30616-38-7

Basic information

• Product Name: 4-AMINO-2-BENZOTHIAZOL-2-YL-PHENOL
• Synonyms: 2-(5-Amino-2-hydroxyphenyl)benzothiazole >=97% (HPLC);ART-CHEM-BB B025297;ASISCHEM T30912;4-AMINO-2-(1,3-BENZOTHIAZOL-2-YL)PHENOL;4-AMINO-2-BENZOTHIAZOL-2-YL-PHENOL;AKOS BB-8262;TIMTEC-BB SBB007319;2-(5-Amino-2-hydroxyphenyl)benzothiazole
• CAS NO: 30616-38-7
• Molecular Formula: C₁₃H₁₀N₂OS
• Molecular Weight: 242.3
• Mol File: 30616-38-7.mol
• Article Data: 21

Chemical Properties

• Melting Point: 190-190.5 °C
• Boiling Point: 349.4°Cat760mmHg
• Flash Point: 165.1°C
• Appearance: /
• Density: 1.408g/cm³
• Vapor Pressure: 4.71E-05mmHg at 25°C
• Refractive Index: 1.733
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 8.33±0.43(Predicted)
• BRN: 212070
• CAS DataBase Reference: 4-AMINO-2-BENZOTHIAZOL-2-YL-PHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-2-BENZOTHIAZOL-2-YL-PHENOL(30616-38-7)
• EPA Substance Registry System: 4-AMINO-2-BENZOTHIAZOL-2-YL-PHENOL(30616-38-7)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36/37
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 30616-38-7(Hazardous Substances Data)

Usage

Description

4-AMINO-2-BENZOTHIAZOL-2-YL-PHENOL, also known as 2-(5-Amino-2-hydroxyphenyl)benzothiazole, is an organic compound with a unique molecular structure that features a benzothiazole ring and an amino group. It exhibits fluorescent properties and is known for its potential applications in various fields due to its chemical and physical characteristics.

Uses

Used in Optical Sensors:
4-AMINO-2-BENZOTHIAZOL-2-YL-PHENOL is used as a fluorescent dye for the synthesis of photoactive hybrid materials. It is dispersed in a silica matrix, which can be applied in the development of optical sensors due to its fluorescent properties.
Used in Chemical Synthesis:
In the field of chemical synthesis, 4-AMINO-2-BENZOTHIAZOL-2-YL-PHENOL is used as a key intermediate for the synthesis of various compounds, such as N-[3-(benzothiazol-2-yl)-4-hydroxyphenyl]-octanamide. 4-AMINO-2-BENZOTHIAZOL-2-YL-PHENOL demonstrates an excited-state intramolecular proton transfer (ESIPT) process, which is significant for the study and development of new materials with specific optical and electronic properties.

InChI:InChI=1/C13H10N2OS/c14-8-5-6-11(16)9(7-8)13-15-10-3-1-2-4-12(10)17-13/h1-7,15H,14H2

Upstream product

• 89-57-6 5-Aminosalicylic Acid 
• 137-07-5 2-amino-benzenethiol 
• 1493-13-6 trifluorormethanesulfonic acid 
• 162374-59-6 2-(3-Azidophenyl)benzothiazole 
• 100-34-5 benzene diazonium chloride 
• 41230-21-1 3-benzothiazol-2-ylphenylamine 
• 22868-33-3 2-(3-nitrophenyl)benzothiazole 
• 99-05-8 meta-aminobenzoic acid 
• 121-90-4 m-nitrobenzoic acid chloride 

Downstream Products

• 60928-37-2 2-(5-benzylideneamino-2-hydroxyphenyl)benzothiazole 
• 2533-14-4 N-(3-(benzo[d]thiazol-2-yl)-4-hydroxyphenyl)benzamide 
• 2842-13-9 2-(5-acetamido-2-hydroxyphenyl)benzothiazole 
• 1175535-56-4 ethyl 3-[(3-benzothiazol-2-yl)-4-hydroxyphenylamino]-2-cyano-acrylate 
• 1312023-89-4 C₁₇H₁₂N₂O₃S 
• 1149804-18-1 2-[5’-(N-4,6-dichloro-1,3,5-triazin-2-yl)-2’-hydroxyphenyl]benzothiazole 
• 391218-47-6 C₂₀H₁₂ClN₃O₄S 
• 1149804-20-5 2-(2-benzothiazolyl)-4-[[4-chloro-6-morpholin-s-triazin-2-yl]amino]phenol 
• 1149804-33-0 2-(2-benzothiazolyl)-4-[[4-chloro-6-piperidyl-s-triazin-2-yl]amino]phenol 
• 1149804-22-7 2-(2-benzothiazolyl)-4-[[4-chloro-6-(4-methylpiperid-1-yl)-s-triazin-2-yl]amino]phenol 

Relevant articles and documents

On the use of 2,1,3-benzothiadiazole derivatives as selective live cell fluorescence imaging probes

Newly designed 2,1,3-benzothiadiazole-containing fluorescent probes with four excited state intramolecular proton transfer (ESIPT) sites were successfully tested in live cell-imaging assays using a confluent monolayer of human stem-cells (tissue). All tes

Benzimidazole and benzothiazole conjugated Schiff base as fluorescent sensors for Al3+ and Zn2+

Two benzimidazole/benzothiazole based azomethines, (E)-2-(1H-benzo[d]imidazol-2-yl)-4-(4-(diethylamino)-2-hydroxybenzylideneamino)phenol (HBZA) and (E)–2-(benzo[d]thiazol–2-yl)–4-(4-(diethylamino)–2-hydroxybenzylideneamino)phenol (HBTA) were designed and

Proton-Transfer-Based Azides with Fluorescence Off-On Response for Detection of Hydrogen Sulfide: An Experimental, Theoretical, and Bioimaging Study

This work describes the synthesis of photoactive proton transfer compounds based on the benzazolic core containing the azide group. The compounds present absorption in the UV region and fluorescence emission in the visible region of the spectra with large

UV protective heterocyclic disperse azo dyes: Spectral properties, dyeing, potent antibacterial activity on dyed fabric and comparative computational study

Disperse azo dyes are synthesized and characterized by 1H NMR, 13C NMR, LC-MS, Elemental analysis, UV–visible, and fluorescence spectroscopy methods. The azo dyes show absorption maxima in the range of 460–493 nm. Dye with benzothiaz

Benzothiazole-pyridone and benzothiazole-pyrazole clubbed emissive azo dyes and dyeing application on polyester fabric: UPF, biological, photophysical and fastness properties with correlative computational assessments

Positional isomers of benzothiazole-pyridone and benzothiazole-pyrazole containing disperse azo dyes are reported. These heterocyclic azo dyes are decorated with ‘separate ESIPT core’ and show emission in seven solvents of different polarity. After applic