7468-67-9

Basic information

• Product Name: 2-Cyanobenzaldehyde
• Synonyms: O-CYANOBENZALDEHYDE;2-CYANOBENZALDEHYDE;2-FORMYLBENZONITRILE;2-Cyanobenaldehyde;Phthalaldehydonitrile;2-Cyanobenzaldehyde,98%;2-Cyanobenzaldehyde, 98% 5GR;2-Cyanobenzaldehyde 98%
• CAS NO: 7468-67-9
• Molecular Formula: C₈H₅NO
• Molecular Weight: 131.13
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde;Aldehydes;C8;Carbonyl Compounds;Aromatics;Cross Linking Reagents;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 7468-67-9.mol
• Article Data: 33

Chemical Properties

• Melting Point: 103-105 °C(lit.)
• Boiling Point: 284.919 °C at 760 mmHg
• Flash Point: 126.115 °C
• Appearance: White to orange to beige/Powder, Crystals and/or Chunks
• Density: 1.155 g/cm³
• Vapor Pressure: 0.00289mmHg at 25°C
• Refractive Index: 1.552
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: DMSO (Slightly, Sonicated), Chloroform (Slightly)
• Sensitive: Air Sensitive
• CAS DataBase Reference: 2-Cyanobenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyanobenzaldehyde(7468-67-9)
• EPA Substance Registry System: 2-Cyanobenzaldehyde(7468-67-9)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39-36/37/39-36
• RIDADR: UN 3439 6.1/PG 3
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 7468-67-9(Hazardous Substances Data)

Usage

Description

2-Cyanobenzaldehyde is an organic compound characterized by its white to orange to beige powder, crystals, or crystalline appearance. It is known for its versatile chemical properties and potential applications in various fields due to its unique structure.

Uses

Used in Pharmaceutical Industry:
2-Cyanobenzaldehyde is used as a crosslinker for protein kinase, which plays a crucial role in numerous phosphorylation events in the phosphoproteome. This application is significant in the development of drugs targeting protein kinase-related diseases.
Used in Chemical Synthesis:
2-Cyanobenzaldehyde is utilized in the base-catalyzed one-pot synthesis of 3-substituted isoindolinones, which are important intermediates in the synthesis of various pharmaceuticals and organic compounds.
Used in Organic Chemistry:
It is also used in the synthesis of 3-oxo-2,3-dihydro-1H-isoindoles, via the Baylis-Hillman reaction, which is a versatile method for the formation of carbon-carbon bonds and the synthesis of complex organic molecules.
Used in Synthesis of Isoindolenones:
2-Cyanobenzaldehyde is employed in the synthesis of 3-(N-substituted amino)-1-isoindolenones, which are valuable building blocks for the creation of various organic compounds and pharmaceuticals.
Used in Biotransformation:
The biotransformation of 2-Cyanobenzaldehyde by Euglena gracilis Z, cultured photohetero-trophically, has been reported. This process highlights the potential of using microorganisms for the synthesis and modification of organic compounds, including 2-Cyanobenzaldehyde.

InChI:InChI=1/C8H5NO/c9-5-7-3-1-2-4-8(7)6-10/h1-4,6H

Upstream product

• 2886-29-5 trans-3-(2-cyanophenyl)propenoic acid 
• 655-63-0 2-(dibromomethyl)benzonitrile 
• 27510-48-1 (Z)-3-(2-cyanophenyl)prop-2-enoic acid 
• 20461-86-3 2,2-diethoxy acetic acid 
• 2042-37-7 o-cyanobromobenzene 
• 873-32-5 2-Chlorobenzonitrile 
• 95-47-6 o-xylene 
• 1708-41-4 2-(furan-2-yl)-1,3-dioxolane 
• 107-13-1 acrylonitrile 
• 557-21-1 zinc(II) cyanide 
• 89-98-5 2-chloro-benzaldehyde 
• 201230-82-2 carbon monoxide 
• 138642-62-3 2-Cyanophenylboronic acid 
• 40508-03-0 2-(azidomethyl)benzonitrile 

Downstream Products

• 412025-73-1 2-(α-hydroxy-benzyl)-benzophenone-imine 
• 75206-29-0 2-[1-(2-Cyano-phenyl)-meth-(E)-ylidene]-3-oxo-butyric acid 2-benzyloxy-ethyl ester 
• 130444-54-1 2-[Hydroxy-(10-oxo-10H-9-oxa-10λ⁵-phospha-phenanthren-10-yl)-methyl]-benzonitrile 
• 146857-28-5 (E)-4-(2-Cyano-phenyl)-but-3-enoic acid 
• 75090-80-1 2-[1-(2-Cyano-phenyl)-meth-(E)-ylidene]-3-oxo-butyric acid 2-ethylsulfanyl-ethyl ester 
• 75090-84-5 2-[1-(2-Cyano-phenyl)-meth-(E)-ylidene]-3-oxo-butyric acid 2-phenylsulfanyl-ethyl ester 
• 3839-22-3 2-cyanobenzoic acid 
• 93679-99-3 3-Amino-2,3-dihydro-isoindol-1-one 
• 26486-93-1 3-hydroxy-2,3-dihydro-isoindol-1-one 
• 95-14-7 1,2,3-Benzotriazole 

Relevant articles and documents

Conversion of benzene-1,2-dicarboxaldehyde into 2-formylbenzonitrile

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New method for promoting photosensitive oxidation to remove 1, 2-mercaptoethanol acetal protecting group by utilizing visible light irradiation

The invention discloses a new method for removing a 1, 2-mercaptoethanol acetal protecting group, and belongs to the field of organic synthetic chemistry. The method comprises the following steps of:under a room-temperature open system, adding a substrate 2-substituted-1, 3-oxo-thio-cyclopentane and a catalytic amount of a photosensitizer Eosin Y into a proper amount of acetonitrile; and performing irradiating with a blue LED lamp for 3 hours while stirring to obtain the corresponding aldehyde compound with favorable yield. The method has the advantages of mild operation conditions, greenness, environmental protection, no harsh water and oxygen removal operation and device, realization of the reaction at room temperature, high substrate conversion rate, simple and easy post-treatment, andprovides a good method for removing the 1, 2-mercaptoethanol acetal protecting group at present.

Synthesis method of O-formyl benzoic acid

The invention discloses a synthesis method of o-formyl benzoic acid. The synthesis method includes the following steps that (1) 20 mL of o-dimethyl benzene is taken and placed in a reactor, the reactor is heated to 130 to 135 DEG C, and DMF, a catalyst and a cocatalyst are added in turn; (2) reaction liquid is cooled to the room temperature, and an obtained clear colorless crystal is o-methyl benzonitrile; and (3) the o-methyl benzonitrile is placed in the reactor, and heated to 110 to 115 DEG C, the DMF, the catalyst and the cocatalyst are added, oxygen intake is controlled to be 900 mL/min,hydrogen intake is controlled to be 100 mL/min, reaction is conducted for 2 to 3 h, and the o-formyl benzoic acid can be obtained through hydrolysis of obtained white crystalline powder under the acidic condition. The o-methyl benzonitrile is synthesized by a one-step method of liquid phase ammoxidation of o-xylene under normal pressure, then the o-formyl benzoic acid is synthesized by further oxidation of the o-methyl benzonitrile, the yield is high, the purity of product is high, and the requirements on equipment are low.