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779474

Sigma-Aldrich

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:
30616-38-7
Molecular Weight:
242.30
Beilstein/REAXYS Number:
212070
MDL number:
MFCD00197455
UNSPSC Code:
12352200
PubChem Substance ID:
329768041
NACRES:
NA.22

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.[1][2] 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.[3]

Pictograms

Exclamation mark
GHS07

signalword

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCBH5349V
BCBF5646V
BCBF5646

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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)
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)
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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