779474
2-(5-Amino-2-hydroxyphenyl)benzothiazole
≥97% (HPLC)
Synonym(s):
4-Amino-2-(2-benzothiazolyl)phenol
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About This Item
Empirical Formula (Hill Notation):
C13H10N2OS
CAS Number:
Molecular Weight:
242.30
UNSPSC Code:
12352200
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
212070
assay
≥97% (HPLC)
form
powder
fluorescence
λem 465 nm±20 nm
SMILES string
Nc1ccc(O)c(c1)-c2nc3ccccc3s2
InChI
1S/C13H10N2OS/c14-8-5-6-11(16)9(7-8)13-15-10-3-1-2-4-12(10)17-13/h1-7,16H,14H2
InChI key
UBRCBHVOYDSGKZ-UHFFFAOYSA-N
Application
2-(5-Amino-2-hydroxyphenyl)benzothiazole is a fluorescent dye that may be used in the synthesis of a photoactive hybrid material by dispersion in a silica matrix with potential application in optical sensors. It may also be used to synthesize N-[3-(benzothiazol-2-yl)-4-hydroxyphenyl]-octanamide that shows the existence of an excited-state intramolecular proton transfer (ESIPT) process.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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New fluorescent monomers and polymers displaying an intramolecular proton?transfer mechanism in the electronically excited state (ESIPT), 1. Synthesis of benzazolylvinylene derivatives and its copolymerization with methyl methacrylate (MMA).
Campo LF, et al.
Macromolecular Rapid Communications, 21(12), 832-836 (2000)
Luminescent properties of benzothiazole derivatives and their application in white light emission.
Lu F, et al.
Royal Society of Chemistry Advances, 7(7), 4196-4202 (2017)
Photophysics of aminobenzazole dyes in silica-based hybrid materials.
Grando SR, et al.
Journal of Sol-Gel Science and Technology, 63(2), 235-241 (2012)