Methyl 2-Iodo-3-methylbenzoate

Base Information

• Chemical Name: Methyl 2-Iodo-3-methylbenzoate
• CAS No.: 103441-60-7
• Molecular Formula: C9H9IO2
• Molecular Weight: 276.074
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID50552569
• Nikkaji Number: J1.514.206E
• Wikidata: Q82432913
• Mol file: 103441-60-7.mol

Synonyms:Methyl 2-Iodo-3-methylbenzoate;103441-60-7;2-Iodo-3-methyl-benzoic acid methyl ester;Benzoic acid, 2-iodo-3-methyl-, methyl ester;Methyl2-Iodo-3-methylbenzoate;SCHEMBL3161423;DTXSID50552569;HQVMBKJRAJYZQK-UHFFFAOYSA-N;2-Jod-3-methylbenzoesauremethylester;MFCD12923249;BS-26194;2-iodo-3-methyl-benzoic acid, methyl ester;CS-0131374;E76355

Chemical Property of Methyl 2-Iodo-3-methylbenzoate

Chemical Property:

• PSA: 26.30000
• LogP: 2.38620
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 3.1
• 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:

98%min ^*data from raw suppliers

Methyl2-iodo-3-methylbenzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C(=O)OC)I

Technology Process of Methyl 2-Iodo-3-methylbenzoate

There total 10 articles about Methyl 2-Iodo-3-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: 94.0%

methanol (67-56-1) + 2-iodo-3-methylbenzoic acid (108078-14-4) → methyl 2-iodo-3-methylbenzoate (103441-60-7)

Guidance literature:

With hydrogenchloride; for 1h; Heating;

DOI:10.1246/bcsj.60.3659

Reference yield: 85.0%

methyl 2-amino-3-methylbenzoate (22223-49-0) → methyl 2-iodo-3-methylbenzoate (103441-60-7)

Guidance literature:

methyl 2-amino-3-methylbenzoate; With hydrogenchloride; In water; at 0 ℃; for 0.25h; Inert atmosphere;

With sodium nitrite; In water; at 0 ℃; Inert atmosphere;

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

DOI:10.1016/j.tet.2013.05.119

Reference yield:

3-methyl-2-nitrobenzoic acid (5437-38-7) → methyl 2-iodo-3-methylbenzoate (103441-60-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 99 percent / H₂ / Pd/C / ethanol / 20 °C / 760 Torr

2.1: H₂SO₄ / H₂O / 1 h / 20 °C

2.2: NaNO₂ / H₂O / 1.5 h / 10 °C

2.3: 84 percent / KI; Cu powder / H₂O / 30 °C

3.1: 90 percent / SOCl₂ / 3 h / Heating

With thionyl chloride; sulfuric acid; hydrogen; palladium on activated charcoal; In ethanol; water;

DOI:10.1021/jo0302408

upstream raw materials:

methanol

2-iodo-3-methylbenzoic acid

methyl iodide

3-methyl-2-nitrobenzoic acid