4-Iodo-2-nitroanisole

Base Information

• Chemical Name: 4-Iodo-2-nitroanisole
• CAS No.: 52692-09-8
• Molecular Formula: C7H6INO3
• Molecular Weight: 279.034
• Hs Code.: 2909309090
• European Community (EC) Number: 678-890-0
• DSSTox Substance ID: DTXSID20482369
• Nikkaji Number: J465.155C
• Wikidata: Q72484151
• Mol file: 52692-09-8.mol

Synonyms:4-Iodo-2-nitroanisole;52692-09-8;4-iodo-1-methoxy-2-nitrobenzene;2-Nitro-4-iodoanisole;Benzene, 4-iodo-1-methoxy-2-nitro-;4-iodo-1-methoxy-2-nitro-benzene;4-methoxy-3-nitroiodobenzene;SCHEMBL1026500;DTXSID20482369;WULXGCDMVLQZBT-UHFFFAOYSA-N;2,6-DIMETHOXYBENZYLALCOHOL;MFCD08060933;4-iodanyl-1-methoxy-2-nitro-benzene;AKOS015890342;CS-W012289;DS-4063;AC-22952;AM20040632;FT-0640095;A829205

Chemical Property of 4-Iodo-2-nitroanisole

Chemical Property:

• Vapor Pressure: 0.000313mmHg at 25°C
• Melting Point: 96-98°C
• Refractive Index: 1.629
• Boiling Point: 330.8 °C at 760 mmHg
• Flash Point: 153.9 °C
• PSA: 55.05000
• Density: 1.893g/cm³
• LogP: 2.73120
• Sensitive.: Light Sensitive
• 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:

99% ^*data from raw suppliers

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

Safty Information:

• Statements: 23/24/25
• Safety Statements: 36/37-45

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Iodo-2-nitroanisole

There total 14 articles about 4-Iodo-2-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: 97.0%

2-Nitroanisole (91-23-6) → 4-iodo-2-nitroanisole (52692-09-8)

Guidance literature:

With N-iodo-succinimide; [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); In 1,2-dichloro-ethane; toluene; at 85 ℃; for 14h; regioselective reaction;

DOI:10.1055/s-0033-1340321

Reference yield: 88.0%

para-iodoanisole (696-62-8) → 4-iodo-2-nitroanisole (52692-09-8)

Guidance literature:

With N-Bromosuccinimide; silver nitrate; In acetonitrile; for 5h; Reflux;

DOI:10.1016/j.tetlet.2012.06.126

Reference yield: 69.0%

3-methoxy-2-nitrobenzoic acid (4920-80-3) → 4-iodo-2-nitroanisole (52692-09-8)

Guidance literature:

With copper(I) oxide; potassium phosphate; bismuth (III) nitrate pentahydrate; palladium(II) trifluoroacetate; oxygen; sodium iodide; In dimethyl sulfoxide; at 170 ℃; for 10h; regioselective reaction; Schlenk technique; Green chemistry;

DOI:10.1021/acs.orglett.9b00460

upstream raw materials:

2-Nitroanisole

para-iodoanisole

4-methoxy-3-nitroaniline

1-fluoro-4-iodo-2-nitro-benzene

Downstream raw materials:

3-(N-methylamino)-4-methyloxyphenyl iodide

3-(N-tert-butyloxycarbonyl-N-methylamino)-4-methyloxyphenyl iodide

1-[3'-(N-tert-butyloxycarbonylamino)-4'-methoxyphenyl]-1-(3'',4'',5''-trimethoxyphenyl)ethylene

1-(3'-amino-4'-methoxyphenyl)-1-(3'',4'',5''-trimethoxyphenyl)ethylene

Refernces

• 1、 Fu, Zhengjiang,Jiang, Yongqing,Wang, Shuiliang,Song, Yuanyuan,Guo, Shengmei,Cai, Hu. "Pd-Catalyzed Decarboxylative Ortho-Halogenation of Aryl Carboxylic Acids with Sodium Halide NaX Using Carboxyl as a Traceless Directing Group". supporting information. p. 3003 - 3007. Retrieved 2019/05/10.
• 2、 -. "Method for synthesizing m-iodonitrobenzene compound". Paragraph 0099-0100. . Retrieved 2018/03/24.