Methyl 3-iodo-4-methylbenzoate

Base Information

• Chemical Name: Methyl 3-iodo-4-methylbenzoate
• CAS No.: 90347-66-3
• Molecular Formula: C9H9IO2
• Molecular Weight: 276.074
• Hs Code.: 2916399090
• European Community (EC) Number: 680-935-4
• UNII: 8WLV4P4HCA
• DSSTox Substance ID: DTXSID80545045
• Nikkaji Number: J1.759.290D
• Wikidata: Q72492114
• Mol file: 90347-66-3.mol

Synonyms:METHYL 3-IODO-4-METHYLBENZOATE;90347-66-3;3-Iodo-4-methylbenzoic acid methyl ester;Methyl 3-iodo-p-toluate;Benzoic acid, 3-iodo-4-methyl-, methyl ester;MFCD00230583;Methyl 3-Iodo-4-Methyl-Benzoate;METHYL3-IODO-4-METHYLBENZOATE;Methyl-3-Iodo-4-Methylbenzoate;2-Iodo-4-(methoxycarbonyl)toluene;8WLV4P4HCA;AMY654;SCHEMBL1232173;DTXSID80545045;NKMHAOTZPFVSPC-UHFFFAOYSA-N;3-Iodo-p-toluic Acid Methyl Ester;Methyl 3-iodo-4-methylbenzoic acid;3-Jod-4-methylbenzoesauremethylester;CL8556;AKOS015852340;p-Toluic acid, 3-iodo-, methyl ester;PS-7246;AC-22956;SY012267;3-Iodo-4-methyl benzoic acid methyl ester;3-iodo-4-methyl-benzoic acid methyl ester;CS-0007663;M2694;A21098;EN300-1241730;ETHYL5-PHENYL-1,3,4-OXADIAZOLE-2-CARBOXYLATE

Chemical Property of Methyl 3-iodo-4-methylbenzoate

Chemical Property:

• Vapor Pressure: 0.000961mmHg at 25°C
• Melting Point: 93-95°C
• Refractive Index: 1.588
• Boiling Point: 302.9 °C at 760 mmHg
• Flash Point: 137 °C
• PSA: 26.30000
• Density: 1.666g/cm³
• LogP: 2.38620
• Storage Temp.: 2-8°C(protect from light)
• Sensitive.: Light Sensitive
• Water Solubility.: Not miscible or difficult to mix with water.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 275.96473
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

97% ^*data from raw suppliers

Methyl 3-Iodo-4-methylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)C(=O)OC)I
• Uses: Methyl 3-Iodo-4-methylbenzoate is used as a reagent in the synthesis of [(pyrazolo[1,5-a]pyridmidinyl)ethynyl]benzamides as selective discoidin domain receptor 1 (DDR1) inhibitors. Also used as a reagent in the preparation of orally bioavailable GZD824 targeting Breakpoint Cluster Region-Abelson (Bcr-Abl) kinase and overcoming antitumor drug resistance.

Technology Process of Methyl 3-iodo-4-methylbenzoate

There total 5 articles about Methyl 3-iodo-4-methylbenzoate 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: 98.0%

methanol (67-56-1) + 3-iodo-4-toluic acid (82998-57-0) → methyl 3-iodo-4-methylbenzoate (90347-66-3)

Guidance literature:

With thionyl chloride; at -30 - 40 ℃; for 1.5h;

DOI:10.1135/cccc19990649

Reference yield: 95.0%

→ methyl 3-iodo-4-methylbenzoate (90347-66-3)

Guidance literature:

Reference yield: 68.0%

3-amino-4-methyl benzoic acid methyl ester (18595-18-1) → methyl 3-iodo-4-methylbenzoate (90347-66-3)

Guidance literature:

3-amino-4-methyl benzoic acid methyl ester; With sulfuric acid; sodium nitrite; In water; at 0 ℃; for 2h;

With potassium iodide; In water; at 0 - 20 ℃;

DOI:10.1021/acs.jmedchem.8b01045

upstream raw materials:

methanol

3-iodo-4-toluic acid

diazomethane

3-amino-4-methyl benzoic acid methyl ester

Downstream raw materials:

methyl 4-(bromomethyl)-3-iodo-benzoate

3-(3-hydroxy-prop-1-ynyl)-4-methyl-benzoic acid methyl ester

[5-(methoxycarbonyl)-2-methylphenyl]boronic acid

6-[(4-cyano-phenyl)-(3-methyl-3H-imidazol-4-yl)-methoxymethyl]-3'-methoxy-biphenyl-3-carboxylic acid methyl ester