2-Iodo-6-methoxybenzoic acid

Base Information

• Chemical Name: 2-Iodo-6-methoxybenzoic acid
• CAS No.: 66195-39-9
• Molecular Formula: C8H7IO3
• Molecular Weight: 278.046
• Hs Code.: 2918990090
• European Community (EC) Number: 894-658-3
• DSSTox Substance ID: DTXSID00479070
• Nikkaji Number: J2.287.147A
• Wikidata: Q72483764
• Mol file: 66195-39-9.mol

Synonyms:2-IODO-6-METHOXYBENZOIC ACID;66195-39-9;2-odo-6-ethoxybenzoic acid;MFCD13562947;2-Iodo-6-methoxybenzoicacid;SCHEMBL1802057;DTXSID00479070;RFRQKFYMMXFZNQ-UHFFFAOYSA-N;AKOS015853665;AS-59361;SY034401;BB 0262308;CS-0044403;FT-0735274;EN300-1692189;A867509;Z1269175202

Chemical Property of 2-Iodo-6-methoxybenzoic acid

Chemical Property:

• Melting Point: 129-131℃
• Boiling Point: 351℃
• PKA: 2.75±0.10(Predicted)
• Flash Point: 166℃
• PSA: 46.53000
• Density: 1.878
• LogP: 1.99800
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• 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:

98% ^*data from raw suppliers

2-Iodo-6-methoxybenzoic acid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=CC=C1)I)C(=O)O

Technology Process of 2-Iodo-6-methoxybenzoic acid

There total 7 articles about 2-Iodo-6-methoxybenzoic 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: 85.0%

6-methoxyanthranilic acid (53600-33-2) → N-benzyl-2-iodo-6-methoxybenzamide (66195-39-9)

Guidance literature:

6-methoxyanthranilic acid; With hydrogenchloride; sodium nitrite; In water; acetone; at 0 ℃; for 0.5h;

With potassium iodide; In water; acetone; at 90 ℃; for 6h;

DOI:10.1016/j.bmc.2019.03.060

Reference yield: 46.0%

2-Methoxybenzoic acid (579-75-9) → N-benzyl-2-iodo-6-methoxybenzamide (66195-39-9)

Guidance literature:

2-Methoxybenzoic acid; With (E)-N,N,N′,N′-tetramethylethene-1,2-diamine; sec.-butyllithium; In tetrahydrofuran; at -78 ℃; for 2h;

With iodine; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/ol0530427

Reference yield:

3-Iodophenol (626-02-8) → N-benzyl-2-iodo-6-methoxybenzamide (66195-39-9)

Guidance literature:

Multi-step reaction with 3 steps

1: Ca(OH)2, Na₂CO₃, aq. NaOH

2: Ag₂O, aq. NaOH

3: aq. NaOH

With calcium hydroxide; sodium hydroxide; sodium carbonate; silver(l) oxide;

DOI:10.1248/cpb.11.123

upstream raw materials:

2-iodo-6-methoxybenzaldehyde

6-methoxyanthranilic acid

Methyl 2-hydroxy-6-iodobenzoate

dimethyl sulfate

Downstream raw materials:

8-methoxy-3-methyl-1H-isochromen-1-one

2-iodo-6-methoxybenzamide

Methyl 2-hydroxy-6-iodobenzoate

methyl 2-hydroxy-6-iodobenzoate

Refernces

• 1、 Huang, Chao,Xiong, Juan,Guan, Hui-Da,Wang, Chang-Hong,Lei, Xinsheng,Hu, Jin-Feng. "Discovery, synthesis, biological evaluation and molecular docking study of (R)-5-methylmellein and its analogs as selective monoamine oxidase A inhibitors". . p. 2027 - 2040. Retrieved 2019/04/10.
• 2、 Li, Ke-Jian,Qu, Ren-Yu,Liu, Yu-Chao,Yang, Jing-Fang,Devendar, Ponnam,Chen, Qiong,Niu, Cong-Wei,Xi, Zhen,Yang, Guang-Fu. "Design, Synthesis, and Herbicidal Activity of Pyrimidine-Biphenyl Hybrids as Novel Acetohydroxyacid Synthase Inhibitors". . p. 3773 - 3782. Retrieved 2018/04/23.