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

Uses

Different sources of media describe the Uses of 3839-22-3 differently. You can refer to the following data:
1. 2-Cyanobenzoic acid has been used as reactant in the synthesis of T-box riboswitch antiterminator RNA-binding oxazolidinone derivatives, Benzoate modified β-cyclodextrin derivatives and Pyrrolo[1,2-f]triazines for use as JAK2 inhibitors. As a reactant involved in decarboxylation, decarboxylative halogenation and protodecarboxylation.
2. 2-Cyanobenzoic acid may be used to synthesize phthalamidine.

General Description

2-Cyanobenzoic acid can be prepared from phthalic anhydride. Mass spectrophotometry, NMR, IR are extremely useful techniques to determine the ring-chain tautomeric equilibrium of 2-cyanobenzoic acid in all three phases. The standard (p° = 0.1MPa) molar enthalpy of formation of 2-cyanobenzoic acid is -(150.7 ± 2.0) kJ.mol-1.

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

• 611-31-4 1H-2,3-benzoxazin-1-one 
• 601-70-7 3,3-dichlorophthalide 
• 169141-21-3 3,3-dibromo-phthalide 
• 529-19-1 2-Methylbenzonitrile 
• 445-69-2 phthaloyl fluoride 
• 6525-45-7 2-cyano-benzoic acid ethyl ester 
• 88-95-9 Phthaloyl dichloride 
• 131-63-5 ammonium 2-(aminocarbonyl)benzoate 
• 873-32-5 2-Chlorobenzonitrile 
• 124-38-9 carbon dioxide 
• 88-67-5 2-Iodobenzoic acid 
• 7468-67-9 o-formylbenzonitrile 
• 6587-24-2 methyl 2-cyanobenzoate 
• 57-14-7 N,N-Dimethylhydrazine 

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 
• 114772-53-1 2-Cyano-4'-methylbiphenyl 
• 135689-93-9 4-(2-Cyanophenyl)benzaldehyde 
• 137863-17-3 methyl N-((2’-(1H-tetrazol-5-yl)-[1,1’-biphenyl]-4-yl)methyl)-N-pentanoyl-L-valinate 
• 209911-63-7 2-(4,4-dibromomethylphenyl)benzonitrile 
• 137863-89-9 N-[(2'-cyanobiphenyl-4-yl)-methyl]-(L)-valine methyl ester 
• 137863-90-2 methyl 2-(N-((2'-cyanobiphenyl-4-yl)methyl)pentanamido)-3-methylbutanoate 
• 114772-54-2 4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile 
• 137862-53-4 N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine 

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.

o-Cyanobenzoate: A Recyclable and Reusable Stereo-directing Group for β-O-Glycosylation via Pd(0)-catalyzed Ferrier Rearrangement

Inner sphere Tsuji-Trost reaction has found recent application for β-selective Ferrier rearrangement of glycal substrates with alcohol nucleophiles. Herein, we report an efficient and stereoselective synthesis of 2,3-dideoxy-β-O-glycosides from C3-(o-cyan

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.