2-Iodo-5-nitroanisole

Base Information

• Chemical Name: 2-Iodo-5-nitroanisole
• CAS No.: 5458-84-4
• Molecular Formula: C7H6INO3
• Molecular Weight: 279.034
• Hs Code.: 29093090
• European Community (EC) Number: 621-252-3
• NSC Number: 24644
• DSSTox Substance ID: DTXSID50282132
• Nikkaji Number: J2.379.516G
• Wikidata: Q72484154
• Mol file: 5458-84-4.mol

Synonyms:2-Iodo-5-nitroanisole;5458-84-4;1-iodo-2-methoxy-4-nitrobenzene;Benzene, 1-iodo-2-methoxy-4-nitro-;MFCD00024590;1-iodo-2-methoxy-4-nitro-benzene;NSC24644;6-iodo-3-nitroanisol;SCHEMBL446056;DTXSID50282132;RBFWMPRFYROKPI-UHFFFAOYSA-N;STR08281;BBL009514;NSC-24644;STL119792;AKOS005232628;AC-3813;AM62026;CS-W014018;SY025092;FT-0635733;EN300-39970;A19873;Z406674790;4-Iodo-3-methoxynitrobenzene;1-Iodo-2-methoxy-4-nitrobenzene

Chemical Property of 2-Iodo-5-nitroanisole

Chemical Property:

• Vapor Pressure: 0.000162mmHg at 25°C
• Melting Point: 128-130°C
• Refractive Index: 1.629
• Boiling Point: 341.2 °C at 760 mmHg
• Flash Point: 160.1 °C
• PSA: 55.05000
• Density: 1.893 g/cm³
• LogP: 2.73120
• Storage Temp.: Refrigerated.
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 278.93924
• Heavy Atom Count: 12
• Complexity: 171

Purity/Quality:

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

2-Iodo-5-nitroanisole ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)[N+](=O)[O-])I

Technology Process of 2-Iodo-5-nitroanisole

There total 14 articles about 2-Iodo-5-nitroanisole 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: 70.0%

1-(4-methylphenyl)-3-(2-methoxy-4-nitrophenyl)-2-triazene (869373-61-5) → 4-tolyl iodide (624-31-7) + 2-iodo-5-nitroanisole (5458-84-4)

Guidance literature:

With boron trifluoride diethyl etherate; sodium iodide; In acetonitrile; at 40 ℃; for 2h;

DOI:10.1246/bcsj.78.1654

Reference yield:

C18H16N4O3S → 2-(4-iodo-phenyl)-5-methyl-thiophene + 2-iodo-5-nitroanisole (5458-84-4) + 2-methoxy-4-nitrophenylamine (97-52-9)

Guidance literature:

With boron trifluoride diethyl etherate; sodium iodide; In acetonitrile; at 40 ℃; for 3h;

DOI:10.1246/bcsj.78.1654

Reference yield:

C13H11BrN4O3 → 2-iodo-5-nitroanisole (5458-84-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium iodide; BF₃*OEt₂ / acetonitrile / 3 h / 40 °C

2.1: sodium nitrite; hydrochloric acid / 0 °C

2.2: 1.99 g / potassium carbonate / H₂O; tetrahydrofuran / 0.5 h

3.1: sodium iodide; BF₃*OEt₂ / acetonitrile / 2 h / 40 °C

With hydrogenchloride; boron trifluoride diethyl etherate; sodium iodide; sodium nitrite; In acetonitrile;

DOI:10.1246/bcsj.78.1654

upstream raw materials:

2-iodo-5-nitrophenol

1-(4-methylphenyl)-3-(2-methoxy-4-nitrophenyl)-2-triazene

C₁₄H₁₄N₄O₄

5-Nitro-2-aminophenol

Downstream raw materials:

4-iodo-3-methoxy-phenylamine

2-methoxy-4-nitro-1-phenoxy-benzene

2-methoxy-4-nitro-1-(pentafluoroethyl)benzene

2-methoxy-4-nitro-1-(trifluoromethyl)benzene

Refernces