19654-19-4

Basic information

• Product Name: 1-(2-BENZOTHIAZOLYL)-4-BROMOBENZENE
• Synonyms: BENZOTHIAZOLE, 2-(4-BROMOPHENYL)-;1-(2-BENZOTHIAZOLYL)-4-BROMOBENZENE;2-(4-BROMOPHENYL)BENZOTHIAZOLE;2-(4-Bromophenyl)-1,3-benzothiazole;2-(p-Bromophenyl)benzothiazole;2-(4-Bromophenyl)benzothiazole 97%;2-(4-Bromophenyl)benzo[d]thiazole
• CAS NO: 19654-19-4
• Molecular Formula: C₁₃H₈BrNS
• Molecular Weight: 290.18
• Mol File: 19654-19-4.mol

Chemical Properties

• Melting Point: 134 °C
• Boiling Point: 398℃
• Flash Point: 194℃
• Appearance: /
• Density: 1.545
• Vapor Pressure: 3.53E-06mmHg at 25°C
• Refractive Index: 1.703
• Storage Temp.: 2-8°C
• Solubility: soluble in Toluene
• PKA: 0.29±0.10(Predicted)
• CAS DataBase Reference: 1-(2-BENZOTHIAZOLYL)-4-BROMOBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-BENZOTHIAZOLYL)-4-BROMOBENZENE(19654-19-4)
• EPA Substance Registry System: 1-(2-BENZOTHIAZOLYL)-4-BROMOBENZENE(19654-19-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 19654-19-4(Hazardous Substances Data)

Usage

Uses

2-(4-Bromophenyl)benzothiazole is a useful research chemical.

InChI:InChI=1/C13H8BrNS/c14-10-7-5-9(6-8-10)13-15-11-3-1-2-4-12(11)16-13/h1-8H

Upstream product

• 137-07-5 2-amino-benzenethiol 
• 586-75-4 4-chlorobenzoyl chloride 
• 1122-91-4 4-bromo-benzaldehyde 
• 14063-78-6 (Z)-3-(4-bromophenyl)-3-chloroacrylaldehyde 
• 586-76-5 4-Bromobenzoic acid 
• 1141-88-4 2-Aminophenyl disulfide 
• 1239970-44-5 C₂₆H₁₈Br₂N₂S₂ 
• 95-16-9 1,3-Benzothiazole 
• 589-87-7 1,4-bromoiodobenzene 
• 1246887-30-8 C₁₃H₉BrClNS 
• 34176-08-4 sodium 4-bromobenzenesulfinate 
• 15111-14-5 2-iodo-N-(phenylmethylene)-benzenamine 
• 7099-87-8 4-bromophenylglyoxylic acid 
• 1427414-25-2 C₁₁H₅BrCl₂N₂O₂ 

Downstream Products

• 53544-72-2 2-(4-bromo-phenyl)-6-nitro-benzothiazole 
• 53544-79-9 2-(4-bromo-phenyl)-benzothiazol-6-ylamine 
• 1062586-22-4 (4-(benzo[d]thiazol-2-yl)-phenyl)boronic acid 
• 1246222-65-0 2-(4-(5-(5-decylthiophen2-yl)thiophen-2-yl)phenyl)benzo[d]thiazole 
• 1007375-81-6 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzo-[d]thiazole 
• 1259883-27-6 C₃₉H₃₀N₂S 
• 1385789-80-9 2-(4'-dimesitylborylphenyl)benzo[d]thiazole 
• 1385824-22-5 dimesityl (4-(3-methylbenzo[d]thiazol-3-ium-2-yl)phenyl)fluoroborate 
• 1385789-82-1 2-(4'-dimesitylborylphenyl)-3-methylbenzo[d]thiazol-3-ium triflate 
• 1400741-50-5 2-[4-(4-methylphenyl)phenyl]-1,3-benzothiazole 
• 101798-16-7 2-[4-(4-methoxyphenyl)phenyl]-1,3-benzothiazole 
• 101798-17-8 2-[4-(4-nitrophenyl)phenyl]-1,3-benzothiazole 
• 1400741-54-9 2-(3',4'-dimethoxylbiphenyl-4-yl)benzo[d]thiazole 
• 67362-98-5 2-([1,1′-biphenyl]-4-yl)benzo[d]thiazole 

