;AS-19208;SY027986;AM20041139;FT-0615892;I0379;A19933;EN300-190041;F15426

Chemical Property of 3-Iodoanisole

Chemical Property:

• Appearance/Colour: Clear yellow liquid
• Vapor Pressure: 0.0455mmHg at 25°C
• Melting Point: 94 °C
• Refractive Index: n20/D 1.613(lit.)
• Boiling Point: 245.2 °C at 760 mmHg
• Flash Point: 102.1 °C
• PSA: 9.23000
• Density: 1.727 g/cm³
• LogP: 2.29980
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Water Solubility.: Soluble in chloroform, alcohol, ether. Insoluble in water.
• XLogP3: 2.9
• 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:

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

3-Iodoanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36
• Safety Statements: 26-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=CC=C1)I
• Uses: 3-Iodoanisole is used to produce 3,3'-Dimethoxy-biphenyl. It can be used in agrochemical, pharmaceutical and dyestuff field.

Technology Process of 3-Iodoanisole

There total 32 articles about 3-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: 99.0%

3-Iodophenol (626-02-8) + methyl iodide (74-88-4) → 3-methoxy-1-iodobenzene (766-85-8)

Guidance literature:

With caesium carbonate; Inert atmosphere;

DOI:10.1021/jacs.6b08540

Reference yield: 76.0%

bis(acetyloxy)(3-methoxyphenyl)-λ3-iodane (69180-50-3) + C11H15(2)HSi → 3-methoxy-1-iodobenzene (766-85-8) + 2-iodo-4-methoxy-1-[(3-2H1)prop-2-en-1-yl]benzene + C10H10(2)HIO

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; acetonitrile; at -50 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chem.201202049

Reference yield: 75.0%

3-Methoxybenzoic acid (586-38-9) → 3-methoxy-1-iodobenzene (766-85-8)

Guidance literature:

With N-iodo-succinimide; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; iodine; caesium carbonate; In 1,2-dichloro-ethane; at 50 ℃; for 36h; Inert atmosphere; Irradiation; Sealed tube;

DOI:10.1055/s-0037-1610188

upstream raw materials:

3-methoxyphenyldiazonium ion

m-Anisidine

3-Iodophenol

methyl iodide

Downstream raw materials:

Bis-(3-methoxy-phenyl)-phenyl-methanol

1-methoxy-3-[(4-methoxyphenyl)thio]benzene

1-(4-iodo-2-methoxyphenyl)ethan-1-one

1-(2-iodo-4-methoxyphenyl)ethanone

Refernces

• 1、 Boehm, Philip,Cacherat, Bastien,Lee, Yong Ho,Martini, Tristano,Morandi, Bill. "Palladium-Catalyzed Decarbonylative Iodination of Aryl Carboxylic Acids Enabled by Ligand-Assisted Halide Exchange". supporting information. p. 17211 - 17217. Retrieved 2021/07/02.
• 2、 M?ckel, Robert,Hille, Jessica,Winterling, Erik,Weidemüller, Stephan,Faber, Tabea Melanie,Hilt, Gerhard. "Electrochemical Synthesis of Aryl Iodides by Anodic Iododesilylation". supporting information. p. 442 - 445. Retrieved 2018/02/21.