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Phenol, 2-(2-benzothiazolyl)-4-methyl-, also known as a benzothiazole derivative, is a chemical compound with the molecular formula C15H11NOS. It is characterized by its dark brown crystalline powder form and is recognized for its role as a UV absorber in various industrial applications.

21703-55-9

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21703-55-9 Usage

Uses

Used in Plastics Industry:
Phenol, 2-(2-benzothiazolyl)-4-methylis used as a UV stabilizer to protect plastics from the damaging effects of ultraviolet radiation, thereby enhancing their durability and longevity.
Used in Coatings Industry:
In the coatings industry, Phenol, 2-(2-benzothiazolyl)-4-methylserves as a UV absorber, helping to prevent the degradation of coatings when exposed to sunlight, maintaining their aesthetic and functional properties.
Used in Adhesives Industry:
Phenol, 2-(2-benzothiazolyl)-4-methylis utilized as a component in adhesive formulations to shield them from UV-induced degradation, ensuring the adhesives maintain their bonding strength and integrity.
Used in Rubber Vulcanization:
As part of the benzothiazole derivatives group, Phenol, 2-(2-benzothiazolyl)-4-methylis used in the rubber vulcanization process, contributing to the improvement of rubber's physical properties.
Used in Corrosion Inhibition:
Phenol, 2-(2-benzothiazolyl)-4-methylis also employed as a corrosion inhibitor in various applications to protect materials from the corrosive effects of their environment.
Used in Pharmaceuticals:
Although the specific pharmaceutical uses are not detailed in the provided materials, as a benzothiazole derivative, Phenol, 2-(2-benzothiazolyl)-4-methylmay have potential applications in the development of pharmaceutical compounds.
Environmental Considerations:
Due to potential toxicity and environmental concerns associated with Phenol, 2-(2-benzothiazolyl)-4-methyl-, ongoing research is focused on identifying alternative compounds that can offer similar benefits without the associated harmful effects.

Check Digit Verification of cas no

The CAS Registry Mumber 21703-55-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,1,7,0 and 3 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 21703-55:
(7*2)+(6*1)+(5*7)+(4*0)+(3*3)+(2*5)+(1*5)=79
79 % 10 = 9
So 21703-55-9 is a valid CAS Registry Number.

21703-55-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-(3H-1,3-benzothiazol-2-ylidene)-4-methylcyclohexa-2,4-dien-1-one

1.2 Other means of identification

Product number -
Other names 2-benzothiazol-2-yl-4-methyl-phenol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:21703-55-9 SDS

21703-55-9Relevant academic research and scientific papers

A Colorimetric Fluorescent Probe for SO2 Derivatives-Bisulfite and Sulfite at Nanomolar Level

Zhang, Jian,Peng, Aidong,Lv, Yanlin,Zhang, Yuanlin,Wang, Xuefei,Zhang, Guangjin,Tian, Zhiyuan

, p. 1767 - 1775 (2017)

A colorimetric fluorescent probe with fluorescence emission feature sensitive to SO2 derivatives, i.e. bisulfite (HSO3 ?) and sulfite (SO3 2?), was developed based on the HSO3 ?/SO3 2?-mediated nucleophilic addition reaction of the probe that. This probe exhibited SO3 2? sensing ability with detection limit down to 46?nM and desired selectivity over other reference anions and redox species. The preliminary fluorescence bioimaging experiments have validated the practicability of the as-prepared probe for SO2 derivatives sensing in living cells.

A significant fluorescent “turn-on” chemosensor for Al3+ detection and application in real sample, logic gate and bioimaging

Zeng, Shuang,Li, Shi-Jie,Liu, Ting-Ting,Sun, Xue-Jiao,Xing, Zhi-Yong

, (2019)

A novel naphthaldehyde–benzothiazole conjugated sensor Z was successfully synthesized and characterized. Chemosensor Z showed highly selective and sensitive for the detection of Al3+ in DMF/H2O (v/v, 4/6) attributed to the combined c

A benzothiazole-based fluorescent probe for hypochlorous acid detection and imaging in living cells

Nguyen, Khac Hong,Hao, Yuanqiang,Zeng, Ke,Fan, Shengnan,Li, Fen,Yuan, Suke,Ding, Xuejing,Xu, Maotian,Liu, You-Nian

, p. 189 - 193 (2018)

A benzothiazole-based turn-on fluorescent probe with a large Stokes shift (190 nm) has been developed for hypochlorous acid detection. The probe displays prompt fluorescence response for HClO with excellent selectivity over other reactive oxygen species as well as a low detection limit of 0.08 μM. The sensing mechanism involves the HClO-induced specific oxidation of oxime moiety of the probe to nitrile oxide, which was confirmed by HPLC-MS technique. Furthermore, imaging studies demonstrated that the probe is cell permeable and can be applied to detect HClO in living cells.