Relevant articles and documents

Synthesis, photophysics, and reverse saturable absorption of platinum complexes bearing extended π-conjugated C^N^N ligands

The synthesis of ligands 1-L-6-L that feature the 6-[9,9-di(2-ethylhexyl)- 7-R-9H-fluoren-2-yl]-2,2′-bipyridine (C^N^N) core (R = 4-R′-phenylethynyl with R′ = NO2, benzothiazol-2-yl (BTZ), H and OCH3 or R = 4′-BTZ-phenyl or BTZ) and their platinum complexes 1-6 were reported in this paper. The photophysical properties of these ligands and the Pt(ii) complexes, including the UV-vis absorption spectra, emission characteristics at room temperature and at 77 K, and the triplet transient difference absorption spectra, were systematically investigated in order to understand the effects of the substituent at the 4-position of the 1-ethynylphenyl component and the extension of π-conjugation between the C^N^N core and the BTZ substituent. Reverse saturable absorption (RSA) of complexes 1-6 was demonstrated at 532 nm using 4.1 ns laser pulses. The UV-vis absorption spectra of 1-L-6-L are featured by strong 1π,π* transitions in the blue spectral region, and the absorption bands are effectively red-shifted by substitution at the 4-position of the ethynylphenyl motif and by the extended π-conjugation of the linkage. A similar effect was observed for the fluorescence spectra of these ligands in CH2Cl2 at room temperature, but the nature of the fluorescence varies from 1π,π* fluorescence in 3-L and 6-L, to intraligand charge transfer (1ILCT) fluorescence in 1-L, 2-L and 5-L; while 4-L possesses mixed 1π,π*/ 1ILCT characters. All ligands exhibit moderate triplet transient absorption (TA) in the visible spectral region, with substitution at the 4-position of the ethynylphenyl component broadening of the TA bands, while extended π-conjugation of the linkage inducing red-shifts of the TA bands. For Pt(ii) complexes 1-6, their UV-vis absorption spectra constitute red-shifted 1π,π* transitions and low-energy metal-to-ligand charge transfer (1MLCT/1ILCT) tails. The emission of these complexes at room temperature in CH2Cl2 predominantly originates from the C^N^N core localized 3π,π* state, probably mixed with minor 3MLCT character. 4-Position substitution and extended π-conjugation on the ligands exert a negligible effect on the shape and energy of the emission spectra. Similar to their respective ligands, 1-6 all exhibit broader and red-shifted TA spectra with respect to their ligands and both the 4-position substitution and extended π-conjugation bathochromically shift the TA band maxima. The nonlinear transmission experiments carried out for 1-6 at 532 nm reveal that all complexes exhibit strong reverse saturable absorption (RSA), and the degree of RSA follows this trend: 6 2 and BTZ) and by extending the π-conjugation; while electron-donating substituent (OCH 3 in 4) decreases the RSA at 532 nm.

Tuning the HOMO-LUMO gap of donor-substituted benzothiazoles

A series of push-pull benzothiazoles were designed and synthesized by the Pd-catalyzed Sonogashira cross-coupling and [2+2] cycloaddition-retroelectrocyclization reactions. The photonic and electrochemical properties of these systems exhibit strong donor-

Mechanochromism and aggregation induced emission in benzothiazole substituted tetraphenylethylenes: A structure function correlation

The donor-acceptor benzothiazole substituted tetraphenylethylenes (BT-TPEs) 3a-3c were designed and synthesized to examine the effect of the linkage between the BT and the TPE unit on the photophysical, aggregation induced emission (AIE) and mechanochromi

Convenient synthesis of substituted 2-phenylbenzothiazoles using solid-supported triphenylphosphine

We report an improved procedure using solid-supported triphenylphosphine for the concise synthesis of biologically relevant 2-phenylbenzothiazoles featuring a variety of substituents on both the benzothiazole and phenyl rings. Substituted 2-phenylbenzothi

Photocatalyst- And Transition-Metal-Free Visible-Light-Promoted Intramolecular C(sp2)-S Formation

A photocatalyst- and transition-metal-free visible-light-induced cyclization of ortho-halothiobenzanilides has been developed. Upon irradiation with visible light, substrates undergo dehalogenative cyclization to 2-aryl benzothiazoles with high efficiency and selectivity. This photocyclization exhibits a high tolerance to various functional groups, is applicable for the synthesis of 2-alkyl benzothiazoles, and is easy to set up for gram-scale reaction.

