Methyl 4-hydroxy-3-iodobenzoate

Base Information

• Chemical Name: Methyl 4-hydroxy-3-iodobenzoate
• CAS No.: 15126-06-4
• Molecular Formula: C8H7IO3
• Molecular Weight: 278.046
• Hs Code.: 2918290000
• European Community (EC) Number: 628-575-9
• DSSTox Substance ID: DTXSID00463111
• Nikkaji Number: J2.107.363F
• Wikidata: Q72491324
• Mol file: 15126-06-4.mol

Synonyms:Methyl 4-hydroxy-3-iodobenzoate;15126-06-4;Methyl4-hydroxy-3-iodobenzoate;Methyl 4-hydroxy-3-iodo-benzoate;Benzoic acid, 4-hydroxy-3-iodo-, methyl ester;methyl 3-iodo-4-hydroxybenzoate;4-Hydroxy-3-iodobenzoic acid methyl ester;4-Hydroxy-3-iodo-benzoic acid methyl ester;methyl 3-iodanyl-4-oxidanyl-benzoate;MFCD05664378;98T;4-Hydroxy-3-iodo-benzoicacidmethylester;SCHEMBL944597;Methyl 4-hydroxy-3-iodbenzoate;Methyl-4-hydroxy-3-iodobenzoate;PXNOLLHARLSLHY-UHFFFAOYSA-;DTXSID00463111;PXNOLLHARLSLHY-UHFFFAOYSA-N;AKOS015852055;AC-1788;CS-W019910;PB40789;Methyl 4-hydroxy-3-iodobenzoate, 97%;SY021487;A3328;AM20030032;FT-0600139;EN300-125735;J-008794;J-522355;InChI=1/C8H7IO3/c1-12-8(11)5-2-3-7(10)6(9)4-5/h2-4,10H,1H3

Chemical Property of Methyl 4-hydroxy-3-iodobenzoate

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 0.00103mmHg at 25°C
• Melting Point: 155-159 °C
• Refractive Index: 1.633
• Boiling Point: 292.7 °C at 760 mmHg
• PKA: 6.91±0.18(Predicted)
• Flash Point: 130.8 °C
• PSA: 46.53000
• Density: 1.88 g/cm³
• LogP: 1.78340
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• XLogP3: 2.1
• 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 4-hydroxy-3-iodobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 4-hydroxy-3-iodobenzoate

There total 14 articles about Methyl 4-hydroxy-3-iodobenzoate 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%

methyl 4-hydroxy-3,5-diiodobenzoate (3337-66-4) → methyl 3-iodo-4-hydroxybenzoate (15126-06-4)

Guidance literature:

With sodium hydrogen telluride; acetic acid; In ethanol; for 4h; Heating;

DOI:10.1021/jo972240b

Reference yield: 90.3%

methyl 4-hydroxylbenzoate (99-76-3,156291-94-0) → methyl 3-iodo-4-hydroxybenzoate (15126-06-4)

Guidance literature:

With Iodine monochloride; In acetic acid; at 20 - 65 ℃; for 21.6667h;

Reference yield: 76.0%

methyl 3,5-diiodo-4-methoxybenzoate (4253-10-5) → 3-iodo-4-methoxy-benzoic acid methyl ester (35387-93-0) + methyl 3-iodo-4-hydroxybenzoate (15126-06-4)

Guidance literature:

With sodium hydrogen telluride; acetic acid; In ethanol; for 4h; Yields of byproduct given; Heating;

DOI:10.1021/jo972240b

upstream raw materials:

methanol

4-hydroxy-3-iodobenzoic acid

methyl 4-hydroxylbenzoate

diphenyl ditelluride

Downstream raw materials:

2-t-butyl-benzofuran-5-carboxylic acid, methyl ester

methyl 2-phenylbenzo[b]furan-5-carboxylate

methyl 2-(2-hydroxypropan-2-yl)benzofuran-5-carboxylate

3-iodo-4-[2-oxo-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-ethoxy]benzoic acid methyl ester

Refernces

Palladium nanoparticles catalyzed synthesis of benzofurans by a domino approach

10.1055/s-0034-1380463

The research explores the use of palladium nanoparticles (PdNPs) as a catalyst for the one-pot synthesis of benzofurans via Sonogashira cross-coupling reactions under ambient conditions. The purpose of this study is to develop an efficient and sustainable method for synthesizing benzofurans, which are important for their biological activities and presence in natural products. The researchers used ligand-free palladium nanoparticles stabilized by coordinating solvents, along with triphenylphosphine as a co-ligand and potassium carbonate (K2CO3) as a base. The key chemicals involved include methyl 4-hydroxy-3-iodobenzoate, 3-Tolylboronic acid, 2-iodophenol, various aryl- and alkylacetylenes, and phenylacetylene. The study concludes that PdNPs effectively catalyze the synthesis of a variety of benzofurans with good yields and can be recycled for up to four cycles without significant loss of activity.