654070-00-5

Basic information

• Product Name: 6-iodobenzo[d]thiazole
• Synonyms: 6-iodobenzo[d]thiazole
• CAS NO: 654070-00-5
• Molecular Formula: C₇H₄INS
• Molecular Weight: 261.08283
• Mol File: 654070-00-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 80-81 °C
• Boiling Point: 316.8±15.0 °C(Predicted)
• Appearance: /
• Density: 2.034±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 0.35±0.10(Predicted)
• CAS DataBase Reference: 6-iodobenzo[d]thiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-iodobenzo[d]thiazole(654070-00-5)
• EPA Substance Registry System: 6-iodobenzo[d]thiazole(654070-00-5)

Safety Data

• Hazardous Substances Data: 654070-00-5(Hazardous Substances Data)

Usage

General Description

6-Iodobenzo[d]thiazole is a chemical compound with the molecular formula C7H4INS. It is an iodinated derivative of benzo[d]thiazole and is used in various chemical reactions and processes. 6-iodobenzo[d]thiazole has a molecular weight of 275.08 g/mol and appears as a yellow to brown solid at room temperature. 6-Iodobenzo[d]thiazole has potential applications in the synthesis of pharmaceutical compounds, agrochemicals, and materials science. It is also used as a building block in the production of organic compounds and can undergo various chemical reactions such as nucleophilic substitution and palladium-catalyzed couplings. However, it should be handled with care due to its potentially hazardous properties.

Upstream product

• 124-38-9 carbon dioxide 
• 1262983-59-4 C₆H₆INS 
• 934-34-9 2(3H)-Benzothiazolone 
• 855282-75-6 2-chloro-6-iodobenzothiazole 
• 2942-06-5 6-nitrobenzo[d]thiazole 
• 95-16-9 1,3-Benzothiazole 
• 533-30-2 1,3-benzothiazol-6-amine 

Downstream Products

• 1338574-32-5 6-[4-(N,N-diphenylamino)phenylethynyl]benzothiazole 

Relevant articles and documents

New pentacyclic ring systems: Intramolecular cyclization of o,o′-disubstituted bibenzothiazoles

Efficient methods for the preparation of isomeric o,o′- diaminobibenzothiazoles (8a and 11a) and o,o′-diamino-2,2′- dimethylbibenzothiazoles (8b and 11b), potentially valuable building blocks for construction of hitherto unknown dithiazolo annulated pentacyclic heterocycles, have been developed. The dithiazolo annulated benzo[c]cinnolines 9a, 9b, and 12a were prepared from the corresponding diamines by oxidation with PhI(OAc) 2 in good yield. The dithiazolo annulated carbazoles 13 and 14 were efficiently prepared from the corresponding diamines by thermal cyclization in H3PO4. The unusual course of reduction and product formation of o,o′-dinitrosubstituted bibenzothiazoles 6a and 6b with SnCl2 under acidic conditions was rationalized by DFT quantum-mechanical calculations. It was suggested that cyclic products are formed from dinitroso derivatives and open-shell species immediately following on a reduction path.

Direct iodination of electron-deficient benzothiazoles: Rapid access to two-photon absorbing fluorophores with quadrupolar D-π-A-π-D architecture and tunable heteroaromatic core

Direct iodination of benzothiazoles under strong oxidative/acidic conditions leads to a mixture of iodinated heteroarenes with 1-2 major components, which are easily separable and which structures depend on the I2 equivalents used. Among the unexpected bu

Synthesis of benzothiazoles from 2-aminobenzenethiols in the presence of a reusable polythiazolium precatalyst under atmospheric pressure of carbon dioxide

Synthesis of benzothiazoles from 2-aminobenzenethiols and carbon dioxide was carried out using poly(3,4-dimethyl-5-vinylthiazolium) iodide as a precatalyst to in situ generation of NHCs by deprotonation. The reaction was successfully carried out under mild conditions (1 atm of CO2 and 60–70 °C) with a broad substrate scope and functional group tolerance. The precatalyst salt was recovered and reused for several times without any loss of activity.