Dimethyl 2-iodobenzene-1,3-dicarboxylate

Base Information

• Chemical Name: Dimethyl 2-iodobenzene-1,3-dicarboxylate
• CAS No.: 106589-18-8
• Molecular Formula: C10H9 I O4
• Molecular Weight: 320.084
• Hs Code.: 2917399090
• DSSTox Substance ID: DTXSID70559954
• Nikkaji Number: J1.997.935K
• Wikidata: Q82442854
• Mol file: 106589-18-8.mol

Synonyms:106589-18-8;Dimethyl 2-iodoisophthalate;Dimethyl 2-iodobenzene-1,3-dicarboxylate;2-IODO-ISOPHTHALIC ACID DIMETHYL ESTER;1,3-Benzenedicarboxylicacid, 2-iodo-, 1,3-dimethyl ester;SCHEMBL2842204;DTXSID70559954;AKOS015967593;CS-0376369;A936835

Chemical Property of Dimethyl 2-iodobenzene-1,3-dicarboxylate

Chemical Property:

• Vapor Pressure: 0.000291mmHg at 25°C
• Refractive Index: 1.584
• Boiling Point: 321.8°C at 760 mmHg
• Flash Point: 148.4°C
• PSA: 52.60000
• Density: 1.708g/cm³
• LogP: 1.86440
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 319.95456
• Heavy Atom Count: 15
• Complexity: 230

Purity/Quality:

98.5% ^*data from raw suppliers

2-IODO-ISOPHTHALIC ACID DIMETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Dimethyl 2-iodobenzene-1,3-dicarboxylate

There total 4 articles about Dimethyl 2-iodobenzene-1,3-dicarboxylate 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: 100.0%

methanol (67-56-1) + 2-iodo-1,3-benzenedicarbonyl dichloride (2902-66-1) → Dimethyl 2-iodoisophthalate (106589-18-8)

Guidance literature:

for 15h; Reflux; Inert atmosphere;

DOI:10.1021/acs.orglett.9b04575

Reference yield: 90.0%

methanol (67-56-1) + 2-iodoyl-1,3-benzenedicarboxylic acid (2902-65-0) → Dimethyl 2-iodoisophthalate (106589-18-8)

Guidance literature:

With thionyl chloride; at 60 ℃;

DOI:10.1016/j.tetlet.2014.03.034

Reference yield:

2-aminoisophthalic acid (39622-79-2) → Dimethyl 2-iodoisophthalate (106589-18-8)

Guidance literature:

Multi-step reaction with 2 steps

1: Diazotization_.man erhitzt die Diazoniumsalz-Loesung mit Jod-Kaliumjodid-Loesung auf 80grad

2: hydrogen chloride

With hydrogenchloride;

upstream raw materials:

methanol

2-iodoyl-1,3-benzenedicarboxylic acid

2-iodo-1,3-benzenedicarbonyl dichloride

2-aminoisophthalic acid

Downstream raw materials:

3-cyano-2-iodobenzoic acid

methyl 3-cyano-2-iodobenzoate

3-Chlorocarbonyl-2-iodo-benzoic acid methyl ester

methyl 3-carbamoyl-2-iodobenzoate

Refernces

• 1、 Zhdankin, Viktor V.,Koposov, Alexey Y.,Litvinov, Dmitry N.,Ferguson, Michael J.,McDonald, Robert,Luu, Thanh,Tykwinski, Rik R.. "Esters of 2-iodoxybenzoic acid: Hypervalent iodine oxidizing reagents with a pseudobenziodoxole structure". . p. 6484 - 6491. Retrieved 2005.
• 2、 Gao, Wen-Chao,Zhang, Chi. "Synthesis, characterization, and initial reaction study of two new bicyclic hypervalent iodine(III) reagents". . p. 2687 - 2690. Retrieved 2014/05/06.