1,3-diisopropyl-4,5-bis(phenylthio)imidazol-2-ylidene (phenylthio)borane

Base Information

• Chemical Name: 1,3-diisopropyl-4,5-bis(phenylthio)imidazol-2-ylidene (phenylthio)borane
• CAS No.: 1338729-07-9
• Molecular Formula: C₂₇H₃₁BN₂S₃
• Molecular Weight: 490.566
• Mol file: 1338729-07-9.mol

Synonyms:1,3-diisopropyl-4,5-bis(phenylthio)imidazol-2-ylidene (phenylthio)borane

Chemical Property of 1,3-diisopropyl-4,5-bis(phenylthio)imidazol-2-ylidene (phenylthio)borane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3-diisopropyl-4,5-bis(phenylthio)imidazol-2-ylidene (phenylthio)borane

There total 2 articles about 1,3-diisopropyl-4,5-bis(phenylthio)imidazol-2-ylidene (phenylthio)borane 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: 32.0%

(1,3-diisopropyl-1H-imidazol-3-ium-2-yl)trihydroborate (797056-37-2) + diphenyldisulfane (882-33-7) → (1,3-diisopropyl-1H-imidazol-3-ium-2-yl)(phenylthio)dihydroborate (1338729-09-1) + 1,3-diisopropyl-4-(phenylthio)imidazol-2-ylidene (phenylthio)borane (1338729-08-0) + 1,3-diisopropyl-4,5-bis(phenylthio)imidazol-2-ylidene (phenylthio)borane (1338729-07-9)

Guidance literature:

(1,3-diisopropyl-1H-imidazol-3-ium-2-yl)trihydroborate; With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 0.0833333h; Inert atmosphere;

diphenyldisulfane; In tetrahydrofuran; hexane; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1021/ol202516c

Reference yield:

1,3-diisopropylimidazolium tetrafluoroborate → (1,3-diisopropyl-1H-imidazol-3-ium-2-yl)(phenylthio)dihydroborate (1338729-09-1) + 1,3-diisopropyl-4-(phenylthio)imidazol-2-ylidene (phenylthio)borane (1338729-08-0) + 1,3-diisopropyl-4,5-bis(phenylthio)imidazol-2-ylidene (phenylthio)borane (1338729-07-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1.5 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / 20 °C / Inert atmosphere

2.2: 18 h / 20 °C / Inert atmosphere

With n-butyllithium; In tetrahydrofuran; hexane;

DOI:10.1021/ol202516c

upstream raw materials:

(1,3-diisopropyl-1H-imidazol-3-ium-2-yl)trihydroborate

diphenyldisulfane