3839-22-3

Basic information

• Product Name: 2-CYANOBENZOIC ACID
• Synonyms: Benzoic acid, 2-cyano-;2-CARBOXYBENZONITRILE;2-CYANOBENZOIC ACID;RARECHEM AL BE 0698;O-CYANOBENZOIC ACID;TIMTEC-BB SBB008461;2-Cyano Benzoic Acid o-Cyano Benzoic Acid;Benzoic acid, 2-cyano- (9CI)
• CAS NO: 3839-22-3
• Molecular Formula: C₈H₅NO₂
• Molecular Weight: 147.13
• Product Categories: CARBOXYLICACID;C8;Carbonyl Compounds;Carboxylic Acids
• Mol File: 3839-22-3.mol
• Article Data: 47

Chemical Properties

• Melting Point: 212 °C(lit.)
• Boiling Point: 341.9 °C at 760 mmHg
• Flash Point: 160.5 °C
• Appearance: Clear colorless to light yellow or white to pale yellow/Liquid or Low Melting Solid
• Density: 1.32g/cm³
• Vapor Pressure: 3.01E-05mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Sparingly), Methanol (Slightly)
• PKA: pK1:3.14 (25°C)
• CAS DataBase Reference: 2-CYANOBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CYANOBENZOIC ACID(3839-22-3)
• EPA Substance Registry System: 2-CYANOBENZOIC ACID(3839-22-3)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39-36
• RIDADR: 3439
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 3839-22-3(Hazardous Substances Data)

Usage

Description

2-Cyanobenzoic acid is an organic compound with the chemical formula C8H5NO2. It is a white crystalline solid that is soluble in water and has a molecular weight of 151.14 g/mol. It is a derivative of benzoic acid, with a cyano group (C≡N) attached to the 2nd position of the benzene ring. 2-CYANOBENZOIC ACID is known for its versatile chemical properties and is widely used in various chemical reactions and applications.

Uses

Used in Pharmaceutical Industry:
2-Cyanobenzoic acid is used as a reactant in the synthesis of T-box riboswitch antiterminator RNA-binding oxazolidinone derivatives, which have potential applications in the development of new drugs targeting RNA-based regulatory mechanisms in various diseases.
Used in Chemical Industry:
2-Cyanobenzoic acid is used as a reactant in the synthesis of Benzoate modified β-cyclodextrin derivatives. These derivatives have potential applications in various fields, such as drug delivery, supramolecular chemistry, and the development of new materials with unique properties.
Used in Pharmaceutical Industry:
2-Cyanobenzoic acid is used as a reactant in the synthesis of Pyrrolo[1,2-f]triazines, which are potential JAK2 inhibitors. JAK2 inhibitors have potential applications in the treatment of various inflammatory and autoimmune diseases, as well as certain types of cancer.
Used in Chemical Industry:
2-Cyanobenzoic acid is used as a reactant involved in decarboxylation, decarboxylative halogenation, and protodecarboxylation reactions. These reactions are important in the synthesis of various organic compounds and the development of new chemical processes.
Used in Chemical Industry:
2-Cyanobenzoic acid may be used to synthesize phthalamidine, a compound with potential applications in various fields, such as pharmaceuticals, agrochemicals, and materials science.

InChI:InChI=1/C8H5NO2/c9-5-6-3-1-2-4-7(6)8(10)11/h1-4H,(H,10,11)/p-1

Upstream product

• 88-95-9 Phthaloyl dichloride 
• 7468-67-9 o-formylbenzonitrile 
• 529-19-1 2-Methylbenzonitrile 
• 7664-93-9 sulfuric acid 
• 216585-42-1 phenyl 2-cyanobenzoate 
• 119-67-5 o-carboxybenzaldehyde 
• 6383-59-1 2-((hydroxyimino)methyl)benzoic acid 
• 523-24-0 diammonium phthalate 
• 86-56-6 N,N-dimethyl-1-naphthalenamine 
• 87944-74-9 5-Methyl-3-(o-tolyl)-1,2,4-oxadiazole 
• 7321-55-3 2,2-dimethylmalononitrile 
• 88-65-3 2-bromobenzoic-acid 
• 124-38-9 carbon dioxide 
• 100-47-0 benzonitrile 

Downstream Products

• 88-97-1 phthalamic acid 
• 27611-63-8 2-Cyanobenzoyl chloride 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 480-91-1 oxisoindole 
• 10017-39-7 (2-benzylamino)carboxylic acid hydrochloride 
• 886539-48-6 (O-2-cyanobenzoyl)-4-methylphenyl amidoxime 
• 159589-69-2 4'-[(2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)carbonyl]-2-cyanobenzanilide 
• 100-02-7 4-nitro-phenol 
• 25832-66-0 o-cyanobenzoic acid, sodium salt 
• 26487-08-1 2-cyano-N,N-dimethylbenzamide 

Relevant articles and documents

Base mediated spirocyclization of quinazoline: One-step synthesis of spiro-isoindolinone dihydroquinazolinones

A novel approach for the spiro-isoindolinone dihydroquinazolinones has been demonstrated from 2-aminobenzamide and 2-cyanomethyl benzoate in the presence of KHMDS as a base to get moderate yields. The reaction has been screened in various bases followed by solvents and a gram scale reaction has also been executed under the given conditions. Based on the controlled experiments a plausible reaction mechanism has been proposed. Further the substrate scope of this reaction has also been studied.

Stepwise benzylic oxygenation via uranyl-photocatalysis

Stepwise oxygenation at the benzylic position (1°, 2°, 3°) of aromatic molecules was comprehensively established under ambient conditions via uranyl photocatalysis to produce carboxylic acids, ketones, and alcohols, respectively. The accuracy of the stepwise oxygenation was ensured by the tunability of catalytic activity in uranyl photocatalysis, which was adjusted by solvents and additives demonstrated through Stern–Volmer analysis. Hydrogen atom transfer between the benzylic position and the uranyl catalyst facilitated oxygenation, further confirmed by kinetic studies. Considerably improved efficiency of flow operation demonstrated the potential for industrial synthetic application.

Photoinduced FeCl3-Catalyzed Alkyl Aromatics Oxidation toward Degradation of Polystyrene at Room Temperature?

While polystyrene is widely used in daily life as a synthetic plastic, the subsequently selective degradation is still very challenging and highly required. Herein, we disclose a highly practical and selective reaction for the catalytically efficient oxidation of alkyl aromatics (including 1°, 2°, and 3° alkyl aromatics) to carboxylic acids. While dioxygen was used as the sole terminal oxidant, this protocol was catalyzed by the inexpensive and readily available ferric compound (FeCl3) with irradiation of visible light (blue LEDs) under only 1 atmosphere of O2 at room temperature. This system could further facilitate the selective degradation of polystyrene to benzoic acid, providing an important and practical tool to generate high-value chemical from abundant polystyrene wastes.