6639-57-2

Basic information

• Product Name: Benzothiazole-2-carboxaldehyde
• Synonyms: RARECHEM AM LA 0033;BENZOTHIAZOLE-2-CARBOXALDEHYDE;BENZOTHIAZOLE-2-CARBALDEHYDE;1,3-BENZOTHIAZOLE-2-CARBALDEHYDE;1,3-BENZOTHIAZOLE-2-CARBOXALDEHYDE;2-Benzothiazolecarboxaldehyde(6CI,8CI,9CI);2-Benzothiazolecarbaldehyde;benzo[d]thiazole-2-carbaldehyde
• CAS NO: 6639-57-2
• Molecular Formula: C₈H₅NOS
• Molecular Weight: 163.2
• Product Categories: BENZOTHIAZOLE;Aldehydes;Building Blocks;C8;C8 to C9;Carbonyl Compounds;Chemical Synthesis;Heterocyclic Building Blocks;Organic Building Blocks;Thiazoles
• Mol File: 6639-57-2.mol
• Article Data: 40

Chemical Properties

• Melting Point: 74 °C
• Boiling Point: 305.713 °C at 760 mmHg
• Flash Point: 138.691 °C
• Appearance: /
• Density: 1.384 g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.735
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: -1.12±0.10(Predicted)
• Sensitive: Air Sensitive
• CAS DataBase Reference: Benzothiazole-2-carboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: Benzothiazole-2-carboxaldehyde(6639-57-2)
• EPA Substance Registry System: Benzothiazole-2-carboxaldehyde(6639-57-2)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-43-36-22
• Safety Statements: 26-36/37/39-24/25-22-36/37
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 6639-57-2(Hazardous Substances Data)

Usage

General Description

Benzothiazole-2-carboxaldehyde is a chemical compound with the molecular formula C9H7NOS. It is a yellow to light brown liquid that is commonly used in the production of dyes, fragrances, and pharmaceuticals. Benzothiazole-2-carboxaldehyde is also used as a reagent in organic synthesis and is known for its strong odor. This chemical is considered to be a skin and eye irritant and may be harmful if swallowed or inhaled. It is important to handle and store Benzothiazole-2-carboxaldehyde with caution and in accordance with proper safety guidelines.

InChI:InChI=1/C8H5NOS/c10-5-8-9-6-3-1-2-4-7(6)11-8/h1-5H

Upstream product

• 4123-18-6 3-benzothiazol-2-yl-acrylic acid 
• 110-88-3 1,3,5-Trioxan 
• 95-16-9 1,3-Benzothiazole 
• 773092-89-0 2-(1,3-dioxolan-2-yl)benzo[d]thiazole 
• 136-95-8 2-amino-benzthiazole 
• 32117-82-1 N-methoxy-N-methyl-formamide 
• 20461-86-3 2,2-diethoxy acetic acid 
• 1420295-91-5 2-(dimethoxymethyl)-1,3-benzothiazole 
• 637-53-6 thioacetanilide 
• 62-53-3 aniline 
• 103-84-4 Acetanilid 
• 229643-15-6 2-(iodomethyl)benzo[d]thiazole 
• 120-75-2 2-Methylbenzothiazole 
• 2564-83-2 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical 

Downstream Products

• 52688-57-0 N'-benzothiazol-2-ylmethylene-N,N-dimethyl-benzene-1,4-diamine 
• 92061-06-8 benzothiazol-2-ylmethylen-aniline 
• 17385-84-1 2-benzothiazol-2-ylmethyleneamino-phenol 
• 106167-09-3 benzothiazole-2-carbaldehyde (4-nitro-phenyl)-hydrazone 
• 13799-46-7 2-{[(1,3-dimethyl-1,3-dihydro-benzoimidazol-2-ylidene)-hydrazono]-methyl}-1-methyl-benzothiazolium; toluene-4-sulfonate 
• 1061178-54-8 [(E)-1-(benzothiazol-2-yl)methylidene]-2,4,6-trimethylphenylamine 
• 94663-46-4 2-(2-cyanoethenyl)benzothiazole 
• 143896-85-9 C₁₅H₁₃N₃O₂S₂ 
• 141200-21-7 5-[4-((E)-3-Benzothiazol-2-yl-acryloyl)-benzyl]-thiazolidine-2,4-dione 
• 22841-77-6 2-(α-hydroxybenzyl)-1,3-benzothiazole 
• 86213-34-5 (Z)-2-phenyl-3-(2-benzothiazolyl)acrylonitrile 
• 155392-39-5 ethyl 3-(benzothiazol-2-yl)-3-hydroxy-2-benzylpropionate 
• 86213-33-4 (E)-2-phenyl-3-(2-benzothiazolyl)acrylic acid 

Relevant articles and documents

A selective fluorescence probe based on benzothiazole for the detection of Cr3+

A novel benzothiazole-functionalized Schiff-base derivative L was prepared and its metal-ion sensing properties were investigated. Sensor L displays selective naked-eye color change from yellow to green in the presence of Cr3+ in aqueous solution at pH 7.2, while other cations do not interfere with the recognition of Cr3+. The proposed mechanism is supported by Job's plot evaluation, IR and ESI-MS studies. The association constant and detection limit of sensor L to Cr3+ are 5.73×104 m-1 and 2.1×10-8 m, respectively. A B3LYP/6-31G (d,p) basis set was employed for optimization of L and L-Cr3+ complex.

Iodine-catalyzed oxidative annulation: Facile synthesis of pyrazolooxepinopyrazolones: Via methyl azaarene sp3C-H functionalization

An iodine-catalyzed methyl azaarene sp3 C-H functionalization has been developed for the synthesis of a seven-membered O-heterocyclic architecture containing three different heterocyclic aromatic hydrocarbons. This method can be applied to a wide range of substituted methyl azaarenes and diverse 2,4-dihydro-3H-pyrazol-3-ones, and brings about the efficient preparation of 2,9-dihydrooxepino[2,3-c:6,5-c′]dipyrazol-3(7H)-ones in high yields with the merits of low catalyst loading, good functional group tolerance and metal-free conditions.

Iodine-imine Synergistic Promoted Povarov-Type Multicomponent Reaction for the Synthesis of 2,2′-Biquinolines and Their Application to a Copper/Ligand Catalytic System

An efficient iodine-imine synergistic promoted Povarov-type multicomponent reaction was reported for the synthesis of a practical 2,2′-biquinoline scaffold. The tandem annulation has reconciled iodination, Kornblum oxidation, and Povarov aromatization, where the methyl group of the methyl azaarenes represents uniquely reactive input in the Povarov reaction. This method has broad substrate scope and mild conditions. Furthermore, these 2,2′-biquinoline derivatives had been directly used as bidentate ligands in metal-catalyzed reactions.

[1,3]-Claisen rearrangement via removable functional group mediated radical stabilization

A thermal O-to-C [1,3]-rearrangement of α-hydroxy acid derived enol ethers was achieved under mild conditions. The 2-aminothiophenol protection of carboxylic acids facilitates formation of the [1,3] precursor and its thermal rearrangement via stabilization of a radical intermediate. Experimental and theoretical evidence for dissociative radical pair formation, its captodative stability via aminothiophenol, and a unique solvent effect are presented. The aminothiophenol was deprotected from rearrangement products as well as after derivatization to useful synthons.