13421-00-6

Basic information

• Product Name: 5-Chloro-2-iodobenzoic acid
• Synonyms: 5-CHLORO-2-IODOBENZOIC ACID;BUTTPARK 100\07-48;2-Iodo-5-chlorobenzoic acid;5-Chloro-2-iodobnezoic Acid;Benzoic acid, 5-chloro-2-iodo-
• CAS NO: 13421-00-6
• Molecular Formula: C₇H₄ClIO₂
• Molecular Weight: 282.46293
• Product Categories: Benzoic acid;Acids & Esters;Chlorine Compounds;Iodine Compounds
• Mol File: 13421-00-6.mol
• Article Data: 10

Chemical Properties

• Melting Point: 172-174°C
• Boiling Point: 336.352 °C at 760 mmHg
• Flash Point: 157.22 °C
• Appearance: /
• Density: 2.077 g/cm³
• Vapor Pressure: 4.42E-05mmHg at 25°C
• Refractive Index: 1.673
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 2.49±0.10(Predicted)
• CAS DataBase Reference: 5-Chloro-2-iodobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-2-iodobenzoic acid(13421-00-6)
• EPA Substance Registry System: 5-Chloro-2-iodobenzoic acid(13421-00-6)

Safety Data

• Statements: 36/37/38-41
• Safety Statements: 26-36/37/39-39-28
• Hazardous Substances Data: 13421-00-6(Hazardous Substances Data)

Usage

General Description

5-Chloro-2-iodobenzoic acid is a chemical compound with the molecular formula C7H4ClIO2. It is a derivative of benzoic acid, and it consists of a benzene ring with a chlorine atom in the 5 position and an iodine atom in the 2 position. 5-Chloro-2-iodobenzoic acid is commonly used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and organic compounds. It is also utilized in the preparation of building blocks for the synthesis of complex molecules. Additionally, 5-Chloro-2-iodobenzoic acid has been studied for its potential biological and medicinal properties, including its anti-proliferative and anti-inflammatory effects. Due to its versatile applications, this chemical compound is of interest to researchers and industries involved in drug discovery and chemical synthesis.

InChI:InChI=1/C7H4ClIO2/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,(H,10,11)

Upstream product

• 23399-70-4 4-chloro-1-iodo-2-methylbenzene 
• 683238-56-4 2-ethyl-4-chloro-1-iodo-benzene 
• 635-21-2 5-chloroanthranilic acid 
• 7697-37-2 nitric acid 
• 30273-39-3 2-Ethyl-4-chloroaniline 
• 535-80-8 3-chlorobenzoate 

Downstream Products

• 54435-13-1 5-chloro-2-(4-fluorophenylthio)benzoic acid 
• 82341-38-6 5-Chloro-2-(4-ethoxycarbonyl-phenoxy)-benzoic acid 
• 91527-95-6 5-chloro-2-(4-isopropylphenylthio)benzoic acid 
• 54435-12-0 5-Chloro-2-(3-fluoro-phenylsulfanyl)-benzoic acid 
• 13421-01-7 5-chloro-2-(phenylsulfanyl)benzoic acid 
• 82386-90-1 5-chloro-2-iodobenzyl alcohol 
• 1185288-09-8 5-chloro-2-(9-ethyl-9H-carbazol-3-ylamino)benzoic acid 
• 1185288-31-6 5-chloro-2-(9-ethyl-9H-carbazol-3-yloxy)benzoic acid 
• 1262282-51-8 5-chloro-N-methoxy-N-methyl-2-(phenylethynyl)benzamide 
• 1262282-69-8 (E)-6-chloro-3-[chloro(phenyl)methylene]isobenzofuran-1(3H)-one 
• 869366-05-2 5-chloro-2-iodo-N-methoxy-N-methylbenzamide 
• 364728-00-7 5-chloro-2-[[1-(2-pyridinyl)-1H-pyrazol-5-yl]amino]benzoic acid 
• 13421-04-0 (5-Chloro-2-phenylsulfanyl-phenyl)-acetonitrile 
• 13420-71-8 2-<5-chloro-2-(4-chlorophenylthio)phenyl>acetic acid 

Relevant articles and documents

IrIII-Catalyzed Selective ortho-Monoiodination of Benzoic Acids with Unbiased C?H Bonds

An iridium-catalyzed selective ortho-monoiodination of benzoic acids with two equivalent C?H bonds is presented. A wide range of electron-rich and electron-poor substrates undergo the reaction under mild conditions, with >20:1 mono/di selectivity. Importantly, the C?H iodination occurs selectively ortho to the carboxylic acid moiety in substrates bearing competing coordinating directing groups. The reaction is performed at room temperature and no inert atmosphere or exclusion of moisture is required. Mechanistic investigations revealed a substrate-dependent reversible C?H activation/protodemetalation step, a substrate-dependent turnover-limiting step, and the crucial role of the AgI additive in the deactivation of the iodination product towards further reaction.

2-Iodo-N-isopropyl-5-methoxybenzamide as a highly reactive and environmentally benign catalyst for alcohol oxidation

Several N-isopropyliodobenzamides were evaluated as catalysts for the oxidation of benzhydrol to benzophenone in the presence of Oxone (2KHSO5·KHSO4·K2SO4) as a co-oxidant at room temperature. A study on the substituent effect of the benzene ring of N-isopropyl-2-iodobenzamide on the oxidation revealed that its reactivity increased in the following order of substitution: 5-NO2 2Me, 3-OMe 5-OAc 5-Cl H, 4-OMe 5-Me 5-OMe. The oxidation of various benzylic and aliphatic alcohols using a catalytic amount of the most reactive 5-methoxy derivative successfully resulted in moderate to excellent yields of the corresponding carbonyl compounds. The high reactivity of the 5-methoxy derivative at room temperature is a result of the rapid generation of the pentavalent species from the trivalent species during the reaction. 5-Methoxy-2-iodobenzamide would be an efficient and environmentally benign catalyst for the oxidation of alcohols, especially benzylic alcohols.

Copper-Catalyzed C(sp3)-S Bond and C(sp2)-S Bond Cross-Coupling of 2-(2-Iodobenzoyl) Substituted or 2-(2-Iodobenzyl) Substituted 1,2,3,4-Tetrahydroisoquinolines with Potassium Sulfide: Synthesis of Isoquinoline-Fused 1,3-Benzothiazine Scaffolds

The sulfuration reaction of 2-(2-iodobenzoyl) substituted, or 2-(2-iodobenzyl) substituted 1,2,3,4-tetrahydroisoquinolines with potassium sulfide proceeded in the presence of copper catalysts to give tetrahydroisoquinoline-fused 1,3-benzothiazine scaffolds in moderate to appropriate yields. This protocol provided an efficient and simple strategy to construct the corresponding benzothiazine derivatives via formation of C(sp3)-S bond and C(sp2)-S bond, which the C-S bonds formed via different routes in this reaction (traditional cross-coupling reaction via the cleavage of C-I bond and oxidative cross-coupling reaction via C(sp3)-H bond functionalization).