4-Chloro-2-iodobenzoic acid

Base Information

• Chemical Name: 4-Chloro-2-iodobenzoic acid
• CAS No.: 13421-13-1
• Molecular Formula: C7H4ClIO2
• Molecular Weight: 282.465
• Hs Code.: 29163990
• European Community (EC) Number: 675-671-1
• DSSTox Substance ID: DTXSID20158597
• Nikkaji Number: J2.660.713B
• Wikidata: Q72452407
• Mol file: 13421-13-1.mol

Synonyms:4-Chloro-2-iodobenzoic acid;13421-13-1;4-Chloro-2-iodobenzoicacid;Benzoic acid, 4-chloro-2-iodo-;2-iodo-4-chlorobenzoic acid;MFCD00060676;SCHEMBL499643;4-Chloro-2-iodo-benzoic acid;DTXSID20158597;4-Chloro-2-iodobenzoic acid, 97%;CL8112;AKOS000137899;CS-W008018;GS-3484;NCGC00338306-01;AC-26021;SY034455;AM20061155;C2604;FT-0600359;EN300-39537;A20214;AB01330739-02;J-006500;J-514952;Z239685216

Chemical Property of 4-Chloro-2-iodobenzoic acid

Chemical Property:

• Vapor Pressure: 2.62E-05mmHg at 25°C
• Melting Point: 163-167 °C(lit.)
• Refractive Index: 1.673
• Boiling Point: 343.8 °C at 760 mmHg
• PKA: 2.63±0.10(Predicted)
• Flash Point: 161.7 °C
• PSA: 37.30000
• Density: 2.077 g/cm³
• LogP: 2.64280
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.7
• 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:

98%,99%, ^*data from raw suppliers

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

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)I)C(=O)O
• Uses: 4-Chloro-2-iodobenzoic acid may be used to synthesize:6-chloro-3-(4-methoxyphenyl)-1H-isochromen-1-one(Z)-3-benzylidene-5-chloroisobenzofuran-1(3H)-one6-chloro-3-pentyl-1H-isochromen-1-one4-chloro-2-iodobenzophenone

Technology Process of 4-Chloro-2-iodobenzoic acid

There total 5 articles about 4-Chloro-2-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: 60.0%

2-Amino-4-chlorobenzoic acid (89-77-0) → 4-chloro-2-iodobenzoic acid (13421-13-1)

Guidance literature:

2-Amino-4-chlorobenzoic acid; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.0833333h;

With potassium iodide; In water; at 0 - 90 ℃;

DOI:10.1016/j.tet.2005.09.143

Reference yield: 56.0%

para-chlorobenzoic acid (74-11-3) → 4-chloro-2-iodobenzoic acid (13421-13-1)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; iodine; silver(I) acetate; triethylamine; at 23 ℃; for 18h; regioselective reaction; Sealed tube;

DOI:10.1002/chem.202002204

Reference yield:

4-chloro-2-nitro-benzoic acid (6280-88-2) → 4-chloro-2-iodobenzoic acid (13421-13-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / PtO₂ / methanol

2: (i) NaNO₂, aq. HCl, (ii) KI, aq. H₂SO₄

With hydrogen; platinum(IV) oxide; In methanol;

upstream raw materials:

4-chloro-2-iodotoluene

2-Amino-4-chlorobenzoic acid

4-chloro-2-nitro-benzoic acid

para-chlorobenzoic acid

Downstream raw materials:

4-Chloro-2-(4-ethoxycarbonyl-phenoxy)-benzoic acid

N-allyl-4-chloro-N-cyclopentyl-2-iodobenzamide

N,N-diallyl-4-chloro-2-iodobenzamide

N-(2-(tert-butylamino)-1-(1H-imidazol-4-yl)-2-oxoethyl)-4-chloro-2-iodo-N-(4-methoxybenzyl)benzamide

Refernces

• 1、 Duangjan, Chanikan,Rukachaisirikul, Vatcharin,Saithong, Saowanit,Kaeobamrung, Juthanat. "Copper-catalyzed domino reaction of carbodiimides and benzoic acid derivatives for the synthesis of quinazolinediones". supporting information. p. 3537 - 3540. Retrieved 2018/08/29.
• 2、 -. "SUBSTITUTED AZADIBENZOCYCLOOCTYNE COMPOUNDS AND THEIR USE IN METAL-FREE CLICK REACTIONS". Page/Page column 27. . Retrieved 2014/12/12.