2-ETHYNYL-BENZO[D]THIAZOLE

Base Information

• Chemical Name: 2-ETHYNYL-BENZO[D]THIAZOLE
• CAS No.: 40176-80-5
• Molecular Formula: C9H5NS
• Molecular Weight: 159.211
• Hs Code.: 2934999090
• Mol file: 40176-80-5.mol

Synonyms:benzothiazole,2-ethynyl;2-ethynyl-benzothiazole;

Chemical Property of 2-ETHYNYL-BENZO[D]THIAZOLE

Chemical Property:

• Vapor Pressure: 0.00738mmHg at 25°C
• Melting Point: 41 °C
• Boiling Point: 278oC at 760 mmHg
• PKA: -0.32±0.10(Predicted)
• Flash Point: 122.5oC
• PSA: 41.13000
• Density: 1.27g/cm3
• LogP: 2.27760

Purity/Quality:

97% ^*data from raw suppliers

2-Ethynylbenzothiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Ethynyl-1,3-benzothiazole is used as a reactant in the preparation of diborylalkenes through a Bronsted base catalyzed reaction between terminal alkynes and bis(pinacolato)diboron.

Technology Process of 2-ETHYNYL-BENZO[D]THIAZOLE

There total 4 articles about 2-ETHYNYL-BENZO[D]THIAZOLE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-((triisopropylsilyl)ethynyl)benzo[d]thiazole → 2-ethynyl-1,3-benzothiazole (40176-80-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at -40 - 0 ℃; for 1h;

Reference yield: 82.0%

→ 2-ethynyl-1,3-benzothiazole (40176-80-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 40 ℃; for 24h; Inert atmosphere;

With potassium carbonate; In methanol; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

Reference yield: 80.0%

2-(2-trimethylsilylethynyl)-1,3-benzothiazole (220079-65-2) → 2-ethynyl-1,3-benzothiazole (40176-80-5)

Guidance literature:

With potassium fluoride; 18-crown-6 ether; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1055/s-1999-3697

upstream raw materials:

2-(2-trimethylsilylethynyl)-1,3-benzothiazole

2-iodobenzothiazole

Downstream raw materials:

C₂₃H₂₃N₅O₄S

Refernces

• 1、 -. "INHIBITORS FOR THE Β-CATENIN / T-CELL FACTOR PROTEIN–PROTEIN INTERACTION". . . Retrieved 2019/10/23.
• 2、 Qi, Jianjun,Tung, Ching-Hsuan. "Development of benzothiazole 'click-on' fluorogenic dyes". supporting information; experimental part. p. 320 - 323. Retrieved 2011/02/25.