3-Iodo-5-methoxybenzenamine

Base Information

• Chemical Name: 3-Iodo-5-methoxybenzenamine
• CAS No.: 62605-98-5
• Molecular Formula: C7H8INO
• Molecular Weight: 249.051
• DSSTox Substance ID: DTXSID40441130
• Wikidata: Q82257743
• Mol file: 62605-98-5.mol

Synonyms:3-iodo-5-methoxyaniline;3-iodo-5-methoxybenzenamine;62605-98-5;Benzenamine,3-iodo-5-methoxy-;3-Amino-5-iodoanisole;SCHEMBL600497;DTXSID40441130;BVUBIWPMRYHPBW-UHFFFAOYSA-N;FT-0694646

Chemical Property of 3-Iodo-5-methoxybenzenamine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.647
• Boiling Point: 337.654 °C at 760 mmHg
• Flash Point: 158.008 °C
• PSA: 35.25000
• Density: 1.807 g/cm³
• LogP: 2.46320
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 248.96506
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

98.5% ^*data from raw suppliers

3-Amino-5-iodoanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1)N)I

Technology Process of 3-Iodo-5-methoxybenzenamine

There total 6 articles about 3-Iodo-5-methoxybenzenamine 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: 91.0%

1-iodo-3-methoxy-5-nitro-benzene (79990-25-3) → 1-iodo-5-methoxy-phenylamine (62605-98-5)

Guidance literature:

With methanol; triiron dodecarbonyl; In toluene; for 3.5h; Heating;

DOI:10.1021/jm9903242

Reference yield:

3,5-dinitroanisole (5327-44-6) → 1-iodo-5-methoxy-phenylamine (62605-98-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 73 percent / sodium bicarbonate; sodium sulfide nonahydrate; methanol / 0.5 h / Heating

2.1: conc. aq. HCl; NaNO₂ / 0.25 h / 0 °C

2.2: 84 percent / KI / H₂O / Heating

3.1: 91 percent / Fe₃(CO)12; methanol / toluene / 3.5 h / Heating

With hydrogenchloride; methanol; sodium sulfide; triiron dodecarbonyl; sodium hydrogencarbonate; sodium nitrite; In toluene; 1.1: Reduction / 2.1: Diazotization / 2.2: Substitution / 3.1: Reduction;

DOI:10.1021/jm9903242

Reference yield:

3-methoxy-5-nitroaniline (586-10-7) → 1-iodo-5-methoxy-phenylamine (62605-98-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: conc. aq. HCl; NaNO₂ / 0.25 h / 0 °C

1.2: 84 percent / KI / H₂O / Heating

2.1: 91 percent / Fe₃(CO)12; methanol / toluene / 3.5 h / Heating

With hydrogenchloride; methanol; triiron dodecarbonyl; sodium nitrite; In toluene; 1.1: Diazotization / 1.2: Substitution / 2.1: Reduction;

DOI:10.1021/jm9903242

upstream raw materials:

1-iodo-3-methoxy-5-nitro-benzene

3,5-dinitroanisole

3-methoxy-5-nitroaniline

3,5-dinitroiodobenzene

Downstream raw materials:

(3-Iodo-5-methoxy-phenyl)-(2,4,6-trinitro-phenyl)-amine

C₁₆H₁₀ClN₃O

C₂₃H₁₆ClN₅O

C₂₂H₁₅ClN₆O