Methyl 4-iodo-3-nitrobenzoate

Base Information

• Chemical Name: Methyl 4-iodo-3-nitrobenzoate
• CAS No.: 89976-27-2
• Molecular Formula: C8H6 I N O4
• Molecular Weight: 307.044
• Hs Code.: 2916399090
• NSC Number: 169203
• DSSTox Substance ID: DTXSID50305133
• Nikkaji Number: J851.939K
• Wikidata: Q82051607
• Mol file: 89976-27-2.mol

Synonyms:methyl 4-iodo-3-nitrobenzoate;89976-27-2;Benzoic acid, 4-iodo-3-nitro-, methyl ester;MFCD08064223;METHYL4-IODO-3-NITROBENZOATE;NSC169203;4-Iodo-3-nitrobenzoic acid methyl ester;SCHEMBL1417265;DTXSID50305133;SCMBIQRYVKITCY-UHFFFAOYSA-N;4-iodo-3-nitro benzoic methyl ester;AKOS009462780;CS-W019526;NSC-169203;4-iodo-3-nitro-benzoic acid methyl ester;AS-20096;SY047847;FT-0687139;EN300-7361193;A860963

Chemical Property of Methyl 4-iodo-3-nitrobenzoate

Chemical Property:

• Vapor Pressure: 2.27E-05mmHg at 25°C
• Melting Point: 103-105°C
• Boiling Point: 360.1°C at 760 mmHg
• Flash Point: 171.6°C
• PSA: 72.12000
• Density: 1.904g/cm³
• LogP: 2.50920
• Storage Temp.: 2-8°C(protect from light)
• Sensitive.: Light Sensitive
• Water Solubility.: Soluble in DCM 10mg/0.5mL. Insoluble in water.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 306.93416
• Heavy Atom Count: 14
• Complexity: 240

Purity/Quality:

97% ^*data from raw suppliers

Methyl4-Iodo-3-nitrobenzoate ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(C=C1)I)[N+](=O)[O-]
• Uses: Methyl 4-iodo-3-nitrobenzoate is used as pharmaceutical intermediate.

Technology Process of Methyl 4-iodo-3-nitrobenzoate

There total 7 articles about Methyl 4-iodo-3-nitrobenzoate 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%

Trimethyl orthoacetate (1445-45-0) + 4-iodo-3-nitrobenzoic acid (35674-27-2) → methyl ester of 4-iodo-3-nitrobenzoic acid (89976-27-2)

Guidance literature:

at 0.11 ℃; for 15h;

Reference yield: 95.0%

methanol (67-56-1) + 4-iodo-3-nitrobenzoic acid (35674-27-2) → methyl ester of 4-iodo-3-nitrobenzoic acid (89976-27-2)

Guidance literature:

With hydrogenchloride; at 20 ℃; for 16h;

DOI:10.1002/anie.201906606

Reference yield: 76.0%

methyl 4-iodobenzoate (619-44-3) → methyl ester of 4-iodo-3-nitrobenzoic acid (89976-27-2)

Guidance literature:

With sulfuric acid; nitric acid; at 20 ℃; for 5h; Cooling with ice;

DOI:10.1021/ml300055n

upstream raw materials:

methyl 4-iodobenzoate

methanol

4-iodo-3-nitrobenzoic acid

4-amino-3-nitrobenzoic acid

Downstream raw materials:

4-(5,6-dimethoxy-3-oxo-phthalan-4-yloxy)-3-nitro-benzoic acid methyl ester

methyl 3-nitro-4-(piperidin-1-yl)benzoate

3-nitro-4-phenylsulfanyl-benzoic acid methyl ester

methyl 3-amino-4-iodobenzoate