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Merck
CN

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
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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

SMILES string

Nc1ccc(O)c(c1)-c2nc3ccccc3s2

InChI key

UBRCBHVOYDSGKZ-UHFFFAOYSA-N

assay

≥97% (HPLC)

form

powder

fluorescence

λem 465 nm±20 nm

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.

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Warning

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)

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