Correlation between molecular structure and optical properties for the bis(2-(2-hydroxyphenyl)benzothiazolate) complexes

Huixia, Xu,Bingshe, Xu,Xiaohong, Fang,Liuqing, Chen,Hua, Wang,Yuying, Hao

, p. 108 - 116 (2011)

A series of methyl-substituted bis(2-(hydroxyphenyl)benzothiazolate)zinc derivatives [Zn(n-MeBTZ)2, n = 3 (1a), 4 (1b), 5 (1c)] were synthesized to investigate the correlation between molecular structures and optical properties. The results indicate that the blue-emitting (λmax = 470 nm) complex 1b is monomer with a higher PL quantum efficiency than complexes 1, 1a, 1c. Two green-emitting (λmax = 507 nm and 499 nm) complexes 1a and 1c have special bi-molecular structures. The molecular structure for Zn(BTZ)2 (complex 1) is dimer. Bilayer organic light-emitting devices were fabricated by using these complexes as emitting layer. The maximum emission wavelengths of the devices are in the range of 501-553 nm. The devices show turn-on voltages at 9.2, 12.7, 2.3 and 10.7 V for complex 1, 1a, 1b, and 1c, respectively. In particular, the device with complex 1b shows a higher brightness than the other complexes under the same conditions.

An ESIPT-based fluorescent probe with fast-response for detection of hydrogen sulfide in mitochondria

Bi, Minjie,Du, Yuting,Li, Zhiying,Liu, Juan,Wang, Hongliang,Wen, Wei,Zhang, Ting

supporting information, (2021/09/20)

Excited-state intramolecular proton transfer (ESIPT) has recently received considerable attention due to its dual fluorescent changes and large Stokes shift. Hydrogen sulfide (H2S) is a gas signal molecule that plays important roles in modulating the functions of different systems. Herein, by modifying 2-(2?-hydroxyphenyl) benzothiazole (HBT) scaffold, a novel near-infrared mitochondria-targeted fluorescent probe HBTP-H2S has been rationally designed based on excited-state intramolecular proton transfer (ESIPT) effect. The nucleophilic addition reaction of the H2S with probe HBTP-H2S caused the break of the conjugated skeleton, resulting the shifting of maximum emission peak from 658 nm to 470 nm. HBTP-H2S showed fast-response response time, good selectivity and a large Stokes shift (188 nm) toward H2S. Most importantly, inspired by the inherent advantages of the probe, HBTP-H2S was successfully employed to monitor mitochondrial H2S in HepG2 cells.

A turn on fluorescent assay for real time determination of β-galactosidase and its application in living cell imaging

Chen, Anying,Liu, Dan,Zhang, Peng,Zhang, Zixuan

, (2021/09/07)

In recent years, fluorescent probes based on chemical reactions have been widely investigated as a powerful and noninvasive method for the diagnosis of diseases. β-Galactosidase (β-gal), a typical lysosomal glycosidase, over expressed in senescent cells and primary ovarian cancer cells, which has been considered as an important biomarker cell senescence and primary ovarian cancers. Fluorescent probes for the determination of β-gal provide an excellent choice for visualization of cell senescence. In this work, a turn on fluorescent probe (HBT-gal) for β-gal activity was developed based on the enzymatic hydrolysis of glycosidic bonds. HBT-gal showed little fluorescence in aqueous buffer excited at 415 nm, while emitted green fluorescence centered at ~ 492 nm upon incubated with β-gal. The sensing scheme showed high selectivity and sensitivity for β-gal activity with a limit of detection calculated as low as 0.19 mU/mL. Moreover, HBT-gal was successfully applied to image β-gal activity in senescent Hep G2 cells treated with H2O2. Therefore, probe HBT-gal demonstrated a potential usage for the determination of cell senescence using β-gal as a biomarker.

HBT-based methyl derivative fluorescent probe and preparation and application thereof

-

Paragraph 0032-0035, (2021/11/10)

The invention provides a fluorescent probe 5-HBT as well as preparation and application of the fluorescent probe 5-HBT to fluorescence detection through research on introduction of methyl groups at different positions on a benzene ring of an HBT molecule, so residual sodium hypochlorite in a water body can be rapidly and visually detected on site. Studies prove that the position of a methyl group on a benzene ring can generate huge influence on some fluorescent molecules, mainly including fluorescence intensity and fluorescence stability, and most obviously, 5-HBT fluorescence is greatly weakened; and the obtained 5-HBT probe can emit fluorescence in a solid state, has great advantages when used for manufacturing a paper fluorescence sensor, is obvious in fluorescence effect, and can rapidly and visually detect a sodium hypochlorite solution on site.

