Methyl 5-iodosalicylate

Base Information

• Chemical Name: Methyl 5-iodosalicylate
• CAS No.: 4068-75-1
• Molecular Formula: C8H7IO3
• Molecular Weight: 278.046
• Hs Code.: 29182900
• European Community (EC) Number: 609-859-1
• NSC Number: 66548
• DSSTox Substance ID: DTXSID90290099
• Nikkaji Number: J104.819H
• Wikidata: Q82027689
• Mol file: 4068-75-1.mol

Synonyms:Methyl 5-iodosalicylate;4068-75-1;Methyl 2-hydroxy-5-iodobenzoate;Methyl 2-hydroxy-5-iodobenzenecarboxylate;Benzoic acid, 2-hydroxy-5-iodo-, methyl ester;5-Iodosalicylic Acid Methyl Ester;2-Hydroxy-5-iodobenzoic Acid Methyl Ester;Salicylic acid, 5-iodo-, methyl ester;Methyl5-Iodosalicylate;Methyl2-hydroxy-5-iodobenzoate;MFCD00016462;methyl-5-iodosalicylate;SCHEMBL1004955;DTXSID90290099;JS-068C;methyl 2-hydroxy-5-iodo-benzoate;Methyl 2-hydroxy-5-iodobenzoate #;NSC66548;NSC 66548;NSC-66548;STK447327;AKOS003343589;AM86950;2-hydroxy-5-iodo-benzoic acid methyl ester;5-Iodo-2-hydroxy benzoic acid methyl ester;CS-0131375;FT-0628680;I0539;D78026;EN300-133611;A825236;J-522026

Chemical Property of Methyl 5-iodosalicylate

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.000337mmHg at 25°C
• Melting Point: 73-78 °C
• Refractive Index: 1.633
• Boiling Point: 310 °C at 760 mmHg
• PKA: 9.14±0.18(Predicted)
• Flash Point: 141.3 °C
• PSA: 46.53000
• Density: 1.88 g/cm³
• LogP: 1.78340
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 277.94399
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

97% ^*data from raw suppliers

METHYL 5-IODOSALICYLATE ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of Methyl 5-iodosalicylate

There total 8 articles about Methyl 5-iodosalicylate 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%

methanol (67-56-1) + 2-hydroxy-5-iodobenzoic acid (119-30-2) → methyl 5-iodosalicylate (4068-75-1)

Guidance literature:

With thionyl chloride; for 5h; Reflux;

DOI:10.1016/j.bmc.2014.09.058

Reference yield: 85.0%

methyl salicylate (119-36-8,8024-54-2) → methyl 5-iodosalicylate (4068-75-1)

Guidance literature:

With sodium hypochlorite solution; potassium iodide;

DOI:10.1107/S2053229618008719

Reference yield:

C10H12IO6P (1190203-02-1) + sodium methylate (124-41-4) → trimethyl phosphite (512-56-1) + methyl 5-iodosalicylate (4068-75-1)

Guidance literature:

With lanthanum(lll) triflate; In methanol; at 25 ℃; pH=8.7; Concentration; Kinetics; aq. buffer N-iso-propyl-morpholine and HClO₄;

DOI:10.1021/ja904659e

upstream raw materials:

methyl salicylate

methanol

2-hydroxy-5-iodobenzoic acid

diazomethyl-trimethyl-silane

Downstream raw materials:

2-hydroxy-5-iodobenzoic acid

methyl 2-acetoxy-5-iodobenzoate

methyl 2-hydroxy-5-((trimethylsilyl)ethynyl)salicylate

methyl 5-iodo-2-(propan-2-yloxy)benzoate