Preparation method of benzothiazole phosphate compound

The invention discloses a preparation method of a benzothiazole phosphate compound. Under the irradiation of visible light, N-(2-bromophenyl) alkyl thioamide such as N-(2-bromophenyl) alkyl thioamide derivatives and the like are used as raw materials, sodium phosphate is used as alkali, a series of 2-substituted alkyl benzothiazole derivatives are smoothly synthesized, and further, under the irradiation of visible light, the benzothiazole phosphate compound is prepared through reaction with diethyl phosphate, and the benzothiazole phosphate compound has the calcium antagonist capability.

Method for preparing benzothiazole compound from visible light promoted N-(2-bromophenyl) thioamide

The invention discloses a method for preparing a benzothiazole compound from N-(2-bromophenyl) thioamide under the promotion of visible light. Specifically, under the protection of inert gas, according to the molar ratio of N-(2-bromophenyl) thioamide to inorganic base being 1: 0.5, reactants are added into a reaction container provided with a stirring device, then dimethyl sulfoxide is added, and stirring reaction is carried out for 2-24 hours at room temperature under the irradiation of visible light to obtain the benzothiazole compound. Under the condition of not adding any photosensitizer or transition metal catalyst, sodium phosphate is used as alkali, and under the irradiation of a 45W household compact fluorescent lamp, a series of intramolecular cross-coupling reactions of N-(2-bromophenyl) thioamide are realized. In addition, the benzothiazole compound can be obtained with high yield. The whole process is green, efficient and easy to operate, and the method is a good method for synthesizing the benzothiazole compound.

Method for preparing biphenyl benzothiazole compound

The invention discloses a preparation method of a biphenyl benzothiazole compound. N-(2-bromophenyl) alkyl thioamide such as an N-(2-bromophenyl) alkyl thioamide derivative is used as a raw material, sodium phosphate is used as alkali, the biphenyl benzothiazole compound is prepared through a one-pot method, the reaction is carried out under visible light irradiation, metal ions disclosed in the prior art are not needed, and the reaction yield is high.

Photocatalytic green synthesis of benzazoles from alcohol oxidation/toluene sp3C-H activation over metal-free BCN: effect of crystallinity and N-B pair exposure

Porous borocarbonitride (P-BCN), with the characteristics of enhanced crystallinity and improved N-B pair exposure, was prepared with a simple KCl-assisted molten salt strategy. Efficient heterogeneous photocatalytic tandem synthesis of benzazoles from alcohol oxidation/toluene sp3C-H activation was achieved firstly over the metal-free P-BCN using visible light and the green oxidant O2, with only water as a by-product. Variouso-thio/hydroxy/aminoanilines and alcohols or toluenes could be converted to the corresponding 2-substituted benzothiazoles, benzoxazoles and benzimidazoles with good to excellent photocatalytic performance. The improved photocatalytic performance in comparison to bulk BCN should be due to the crystallinity-enhancement-induced improvement in charge separation and transmission. The increased N-B pair exposure promoted superoxide radical generation due to the electron-enriched N atoms, as well as improved oxidation ability due to the valence band constructed by the B 2p orbital. This work presents a green and efficient synthetic strategy towards benzazoles and other fine chemicalsviametal-free heterogeneous photocatalysis.

ZnO-NPs catalyzed condensation of 2-aminothiophenol and aryl/alkyl nitriles: Efficient green synthesis of 2-substituted benzothiazoles

The synthesis of 2-substituted benzothiazoles has been described using ZnO-nanoparticles as a catalyst. The condensation of 2-aminothiophenol and aryl/alkyl nitriles resulted in the formation of various 2-substituted benzothiazoles under solvent-free reaction conditions. The library of 2-substituted benzothiazoles has been synthesized in good to excellent yield. The reaction has shown a wide range of functional group compatibility for both varyingly substituted 2-aminothiophenols and nitriles. The protocol has many advantages such as faster reaction rate, mild reaction conditions, various functional group compatibility, excellent yield, solvent-free reaction conditions, easy recovery of materials, and excellent catalyst recyclability, among others. The various advantages of this protocol make it a more feasible, economical, and environmentally benign process.