2-Chloro-6-iodobenzoic acid

Base Information

• Chemical Name: 2-Chloro-6-iodobenzoic acid
• CAS No.: 13420-63-8
• Molecular Formula: C7H4ClIO2
• Molecular Weight: 282.465
• Hs Code.: 2916399090
• European Community (EC) Number: 808-399-0
• DSSTox Substance ID: DTXSID60539361
• Nikkaji Number: J2.166.417K
• Wikidata: Q82415089
• Mol file: 13420-63-8.mol

Synonyms:2-Chloro-6-iodobenzoic acid;13420-63-8;2-Chloro-6-iodobenzoicacid;MFCD06808823;2-chloro-6-iodo-benzoic acid;SCHEMBL953775;DTXSID60539361;KNWHWEKCHWFXFZ-UHFFFAOYSA-N;AMY19676;BCP20548;2-Chloro-6-iodobenzoic acid, 95%;TD1015;AKOS005216807;CS-W019356;DS-5862;2-Chloro-6-iodobenzoic acid, AldrichCPR;SY103266;EN300-138845;Z1154247636

Chemical Property of 2-Chloro-6-iodobenzoic acid

Chemical Property:

• Melting Point: 147-149℃ (heptane ethyl acetate )
• Boiling Point: 333.6±27.0 °C(Predicted)
• PKA: 1.63±0.10(Predicted)
• PSA: 37.30000
• Density: 2.077±0.06 g/cm3(Predicted)
• LogP: 2.64280
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 281.89445
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

97% ^*data from raw suppliers

2-Chloro-6-iodobenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)I)C(=O)O)Cl
• Uses: The following building block was synthesized via a C-H activation method developed by Yu and coworkers. The method was incorporated using the Yu-Wasa Auxiliary (Aldrich 791806) and I2 as the sole oxidant for ortho-iodination from the corresponding benzoic acid derivative.

Technology Process of 2-Chloro-6-iodobenzoic acid

There total 4 articles about 2-Chloro-6-iodobenzoic 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: 98.0%

ortho-chlorobenzoic acid (118-91-2) → 2-chloro-6-iodobenzoic acid (13420-63-8)

Guidance literature:

With N-iodo-succinimide; [Ir(III)(η5-pentamethylcyclopentadienyl)(H2O)3](SO4); at 60 ℃; for 16h;

DOI:10.1021/acscatal.7b02987

Reference yield: 73.0%

2-chloro-6-aminobenzoic acid (2148-56-3) → 2-chloro-6-iodobenzoic acid (13420-63-8)

Guidance literature:

With hydrogenchloride; potassium iodide; sulfuric acid; sodium nitrite; In water;

Reference yield:

2-amino-6-chlorobenzoic acid hydrochloride (100960-33-6) → 2-chloro-6-iodobenzoic acid (13420-63-8)

Guidance literature:

Multistep reaction; (i) NaNO₂, aq. HCl, (ii) KI, aq. H₂SO₄;

upstream raw materials:

2-amino-6-chlorobenzoic acid hydrochloride

ortho-chlorobenzoic acid

2-chloro-6-aminobenzoic acid

Downstream raw materials:

2-Chloro-6-(2-hydroxymethyl-phenylsulfanyl)-benzoic acid

2-Chloro-6-<(2-chlorophenyl)thio>benzoic Acid

2-Chloro-6-phenylthiobenzoic acid

6-chloro-1-(p-toluenesulfonamido)-9H-thioxanthen-9-one