Dimethyl 4,5-diiodophthalate

Base Information

• Chemical Name: Dimethyl 4,5-diiodophthalate
• CAS No.: 67193-32-2
• Molecular Formula: C10H8I2O4
• Molecular Weight: 445.98
• DSSTox Substance ID: DTXSID201334181
• Mol file: 67193-32-2.mol

Synonyms:dimethyl 4,5-diiodophthalate;67193-32-2;SCHEMBL15903170;1,2-Benzenedicarboxylic acid, 4,5-diiodo-, dimethyl ester;DTXSID201334181

Chemical Property of Dimethyl 4,5-diiodophthalate

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 445.85120
• Heavy Atom Count: 16
• Complexity: 254

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(C=C1C(=O)OC)I)I

Technology Process of Dimethyl 4,5-diiodophthalate

There total 4 articles about Dimethyl 4,5-diiodophthalate 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: 86.0%

methanol (67-56-1) + 4,5-diiodobenzene-1,2-dicarboxylic acid (82679-28-5) → dimethyl 4,5-diiodo-1,2-benzenedicarboxylate (67193-32-2)

Guidance literature:

With thionyl chloride; at 20 ℃;

DOI:10.1021/jo202016v

Reference yield:

o-xylene (95-47-6) → dimethyl 4,5-diiodo-1,2-benzenedicarboxylate (67193-32-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium periodate; sulfuric acid; iodine / water / 70 °C

2.1: pyridine; potassium permanganate / water / 48 h / Reflux

2.2: Heating

2.3: pH 1 - 2

3.1: thionyl chloride / 20 °C

With pyridine; potassium permanganate; sodium periodate; thionyl chloride; sulfuric acid; iodine; In water;

DOI:10.1021/jo202016v

Reference yield:

1,2-diiodo-4,5-dimethyl-benzene (5182-67-2) → dimethyl 4,5-diiodo-1,2-benzenedicarboxylate (67193-32-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine; potassium permanganate / water / 48 h / Reflux

1.2: Heating

1.3: pH 1 - 2

2.1: thionyl chloride / 20 °C

With pyridine; potassium permanganate; thionyl chloride; In water;

DOI:10.1021/jo202016v

upstream raw materials:

methanol

4,5-diiodobenzene-1,2-dicarboxylic acid

o-xylene

1,2-diiodo-4,5-dimethyl-benzene

Downstream raw materials:

tetramethyl 4,4'-ethyne-1,2-diylbis(5-iodobenzene-1,2-di-carboxylate)

tetramethyl 5,5'-(4,5-bis(methoxycarbonyl)-1,2-phenylene)bis(ethyne-2,1-diyl)bis(4-iodophthalate)

C₄₈H₃₂O₁₆

4-ethynyl-5-iodophthalic acid dimethyl ester

Refernces