Difunctional fluorescent probe for identifying aluminum ions and zinc ions as well as preparation method and application thereof

-

Paragraph 0054-0057, (2021/05/08)

An aluminum ion and zinc ion recognition dual-functional fluorescence probe and preparation and application methods relate to dual-functional fluorescence probes and preparation and application methods thereof. The aluminum ion and zinc ion recognition dual-functional fluorescence probe and the preparation and application methods solve the problem that existing probes for independently identifyingaluminum ions or zinc ions are cumbersome in synthetic procedures and low in selectivity and sensitivity. The aluminum ion and zinc ion recognition dual-functional fluorescence probe is a covalent combination of 2-(2-hydroxyphenyl)-benzothiazole and salicylhydrazide. The preparation method of the aluminum ion and zinc ion recognition dual-functional fluorescence probe comprises, firstly, subjecting 5-methyl salicylaldehyde and o-aminobenzenethiol to reaction to obtain a compound 1; secondly, subjecting the compound 1 and urotropine to reaction to obtain a compound 2; thirdly, subjecting the compound 2 and salicylhydrazide to reaction to obtain a target compound Z. The preparation method of the aluminum ion and zinc ion recognition dual-functional fluorescence probe completes synthesis within three steps and is simple in aftertreatment process; the prepared aluminum ion and zinc ion recognition dual-functional fluorescence probe can achieve sensitive detection of aluminum ions and zincions and is good in selectivity, high in anti-interference capacity and low in detection limit. The aluminum ion and zinc ion recognition dual-functional fluorescence probe is applied to detecting heavy metal ions.

A highly selective AIEgen fluorescent probe for visualizing Cys in living cells andC. elegans

Chen, Xin-Yue,Jiao, Qing-Cai,Wang, Bao-Zhong,Wang, Zhong-Chang,Xu, Zhu-Min,Ye, Ya-Xi,Yu, Ya-Wen,Zhu, Hai-Liang

, p. 19073 - 19081 (2021/10/26)

As essential biological thiols in organisms, Cys, Hcy, and GSH are closely related to each other, and they can be involved in various pathological processes if expression levels are abnormal. It is a challenge to develop effective fluorescence-based tools to selectively distinguish Cys from Hcy and GSH because of their common functional groups. For most existing Cys fluorescent probes, their application is greatly restricted by the influence of aggregation-caused quenching (ACQ). In this work, a novel fluorescent probe,PE-YW, for Cys was designed rationallyviaregulating its AIE-based effects. The probePE-YWtook advantage of a specific conjugate addition cyclization reaction between Cys and an acrylate moiety, inducing the aggregation ofPE-OHand showing large turn-on fluorescence (about 7-fold). The probe could detect Cys over other amino acids with high selectivity and a low detection limit (LOD = 1.72 nM). In addition,PE-YWexhibited excellent performance, such as a high fluorescence quantum yield (δ= 0.8) and a fast response toward Cys (a suitable and potential fluorescence-based tool for detecting Cys in living systems.

Real-time tracking and dual-mode imaging of hypochlorous acid in vivo by a small-sized fluorescence probe

Tang, Haoyang,Qiang, Xingyu,Gao, Ying,Teng, Hao,Chen, Xi,Zhang, Yanhui,Tian, Jingye,Qin, Bo,Guo, Yuan

, (2021/02/22)

Endogenous hypochlorous acid (HOCl), an ROS of particular interest, is like a double-edged sword, which has dual influence on both the maintenance of normal physiological functions and the occurrence of many diseases. Methods to track minimal changes of biological HOCl in both multi-modes and real time are essential for precisely tracking this biomolecule with high oxidation activity. However, the methods are still limited due to the difficulty in combining the two functions into one. To resolve this issue, we herein introduced a small-sized fluorescence probe KSQT with two sites which are sensitive to HOCl at nanomolar and micromolar concentrations. With this novel design, our probe achieved real-time and distinct detection of both physiological and pathogenic concentrations of HOCl via turn-on and ratiometric responses in turn, which enables it to effectively avoid the fluorescence cross-talk through simultaneous use of multiple probes and to solve the problem of transmembrane trafficking of previous dual-mode HOCl probes with large size or high positive charges. Together with its marvelous response to HOCl, high biomembrane permeability and biocompatibility, the real-time and dual-mode fluorescence imaging of endogenous HOCl in living HepG2 cells and living zebrafish were accomplished.

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