2-Iodobenzoic acid

Base Information

• Chemical Name: 2-Iodobenzoic acid
• CAS No.: 88-67-5
• Molecular Formula: C7H5IO2
• Molecular Weight: 248.02
• Hs Code.: 29163900
• European Community (EC) Number: 201-850-7,695-036-2
• NSC Number: 3772
• UNII: 7Q00V80J7Q
• DSSTox Substance ID: DTXSID6058976
• Nikkaji Number: J38.418F
• Wikipedia: 2-Iodobenzoic_acid
• Wikidata: Q2535469
• Metabolomics Workbench ID: 66949
• ChEMBL ID: CHEMBL112424
• Mol file: 88-67-5.mol

Synonyms:2-(Iodo-(125)I)-benzoic acid;USAF EK-572;o-Iodobenzoic acid;Benzoic acid, o-iodo-;Kyselina o-jodbenzoova [Czech];benzoic acid, 2-iodo-;

Chemical Property of 2-Iodobenzoic acid

Chemical Property:

• Appearance/Colour: white crystal powder
• Vapor Pressure: 0.000205mmHg at 25°C
• Melting Point: 160-164 2 °C
• Boiling Point: 313.9 °C at 760 mmHg
• PKA: 2.85(at 25℃)
• Flash Point: 143.6 °C
• PSA: 37.30000
• Density: 1.999 g/cm³
• LogP: 1.98940
• Storage Temp.: Refrigerator
• Sensitive.: Light Sensitive
• Solubility.: Soluble in dimethyl sulfoxide and methanol
• Water Solubility.: sparingly soluble
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 247.93343
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

2-Iodobenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41-36/37/38-20/21/22
• Safety Statements: 26-39-24/25-22-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Benzoic Acid Derivatives
• Canonical SMILES: C1=CC=C(C(=C1)C(=O)O)I
• Description: 2-iodobenzoic acid and its derivatives are important pharmaceutical and chemical raw materials, which are necessary for the synthesis of various high-iodine reagents. It is commonly used as a precursor for the synthesis of 2-Iodoxybenzoic acid (IBX) and Dess-Martin peridinane, which are used as mild oxidants. It is also used in Suziki reaction.
• Uses: Reagent for detection of sulfhydryl groups in proteins. 2-Iodobenzoic acid acts as a precursor in the preparation of 2-Iodoxybenzoic acid (IBX) and Dess-Martin periodinane, which finds application as an oxidizing agent in synthetic chemistry. It is also used in Suzuki reaction.

Technology Process of 2-Iodobenzoic acid

There total 102 articles about 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: 100.0%

C21H15IO3 → 2-Iodobenzoic acid (88-67-5)

Guidance literature:

With potassium phosphate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ascorbic acid; In water; acetonitrile; at 20 ℃; for 1h; Irradiation;

DOI:10.1021/acscatal.7b02117

Reference yield: 100.0%

1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione (61717-82-6) → 2-Iodobenzoic acid (88-67-5)

Guidance literature:

With iodine; trifluoroacetic acid; 1,3,5-trimethyl-benzene; In acetonitrile;

DOI:10.1021/jo9007892

Reference yield: 99.0%

2-iodobenzaldehyde (26260-02-6) → 2-Iodobenzoic acid (88-67-5)

Guidance literature:

With potassium permanganate; tetrabutylammomium bromide; water; In dichloromethane; acetone; at 20 ℃; for 24h;

DOI:10.1002/ejoc.202001120

upstream raw materials:

m-iodonitrobenzene

potassium cyanide

ortho-methylphenyl iodide

1,2-Diiodobenzene

Downstream raw materials:

1-acetoxy-1,2-benziodoxol-3-one

9-(2-iodo-phenyl)-acridine

2-(2-iodophenyl)-1H-benzo[d]imidazole

2-(4-chloro-phenoxy)-benzoic acid

Refernces

• 1、 Wu, Chaolong,Yao, Xiaoquan,Yu, Min,Zhou, Li,Zhu, Li. "Aerobic oxidation of aldehydes to carboxylic acids catalyzed by recyclable ag/c3 n4 catalyst". . p. 167 - 175. Retrieved 2021/03/19.
• 2、 Shimbo, Daisuke,Maruyama, Toshifumi,Tada, Norihiro,Itoh, Akichika. "N-Alkenylation of hydroxamic acid derivatives with ethynyl benziodoxolone to synthesizecis-enamides through vinyl benziodoxolones". supporting information. p. 2442 - 2447. Retrieved 2021/04/02.