3-Iodo-4-(methoxycarbonyl)benzoic acid

Base Information

• Chemical Name: 3-Iodo-4-(methoxycarbonyl)benzoic acid
• CAS No.: 299173-24-3
• Molecular Formula: C9H7IO4
• Molecular Weight: 306.057
• Hs Code.: 2918990090
• European Community (EC) Number: 690-565-5
• DSSTox Substance ID: DTXSID90572988
• Nikkaji Number: J3.328.161G
• Wikidata: Q82461541
• Mol file: 299173-24-3.mol

Synonyms:3-Iodo-4-(methoxycarbonyl)benzoic acid;299173-24-3;1-Methyl 2-iodoterephthalate;3-iodo-4-methoxycarbonylbenzoic acid;2-Iodo-terephthalic acid 1-methyl ester;3-Iodo-4-(methoxycarbonyl)benzoicacid;SCHEMBL977599;DTXSID90572988;AGYGRJJIWDNTLI-UHFFFAOYSA-N;ZLA17324;1-Methyl 2-iodoterephthalate, 90%;MFCD06798132;AKOS015966973;SS-5221;SY312064;CS-0365906;10.14272/AGYGRJJIWDNTLI-UHFFFAOYSA-N.1;A876357;doi:10.14272/AGYGRJJIWDNTLI-UHFFFAOYSA-N.1;J-017690

Chemical Property of 3-Iodo-4-(methoxycarbonyl)benzoic acid

Chemical Property:

• Vapor Pressure: 8.07E-07mmHg at 25°C
• Melting Point: 161-165 °C (lit.)
• Boiling Point: 391.1oC at 760 mmHg
• Flash Point: 190.4oC
• PSA: 63.60000
• Density: 1.89g/cm3
• LogP: 1.77600
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 305.93891
• Heavy Atom Count: 14
• Complexity: 241

Purity/Quality:

99%min ^*data from raw suppliers

1-Methyl 2-iodoterephthalate 90% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Iodo-4-(methoxycarbonyl)benzoic acid

There total 2 articles about 3-Iodo-4-(methoxycarbonyl)benzoic acid 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: 82.0%

1-methyl-2-aminoterephthalate (60728-41-8) → [3-iodo-4-(methoxycarbonyl)]benzoic acid (299173-24-3)

Guidance literature:

1-methyl-2-aminoterephthalate; With hydrogenchloride; sodium nitrite; In water; for 0.5h; Cooling with ice;

With potassium iodide; In water; at -15 - 20 ℃; for 4h;

DOI:10.1039/c5ob00372e

Reference yield: 59.9%

dimethyl 2-iodoterephthalate (165534-79-2) → [3-iodo-4-(methoxycarbonyl)]benzoic acid (299173-24-3)

Guidance literature:

With lithium hydroxide; In methanol; water; at 20 ℃; for 3.33333h;

Reference yield: 100.0%

[3-iodo-4-(methoxycarbonyl)]benzoic acid (299173-24-3) → 4-carbomethoxy-3-iodobenzoyl chloride (299173-15-2)

Guidance literature:

With thionyl chloride; In dichloromethane; N,N-dimethyl-formamide; for 2h; Heating;

upstream raw materials:

dimethyl 2-iodoterephthalate

1-methyl-2-aminoterephthalate

Downstream raw materials:

4-carbomethoxy-3-iodobenzoyl chloride

3-(diphenylphosphino)-4-(methoxycarbonyl)benzoic acid

4-(aminocarbonyl)-3-iodobenzoic acid

N⁴-(2-furylmethyl)-2-iodoterephthalamide

Refernces

• 1、 Yokoi, Taiki,Tanimoto, Hiroki,Ueda, Tomomi,Morimoto, Tsumoru,Kakiuchi, Kiyomi. "Site-Selective Conversion of Azido Groups at Carbonyl α-Positions to Diazo Groups in Diazido and Triazido Compounds". . p. 12103 - 12121. Retrieved 2018/10/09.
• 2、 -. "MASSIVE PARALLEL METHOD FOR DECODING DNA AND RNA". Paragraph 0038; 0145. . Retrieved 2016/12/16.